Siesta Key Condo 4.9 Star Review

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL
Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could th.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Villa Siesta sits poetically in a walled, gated garden on deep, azure-colored Hansen Bayou with views of Sarasota Bay & City skyline. This architecturally unique 5400 sf villa is built around a spacious tower with winding 3 story staircase opening to each living level.

The romantic residence is located just a few blocks from Shell Beach, les.......read more

4 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

Location, Location, Location!
Located steps from the Gulf of Mexico, on the best part of the famous Crescent Beach. Our home offers beautiful full gulf views.
Welcome to our spacious, fully equipped condominium, minutes from great shopping, restaurants, and more! Recently remodeled kitchen. Many recent updates. Enjoy this beautiful, well-ma.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Welcome to this newly remodeled 6 person, 2-bedroom, 2-bath ground floor unit on Bay Side with a lovely canal view! Enjoy a roomy kitchen which provides plenty of countertop and cooking space, along with all new cabinets and dining ware. Full second bathroom with a walk-in tile shower. New vinyl flooring and bright walls along with an extended livi.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

Luxury condominium directly on world-famous Crescent Beach! Located at Siesta Breakers - one of the premier properties on Siesta Key. Enjoy this designer furnished unit - with quality flooring, cabinets, granite counter tops, kitchen appliances, two televisions, free wi-fi, and classic island-inspired furnishings. The property features a beautiful.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Apartment 4.9 Star Review

Private 2 bedroom 1 bath apartment in large house for rent. The apartment is actually the main portion of the house and the other portion of house is rented to annual tenant with no access to pool. Couch in living room can be used to sleep an additional person. King bed in master and queen bed in second bedroom. All high end appliances, large scre.......read more

2 Bedrooms - Sleeps 5
Apartment in Siesta Key

Siesta Key Condo 4.9 Star Review

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL

Top beachfront unit at Fisherman's Cove!! Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the.......read more

3 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Condo 3.9 Star Review

Relax in Style at Bay Oaks in Siesta Key - Watch Dolphin in the Bay, Fish from the Pier!

Nicely furnished ground floor condo located in the popular Bay Oaks resort on Siesta Key. Covered parking just steps from the unit. Living room has comfortable leather seating, with a queen sleeper sofa for additional sleeping. Both bedrooms have en-suit.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.5 Star Review

Welcome to our condo 8/205. Featuring beautiful wood floors, Siesta Dunes Beach 205 in Siesta Key, Florida is an ideal choice for families planning to spend all their daytime hours at the pool or the gorgeous on-site beach. As a gulf-side property, it’s easy on the wallet while its lovely atmosphere makes it a great home to return to for relaxing.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Enjoy your beachfront vacation condo here in Siesta Key, with perfect sandy beaches right out your door. Siesta Key is a barrier island along the southwestern coast of Florida and is considered by beach experts to be one of the most beautiful beaches in Florida. When you stay with us at Siesta Dunes Condominiums, you stay in style and comfort, just.......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Apartment 5.0 Star Review

SIESTA KEY BEACH RESIDENCE: This must-see, rare, and beautiful home on Siesta Key offers a much sought after modern and contemporary design. This unit, located on the 1st floor above the garage, has 3 bedroom, 2/5 bathrooms and can sleep up to 9 guests. This home is perfectly located 0.1 miles from beach access #11, offering quick access to the #1 .......read more

3 Bedrooms - Sleeps 9
Apartment in Siesta Key

Siesta Key Vacation Rental

Featuring high ceilings and a spacious living area this 3-bedroom, 2.5-bath, beautifully renovated townhouse condominium presents the best Siesta Key has to experience. This multifloored unit offers the convenience of condominium living without a high-rise building. One of four townhomes in the Beach Walk complex, this home features lush tropical l.......read more

3 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.3 Star Review

Just 300 feet of powder white sand separate this unit from the crystal blue waters of the Gulf of Mexico! This FULLY RENOVATED, 2-bedroom 2-bathroom unit offers sleeping accommodations for 6. Inside, you will find a chef's kitchen with plenty of space to cook while being open to entertain guests as well. Relax on one of your two private outdoor bal.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Apartment 5.0 Star Review

SIESTA KEY BEACH RESIDENCE: This must-see, rare, and beautiful home on Siesta Key offers a much sought after modern and contemporary design. This unit, located on the 2nd floor above the garage, has 3 bedroom, 2/5 bathrooms and can sleep up to 9 guests. This home is perfectly located 0.1 miles from beach access #11, offering quick access to the #1 .......read more

3 Bedrooms - Sleeps 9
Apartment in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

We are excited to have you! Heron's Haven is located 200 feet from an entrance to Siesta Key beach which is rated the #1 Beach in the USA. This private home boasts all the amenities you will need while on vacation and is within the desired "Golden Triangle" on the island. Short walk (two blocks) to shopping, dining, bars and much more. The front po.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental

Enjoy your stay in this beautiful 4 bedroom, 3 bathroom newly built home across 2,292 sq ft on Siesta Key in the gated community “La Linda Siesta Key Estates”.
** residence under construction, you may be inconvenienced during the week - Summer 2023 **

As you enter through the main door, you will be welcomed by a luminous open floor pl.......read more

4 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

This updated, relaxing, modern, beachfront condo, offers partial beach views and a straight walk to the sugary white sand and crystal-clear water! With 3 bedrooms, 2.5 bathrooms, this home comfortably sleeps 8. Wake in the master bedroom’s king size bed to enjoy the Gulf of Mexico views from your own private balcony. In the second bedroom, is a q.......read more

3 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Condo 3.7 Star Review

Recently fully renovated and tastefully decorated 2-bedroom 2-bathroom 5th Floor Penthouse condo in the very desirable island community of Bay Oaks. Bay Oaks offers a heated pool, barbecue grill area, tennis courts, fishing area on the intra-coastal and pool table in the club house. Vacation on beautiful Siesta Key less than a ten-minute walk to th.......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Beautifully Updated Ground Floor Condo at the Desirable Gulf & Bay Club. Gulf Front Living at it's Finest!

Just steps from Crescent Beach, you are sure to fall in love with this beautiful, spacious 2 bedroom, 2 bath ground floor unit with all the amenities the Gulf & Bay Club Resort has to offer. Step out the door of the enclosed lanai and .......read more

2 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

New Listing in Bay Oaks!!! Fabulous 3rd floor condo in popular Bay Oaks on the BAY ((elevator bldg.) close to Siesta Key public beach as well as Crescent Beach. Plan your beach vacation with us today!! Feel at home in our 2 bedroom, two bath condo with all the complex amenities you could ask for all wrapped up in a relaxing atmosphere. Nearby .......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Condo 4.0 Star Review

This ground floor 2 bedroom, 2 bathroom unit is nicely updated and comfortably furnished with easy access to the pool and the beach. Our Property is managed by the Siesta Dunes Rental Office and the staff is available to assist you during your stay.

Amenities include:

Gulf View, from 1st Floor

King in Master Bedroom

Show.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 4.8 Star Review

**The property is a monthly rental, but please check with us for availability, as we can accommodate shorter stays if the rest of the month is not booked**
This lovely, fully updated CANAL front pool home is a 3-bedroom, 3-bathroom property that sleeps six. Located on a quiet cul-de-sac just one block from the Siesta Key Village and the best bea.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

Summary:
Keep it simple at this peaceful and centrally-located
Humble 450 sq.ft. space with bed, sofa bed, large TV, full kitchen, full bathroom. Huge outdoor courtyard.

The Space:
null.

The Neighborhood:
Quiet, serene, almost always sunny. Neighbors out walking their dogs daily.

Getting Around:
A car is recomme.......read more

Studio - Sleeps 2
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

HERE'S 23 TOP REASONS why This Condo Unit is the Perfect Place to Stay for Your Siesta Key Vacation. Also, read below about our new exclusive rain policy.

1. Unbelievable breathtaking beach views! Take the elevator to the 3rd floor. Open the door to our unit 304. Experience an unforgettable 3rd floor vantage point view offering 180 degre.......read more

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Cottage 4.8 Star Review

Wonderful stand alone cottage ready for your perfect retreat! Master bedroom has a king size bed, full private bathroom, walk in closet, flat screen TV and attached access to the secluded rear yard. Second bedroom has two twin beds with large closet. The large open floor plan has a living room with a couch, love seat and flat screen TV. The un.......read more

2 Bedrooms - Sleeps 4
Cottage in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Enjoy this private pet friendly house with your own swimming pool, in beautiful Siesta Key. Oversized private lot. Renovated main bathroom and master bathroom. Custom designed high end rain showers. ** HEATED POOL ** Walk to Crescent Beach or beach access 10 - Walk to the North Village or ride bikes. This well maintained vacation home comes fully.......read more

3 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.8 Star Review

Harbor Towers sits directly on the bay where you can enjoy morning sunrises. This is a premier property with all the amenities you could want or need and located conveniently on Siesta Key close to famous Siesta Key beach! Fabulous powdery white sands of Siesta Key Beach are just a short bike ride or Trolley ride away.

Window project expecte.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

Condo was fully remodeled in the summer of 2020 complete with beautiful new flooring. Kitchen was completely redone with new cabinets, quartz countertops, and all Stainless Steel appliances.

TV's in both bedrooms
Two new Recliners in Living Room
55" HD LED TV with DVR and Blu-ray Player in LR
King bed in Master B.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

Stunning Updated Condo with Spectacular Siesta Key Beach Views! Our House At The Beach! Enjoy panoramic views of the Gulf of Mexico & Siesta Key Beach, to fantastic sunsets & downtown Sarasota, all from 12 floor-to-ceiling sliding doors that open onto 2 huge balconies. Full gulf facing corner unit on the 6th floor, accessible by stairs or elevator,.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental 2.5 Star Review

Welcome to Surfside! Where you will experience beautiful Siesta Key Living! This 3-Bedroom, 2.5-bathroom home sleeps up to 6. Relax on the spacious rooftop sun deck and take in the amazing sweeping views of our world-famous beach, Siesta Key. Inside, on the first living level, you will find a large, open living area, a half bathroom, a nice sized b.......read more

3 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.6 Star Review

MIDNIGHT COVE GULF SIDE, GULF VIEW!!! LOCATED DIRECTLY ON SIESTA KEY BEACH, VOTED THE NUMBER ONE BEACH IN AMERICA! Located just steps from the legendary white powder sands of Siesta Key Beach. This is the perfect location and condominium for a perfect vacation! Nicely updated throughout, this delightful unit offers all the comforts of home and a .......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Apartment

Dates Available November 10th - 30th or December 6th - 30th or Jan 5th - 30th - 2022. A brand new remodeled condo at Harbor Towers Yacht and Racquet Club! Don't miss out on the beautiful Florida sunrise right from the comfort of your vacation home. Water views from the living room and both bedrooms! Enjoy the view of the water, or the boats going b.......read more

2 Bedrooms - Sleeps 4
Apartment in Siesta Key

Siesta Key Vacation Rental 3.0 Star Review

Welcome to Surfside! Where you will experience beautiful Siesta Key Living! This 3-Bedroom, 2.5 bathroom home sleeps up to 6. Relax on the spacious rooftop sun deck and take in the amazing sweeping views of our world-famous beach, Siesta Key. Inside, on the first living level, you will find a large, open living area, a half bathroom, a nice sized b.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

Fabulous totally remodeled 3 bedroom 2 full bath full gulf view unit! The unit is on the 4th floor in a 7 story building. Approximately 1600 Sq. ft. of living space. Master bedroom features King "Sleep Number" bed, large walk-in closet, with view of beach and glass sliders out to the screened lanai. Master bath has dual sinks and large, gorgeous st.......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

Enjoy your stay on Siesta Key Beach!

Whispering Sands condo is located right on Siesta Key Beach and just a block from the Siesta Key Village, where you can enjoy countless restaurants, cafes, bars and boutiques.

Kitchen, Living Room and Master Bedroom all have beautiful views of the Gulf of Mexico. Master bedroom has a queen size b.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental

DIRECTLY ON #1 BEACH, SIESTA BEACH
Experience the breathtaking views of this beachfront home! Located directly on Sunset Beach on Siesta Key, this 4-bedroom 4-bathroom home is a must. Inside, this home is beautifully decorated and can comfortably sleep up to 12 guests. This home comes equipped with a full kitchen, a dining area, and a spacious l.......read more

4 Bedrooms - Sleeps 12
Vacation Rental Home in Siesta Key

Siesta Key Condo 3.0 Star Review

Take a look at this beautiful newly remodeled and redecorated unit! Ground floor 2/2 1400+ sq. ft. with slider glass enclosed lanai for a little more privacy. Open the sliders and still get the screened lanai effect and experience the cool tropical breeze from the Gulf of Mexico. Kitchen and baths have granite counter tops and all flooring is cove.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

Beautifully and recently updated 3BR/2BA private, end/corner unit with ceramic tile floors in all living areas. Completely renovated bathrooms, tile showers with rain shower heads in both bathrooms, newly tiled and painted master bedroom and second bedroom. All new fans with lights in condo. New glass lanai doors and all new windows. Spacious with .......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Fabulously decorated 3/2 corner unit on the seventh floor. Wood flooring and ceramic tile throughout. The updated kitchen and baths adorn granite counter tops. Decorated with soft leather sofa and chairs, the living room comes with TV/VCR/DVD. Step out onto the screened lanai and feel the subtle tropical breeze. Experience the view of Crescent Beac.......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

BEAUTIFUL & NEWLY RE-DECORATED 2 BED/2BATH; over 1400 s.f. located on the first floor. Ceramic tile floors in living areas. Dine al fresco or sip a margarita on the spacious screened lanai at the table or high top bar overlooking the lush tropical grounds, crystal white sands of the beach and aqua blue waters of the Gulf of Mexico. You are only ste.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

Full Remodel JUST COMPLETED- Dec. 2016!!! VERY SPACIOUS 5th Floor 3BR/2BA corner unit overlooking the tranquil waters of the intracoastal waterway. The glass enclosed lanai stretches from the living room to the master bedroom. Living room is adorned in Florida decor and has TV, DVD. Master bedroom has King size bed & TV. Master bath has large walk .......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.0 Star Review

Brand New to the Rental Program! Absolutely GORGEOUS 2 bedroom 2 full bath unit on the 2nd floor in the main tower on the Gulf Side. Overlooking the beautiful tropical grounds, pool and the famous, white sugary sands of Crescent Beach! Tastefully decorated in a very light and bright, modern beach-theme, leather furniture in the living room, very up.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

1 bedroom 1 bathroom condo with access to private beach
Ground floor villa (750 sq ft) with patio (non-smoking)
Newly renovated kitchen and living room with big screen TV
King bed in bedroom with another big TV
Two recliners and fold-out sleeper sofa that fits two more guests
Internet access, refrigerator, ice maker, microwave, dishw.......read more

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 4.8 Star Review

Location, Location, Location. Comfortable recently refreshed with new interior paint, baseboards, ceiling fans, lighting, and the carpet in the bedrooms has been replaced with Pergo flooring. This 3BR, ground level house, is just steps to Siesta Key Beach, #1 Beach in the USA, 2011 & 2014 located on the "Heart" of Siesta Key's Grand Canal." Roma.......read more

3 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.7 Star Review

AMAZING views from this 5th floor 2BR/2BA condo overlooking the Beach and the Gulf! Brand New to our Rental Program! Spacious living, dining, lanai and kitchen, all with views of the water! King bed in master bedroom, full view of the water, with glass sliders out to the lanai. Very spacious master bath with large soaking tub (no shower.) Two twin .......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

**** 7 Night Minimum from Saturday to Saturday ONLY!**** Spacious 1600+ sq. ft. 3/2 ground floor unit. Step out lanai and back door to pool and beach! New flat screen tv's in living room and all bedrooms, king bed in master bedroom. Step-in shower/roman tub in master bath. Guest bedroom has queen bed and guest bath has a tub/shower combination. 3rd.......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Brand New to Rental Program! Recently refurnished and re-decorated! Ground-level, bay front, 2BR/2BA that sleeps 6. Full Water & Bay Views! King Bed in Master, 2 Doubles in the Guest Bedroom. Large walk in Shower in Master Bath with dual-sink counter top. Walk-in shower in Guest Bathroom in the hallway. Glass and Screened Lanai perfect for relaxin.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

PEPPERTREE BAY CONDO - ON THE GULF BEACH ON SIESTA KEY - This is a fully furnished 2 Bedroom, 2 Bath, condo. It was fully renovated in 2017. There is an elevator. All new stainless appliances, furniture, granite counter-tops, tiled floors, raised ceilings, and we've incorporated the lanai into the main living area (with AC) for more living space .......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Apartment 4.0 Star Review

Spend your vacation relaxing in this stunning 5-bedroom, 5-bathroom townhome. This unit is made up of two separate floors, located on the 3rd and 4th floor of the building. On the 3rd floor is a 3-bedroom, 3-bath layout, and the 4th floor is a 2-bedroom 2-bath layout. This unit offers 2 full kitchens, 2 dining spaces, 2 large open living room, with.......read more

5 Bedrooms - Sleeps 11
Apartment in Siesta Key

Siesta Key Condo 3.8 Star Review

Waterfront with Great Views & Large Heated Pool Overlooking the Bay

Cozy 2 bedroom, 3rd floor condo located directly on Turtle Beach Inlet where you can fish, swim, and boat just steps from your door. Condo has just been repainted throughout and features comfortable living room furniture w/sleeper sofa for overnight visitors. New dining set .......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

PLEASE NOTE: ONE WEEK MINIMUM STAY REQUIRED DURING THE PRIME SEASON, AND 4 NIGHT MINIMUM STAY OFF SEASON.
*Banyan Tree Beach Resort requires a signed contract WITHIN ONE WEEK OF BOOKING to confirm.*
On location, you can pick from the three pools, play shuffleboard, walk on the beach, or you may want to take a short walk to Siesta Key Public B.......read more

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

One of the nicest private homes on Siesta Key Beach. We have the highest 5 star rating on Siesta Key. See Vrbo 802548 for more reviews of this home - . Stunning and spacious on Beach Road right across the street from Beach Access 10 (ranked number one Beach in US.) Please note that our vacation home consists of two units. This listing's pric.......read more

3 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta key Condo 4.9 Star Review

Crescent Siesta Key is an upscale condo property in the heart of South Siesta Key. My unit is exquisitely appointed for easy luxury and offers a view of the gulf and the world’s finest white sand beaches.

This property is a quiet and secure location. Great for families with young children or grandchildren and older adults. If you are loo.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta key

Siesta Key Condo 5.0 Star Review

This Siesta Key gulf side rental is located on one of the widest and most beautiful stretches of beach in the world. Beachaven is located at the ‘center’ of Siesta Key’s Crescent Beach (giving it the best vantage point for sunsets), and enjoys the widest private beach on all of Siesta Key, and likely the largest private beach in the entire w.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Cottage 5.0 Star Review

**PLEASE do NOT request to book before contacting hosts. USE "Contact Host button" (blue letters under book now button - scroll down) BEFORE requesting to book so we can assure this special spot is a good fit for you.**
*NO dogs over 20 pounds and ONE dog only. NO more than 2 guests with ONE car.*
LOCATION!! Just steps to beach access #7 and.......read more

1 Bedrooms - Sleeps 2
Cottage in Siesta Key

Siesta Key Villa 5.0 Star Review

This home in the Crystal Sands community of Siesta Key is one of our more popular communities, offering two serene bedrooms, two large bathrooms, and space for six happy guests to live, play, and sleep. Located just steps away from the soft, white sands of Crescent beach on Siesta Key. The modern décor of this cozy villa is minimalistic while offe.......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Welcome to Lagoon House Siesta Key beach. A uniquely private, dog friendly, one story house with guest house (with a six person golf cart available for an extra rental fee). This property is situated within a 6 minute walk to the Number 1 beach in America, Siesta Key Beach. It is also just a short 3 minute golf cart ride (or bike ride) to Siesta .......read more

4 Bedrooms - Sleeps 10
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Located 5 minutes walk to #1 Siesta Key Beach, famous bar and restaurants. This beauty has a private court yard with a fountain to enjoy a cup of coffee and a good book. A large swimming pool with a private dock on a canal navigable to the Gulf of Mexico with a shore filed with magnificent stands of mangrove, manatees, herons, pelicans for your enj.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 3.0 Star Review

WELCOME TO PARADAISE!!!
Light, bright, beachy and welcoming! A slice of old Florida just steps away from private beach access. Nestled behind the dunes is this hidden gem and slice of paradise. 2 Stories unit with all the comforts of home. Spend your days at the #1 beach in the US or explore all there is to do in Siesta Key Village. Amenities in.......read more

3 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Vacation Rental

DIRECTLY ON #1 BEACH, SIESTA BEACH
Experience the breathtaking views of this beachfront home! Located directly on Sunset Beach on Siesta Key, this 5-bedroom 4-bathroom home is a must. Inside, this home is beautifully decorated and can comfortably sleep up to 14 guests. This home comes equipped with a full kitchen, a dining area, and a spacious l.......read more

5 Bedrooms - Sleeps 14
Vacation Rental Home in Siesta Key

Siesta Key Apartment

Experience the Gulf of Mexico breeze and partial gulf views with this lovely 2-bedrom, 1-bathroom home directly across from our world-famous Siesta Key Beach! Beautifully decorated, this home features a king bed in the master, a queen in the second bedroom, and a queen sleeper sofa in the living room, accommodating up to 6 guests. This unit, locate.......read more

2 Bedrooms - Sleeps 6
Apartment in Siesta Key

Siesta Key Vacation Rental 4.1 Star Review

Salt & Serenity

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

The relaxed lifestyle of Siesta Key is calling your name for that rejuvenating beach vacation, so pack your favorite bathing suits and make your way to Salt & Serenity. Sitting just a.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.8 Star Review

The Dock Holiday is located at the popular Bay Oaks Condominiums in a beautiful, park-like setting on the intracoastal waterway, where you can watch the sunrise. Spacious and updated, second floor, two-story condo with almost 1400 square feet of living space.

The living room is furnished with a large flat-screen smart TV (cable not provided).......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Apartment 5.0 Star Review

Experience the Gulf of Mexico breeze and partial gulf views with this lovely 2-bedrom, 1-bathroom home directly across from our world-famous Siesta Key Beach! Beautifully decorated, this home features a king bed in the master, a queen in the second bedroom, and a queen sleeper sofa in the living room, accommodating up to 6 guests. This unit, locate.......read more

2 Bedrooms - Sleeps 6
Apartment in Siesta Key

Siesta Key Condo

This unit (405) is located on the East corridor on the fourth floor, it faces east/south with plenty of sunlight throughout the year.
There are two bedrooms in this unit, each located on the opposite sides of the living/dining room. Each bedroom has its own updated full bathrooms, king sized beds, and flat-screen TVs. Both bedrooms have views of.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo

Three bedroom, three full bath townhome includes an attached one car garage. Tranquil harbor views with sunset and fishing out your back door. This luxuriously landscaped gated community offers a pool, spa, tennis & pickle ball court, and clubhouse. All just a short stroll to the POWDER WHITE SANDS OF SIESTA KEY BEACH.

Ideal for island livin.......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental

Welcome to Surfside Swank! Where you will experience beautiful Siesta Key Living! This 3-Bedroom, 2.5-bathroom home sleeps up to 6. Relax on the spacious rooftop sun deck and take in the amazing sweeping views of our world-famous beach, Siesta Key. Inside, on the first living level, you will find a large, open living area, a half bathroom, a nice s.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

This beautiful 2 bedroom, 2 full bath condo sleeps 6 and is located directly on one of the TOP 10 BEACHES IN THE WORLD!

Siesta Key has been a family favorite place for many years and once you stay here you will want to come back! Crescent Arms is a gated community and this unit is literally steps to the sugary white sand. It is in a gr.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Bright and Airy 4th floor condo at Fisherman's Haven with private beach and stunning water views!

Spacious, open-concept 2 bedroom featuring a roomy kitchen with breakfast bar, large bedrooms, and nicely furnished oversized living room with Bay views. King beds and large closets are provided in both bedrooms, and both have gorgeous views of.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Villa

Summary:
This charming beach-to-bay gem on Siesta Key offers amenities vacationers and outdoor enthusiasts crave for a care-free beach getaway including central location, full kitchen, washer/dryer, sunroom and a private wrap-around patio with el fresco dining and lounge area. The quiet Provincial Gardens community is steps away from both bay an.......read more

2 Bedrooms - Sleeps 4
Villa in Siesta Key

Siesta Key Condo

New Listing in peaceful Polynesian Gardens where you can walk to Crescent Beach on Siesta Key! Just a 12 minute walk to sink your toes in the white powder quartz sands of Crescent Beach! Relax every evening sitting in a beach chair under an umbrella with a glass of wine (ok, plastic!) to watch an incredible Gulf of Mexico sunset!! You won’t be di.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Apartment 5.0 Star Review

Light, bright and cozy in the HEART of Siesta Key Village! Open floor plan including queen-sized murphy bed, Smart TVs, &Strong WIFI. Amazing balcony for the best people watching on Ocean Blvd. Quick & easy three minute walk will put you on the #1 Beach in the USA, Siesta Beach! This beautifully appointed apt. is perfect for those who will not mind.......read more

1 Bedrooms - Sleeps 3
Apartment in Siesta Key

Siesta Key Apartment 4.8 Star Review

Light, bright and cozy in the HEART of Siesta Key Village! Open floor plan including queen-sized murphy bed, Smart TVs, & Strong WIFI. Amazing balcony for the best people watching on Ocean Blvd. Quick & easy three minute walk will put you on the #1 Beach in the USA, Siesta Beach! This beautifully appointed apt. is perfect for those who will not min.......read more

1 Bedrooms - Sleeps 3
Apartment in Siesta Key

Siesta Key Condo 4.5 Star Review

Our home, located on Siesta Key, with breathtaking intercostal water views is fully furnished with all the amenities you would expect just as in your home. After spending a day relaxing at the world famous Siesta Key Beach with quartz-crystal sand as white and soft as powdered sugar, come back home and enjoy the evening relaxing on one of our 3 la.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental

Welcome to The Beachy Keen, the perfect destination for small to medium sized families or groups looking for an intimate yet unforgettable vacation experience. Located within the heart of Siesta Key Village and less than 400 feet to the world-renowned Siesta Key Beach, this property offers the ultimate combination of convenience and coastal charm.<.......read more

3 Bedrooms - Sleeps 10
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental

Welcome to CJ's on Siesta, the perfect destination for large families and groups seeking an unforgettable vacation experience. Located within the heart of Siesta Key Village and less than 400 feet to the world-renowned Siesta Key Beach, this property offers the ultimate combination of convenience and coastal charm.

CJ's on Siesta consists of.......read more

6 Bedrooms - Sleeps 24
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Welcome to Sea Escape, the perfect destination for small families or couples looking for an intimate yet unforgettable vacation experience. Located within the heart of Siesta Key Village and less than 400 feet to the world-renowned Siesta Key Beach, this property offers the ultimate combination of convenience and coastal charm.

Sea Escape is.......read more

1 Bedrooms - Sleeps 4
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Welcome to Sea Foam, the perfect destination for small families or couples looking for an intimate yet unforgettable vacation experience. Located within the heart of Siesta Key Village and less than 400 feet to the world-renowned Siesta Key Beach, this property offers the ultimate combination of convenience and coastal charm.

Sea Foam is a 1.......read more

1 Bedrooms - Sleeps 4
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Welcome to The Coral Reef, the perfect destination for small to medium sized families or groups looking for an intimate yet unforgettable vacation experience. Located within the heart of Siesta Key Village and less than 400 feet to the world-renowned Siesta Key Beach, this property offers the ultimate combination of convenience and coastal charm.read more

3 Bedrooms - Sleeps 12
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Welcome to Sea Breeze, the perfect destination for small families or couples looking for an intimate yet unforgettable vacation experience. Located within the heart of Siesta Key Village and less than 400 feet to the world-renowned Siesta Key Beach, this property offers the ultimate combination of convenience and coastal charm.

Sea Breeze is.......read more

1 Bedrooms - Sleeps 4
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Welcome to Sea Dream, the perfect destination for small families or couples looking for an intimate yet unforgettable vacation experience. Located within the heart of Siesta Key Village and less than 400 feet to the world-renowned Siesta Key Beach, this property offers the ultimate combination of convenience and coastal charm.

Sea Dream is a.......read more

1 Bedrooms - Sleeps 4
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 4.8 Star Review

Welcome to Sea Coast, the perfect destination for small families or couples looking for an intimate yet unforgettable vacation experience. Located within the heart of Siesta Key Village and less than 400 feet to the world-renowned Siesta Key Beach, this property offers the ultimate combination of convenience and coastal charm.

Sea Coast is a.......read more

1 Bedrooms - Sleeps 4
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Welcome to Sea Angel, the perfect destination for small families or couples looking for an intimate yet unforgettable vacation experience. Located within the heart of Siesta Key Village and less than 400 feet to the world-renowned Siesta Key Beach, this property offers the ultimate combination of convenience and coastal charm.

Sea Angel is a.......read more

1 Bedrooms - Sleeps 4
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

Newly renovated and Decorated Penthouse with ocean views. This 5th floor unit is located Two blocks from the famous MTV “Siesta Key” Crescent Beach and 4 blocks from the #1 beach in the country Siesta Key Beach. If walking is not your thing you can take the free trolley anywhere on the Island. The master has a new King size bed and its own bath.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

**PLEASE NOTE: I rent to guests only through VRBO. If you've received a quote or information from any other site, it is not legitimate. Please feel to reach out to me through this site with questions.**

Experience Siesta Key resort living at its best at Peppertree Bay! The condo:

• Is located directly on the beach, with gorgeous.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Escape to paradise and indulge in the ultimate beach vacation at our luxurious and spacious home, just a mere stone's throw away from the #1 beach in America - Siesta Key Beach!

Say goodbye to cramped bunk beds and hello to spacious luxury in this delightful vacation home - perfect for bigger families looking to live it up in style!

.......read more

5 Bedrooms - Sleeps 12
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Comfortable private home on a quiet street one block from Siesta Beach. Lush tropical fully fenced in backyard has a gas grill and comfortable chairs and table, under a shade sail with cafe lights. Walk to the beach or Siesta Village. Fully furnished kitchen has everything you need to feel at home. Enjoy comfortable couches and beds, fast internet.......read more

2 Bedrooms - Sleeps 4
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.0 Star Review

Welcome to Vista Hermosa, a beautiful condominium complex located on the South end of Siesta Key Florida. This community has all the amenities you could ask for, including close proximity to the south end district, public beach access points, community pool, grill areas, and more! If you are looking for a family friendly, peaceful environment for.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.5 Star Review

Great Siesta Key Location at The Anchorage. Deeded Beach Access, Walk to Shopping & Dining!

Spacious 2 bedroom, 2 bath, 3rd floor condo at The Anchorage with private deeded beach access to Crescent Beach. New tile floors, new leather furniture in the living room, new dining set, new SMART TV’s in living room & master bedroom. Split floorpl.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.5 Star Review

Great Island Location - Walk to the Beach, Shopping & Dining and more!

Beautifully updated condo at Vista Hermosa located on the quieter Southern end of Siesta Key. Just a short walk to the beach and all the Southern district community has to offer including great restaurants, clubs, bike & boat rentals, ice cream shop, drug store, market, d.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

This bright and relaxing condo includes 2 bedroom (1 King) (1 Full/Twin bunk bed) Full kitchen including dishwasher, coffee pot, basic utensils. Washing/Dryer, Air Conditioning, Wi-fi, 3 TVs with cable in the living room and each bedroom.

From your screened lanai it is only steps to the gated heated pool. Steps from your front door is a co.......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Beautiful 2 bedroom, 2 bathroom condominium completely redecorated and updated with brand new kitchen and appliances (2019). Enjoy this perfect location within walking distance of Siesta Key Beach (one of Americas highest rated beaches), relax at the heated pool or just enjoy a book on the lanai. In addition to the heated pool, amenities at the .......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

Come and enjoy the island lifestyle on Siesta Key in this lovely furnished 3rd floor condo. Enjoy your morning coffee or evening cocktail on the balcony with views of the beautiful inter-coastal waterway from your vacation home. Deeded beach access to Siesta Key’s famous Crescent Beach quartz sand beach is just a short stroll across the street; a.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

This spacious first floor waterfront condo has over 1879 sq. of indoor/outdoor living space. Boasting two gigantic elevated private outdoor patio’s with outdoor furniture, along with water views of the Intercostal, direct access to marina, designated parking and your own private entrance. Siesta Beach #5 in the World #1 in the USA 2017!! Plus .......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

This spacious large ground floor corner unit is just steps away from the pool, hot-tub, fishing pier and poolside BBQ's. One of the few units with an incredible direct view of the bay and pool. Voted the #1 beach in the USA, Crescent Beach, with it's beautiful quartz sand which looks and feels like powdered sugar, is just a short walk through the.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Cottage 5.0 Star Review

Extremely comfortable 2 bedroom, 2 bath cottage on the grand canal. Enjoy your morning coffee on the dock, breakfast in the screened lanai or afternoon relaxation poolside. There is a peaceful park in front and it's a great neighborhood for long evening strolls. The number one beach in the USA is only a four minute walk, and the nightlife and rest.......read more

2 Bedrooms - Sleeps 2
Cottage in Siesta Key

Siesta Key Condo 4.9 Star Review

Looking for a little get away at the Beach? Well, you’ve found it! This recently updated condo features two bedrooms and one full bath which puts you in the perfect location steps away from the world-famous quartz sand of Siesta Key Beach. There is no need to worry about parking, you are a one minute walk to the beach. This 4th floor condo has a .......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

Location, view & value. This is the best location, the best value, and absolutely the most stunning view in Siesta Key. There’s even a nice view of Sarasota Bay and the mainland from your kitchen window. Views galore from every room (except for 1 closet).

This 11th floor condo has both panoramic views of the Gulf of Mexico and the bea.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental

DIRECTLY ON #1 BEACH, SIESTA BEACH
Experience the breathtaking views of this beachfront home! Located directly on Sunset Beach on Siesta Key, this 2-bedroom 2-bathroom home is a must. Inside, this home can sleep up to 4 guests with king beds in each bedroom. This home comes equipped with a full kitchen, a dining area, and a spacious living room .......read more

2 Bedrooms - Sleeps 4
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

Summer Cove on Siesta is the ultimate getaway! This intimate gated community of 45 luxury residences sits on Little Sarasota Bay and includes private access to the world famous sands of Siesta Key Beach.
This beautiful 3 bedroom, 2 1/2 bath unit offers a spacious open floor plan with 9 foot ceilings, a gourmet kitchen with plentiful wood cabinet.......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

Looking for a little get away at the Beach?  Well, you’ve found it!  This recently remodeled condo features two bedrooms and two full baths which puts you in the perfect location steps away from the world-famous quartz sand of Siesta Key Beach.  There is no need to worry about parking, you are a one minute walk to the beach.  This ground flo.......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental 4.7 Star Review

This is a beautiful tropically landscaped, completely updated & renovated Siesta Key home. It features spacious vaulted ceilings, tile floors, new furnishings, and decor. The kitchen has all new stainless steel appliances and granite countertops with an eat-at bar. The living room features a 60 inch flat screen HD TV with over 200 channels. Most of.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

5 Stars for over 15 years on VRBO! Beautiful, quiet, 2 minute walk to the beach!!
Major renovation complete in January 2020. Brand new kitchen, appliances, tile flooring and fresh new paint. Beautiful Siesta Key Condo at Peppertree Bay. Gulfside unit just a 2 minute walk to the beach and pool. Crescent Beach was voted #2 most beautiful beach .......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

Freshly Painted Come and visit. Sunset views daily from the balcony of our unit. We prefer check in on Saturday, but will accommodate your needs. Vacations on Siesta Key are ideal for a quick getaway in paradise up to months of fun in the sun. Great to spend time with family, friends or getting rid of those winter blues! Recently updated throughout.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

Book now and enjoy this newly renovated Light & Bright condo with premium features. Everything in this condo "came out of the box" recently plus all new flooring....new & fresh! Book this ideally located top floor condo in a premium complex now to enjoy Siesta Key has to offer. Midnight Cove II is ideally located near the South bridge for convenien.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Villa 5.0 Star Review

Here's your family's perfect opportunity to enjoy Siesta Key, the country's best beach, within the coastal, rustic elegance of one of the best beach-side villas on Siesta Key--Beachaven #6.

About the Condo:
Imagine, after your family experiences the refreshing azure waters of the Gulf and sugary sand beaches of Beachaven's private beach .......read more

1 Bedrooms - Sleeps 4
Villa in Siesta Key

Siesta Key Condo 4.0 Star Review

Pinkie Flamingo Welcomes You to The Tortuga #105B!
King/Queen

A rare find indeed! Come prepared to leave impressed.This rarely available courtyard unit in the coveted B Building of The Gulf-front Tortuga Beach Resort is new to the vacation rental market and will soon be on your favorites list. It's the ideal get away for Seasonal snowbird.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

Stay at the Beach! Premier 2 Bed/Bath with pool. Located directly across the street from Siesta Beach!

This fifth floor unit offers a spectacular view of Siesta Beach! Completely remodeled 2 bedroom 2 bath with large showers. Modern well equipped kitchen. Enclosed lanai with dining table. Extra large kitchen counter. Three Flat screen T.......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

Our 2nd floor, end unit condo has been completely updated. The floor plan was opened up to provide a nice airy feel and to enjoy the water view. All furniture, flooring and fixtures are new. The entry hall has a bench to store your flip-flops and other beach gear and keys to our beach cabana are hanging on the wall. The kitchen has all new stain.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Surrounded by lush, tropical garden, our private villa is situated on a quiet cul-de-sac bordered on two sides by Lake Nancy. A birdwatchers and nature lovers delight! After a dip in the very private heated pool, enjoy your coffee on the sunny terrace, watch the ducks paddling in our lake - or sip your wine in the evening in our beautifully decorat.......read more

3 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.9 Star Review

Spend your beach vacation in this beautiful, modern updated villa in the popular Crystal Sands Complex with Private Beach and TWO heated swimming pools. In a couple of minutes you could be relaxing on a lounger by the pool overlooking the beach or on Crescent Beach sitting under an umbrella watching the sun set. Comb Crescent beach for seashells, .......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Villa 5.0 Star Review

Our villa has everything you need for an amazing, relaxing stay on Siesta Key....home to the #1 ranked beach in the US!



First, the location couldn't be better! We are across the street from Siesta Key beach!! We are located in the beautiful tree-lined community Polynesian Gardens that is tranquil, quiet, and full of friendly neighb.......read more

2 Bedrooms - Sleeps 5
Villa in Siesta Key

Siesta Key Condo 5.0 Star Review

Experience spectacular intracoastal bay views in this FULL BAYFRONT condo. Relax while watching the parade of boats in the bay through the custom trifold sliding doors on the lanai or walk outside to the private patio equipped with brand new dining table and four outdoor chairs. This unit is directly on the path to the new private fishing pier.
.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Sugar Sand Cottage by Siesta Key Luxury Rental Properties
Home in Siesta Key, FL

At A Glance
• Ground Level Home w/ 5 Bedrooms, 3.5 Bathrooms - GULF and BEACH VIEWS
• Attached Mother In Law Suite (Den, King Bedroom, Bunk Room, and Full Bath)
• Literally Steps to Siesta Key Beach and 1 Block to Siesta Village
• Private.......read more

5 Bedrooms - Sleeps 19
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.9 Star Review

Our beautiful fully remodeled condo is located directly across the street from world famous Siesta Key Beach! Whether you would like to put your toes in the crystal white sands of the beach or enjoy our large heated pool you will be in paradise! Enjoy your private lanai and watch colorful evening sunsets mirrored in the gulf waters directly across.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Villa

Welcome to Casa Covella, a private villa in the Polynesian Garden community located in beautiful Siesta Key, Florida.

Be sure to have your breath taken away when you enter this 1900 square foot Siesta Key Villa, equipped with absolutely everything you would need to have the best vacation possible. As you enter the unit, you are surrounded w.......read more

3 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Condo 4.6 Star Review

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta Key
Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL
Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Sies.......read more

3 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

The Catamaran bungalow has a sitting area off the front of the bungalow that includes two wicker chairs.

A second door from the bungalow enters to the back parking area.

This bungalow includes a full kitchen including a microwave, coffee pot, toaster, oven and fridge.

The bungalow also has a queen size sleeper sofa in the livin.......read more

1 Bedrooms - Sleeps 4
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.8 Star Review

Come enjoy the fun on Siesta Key. Just a short walk to #1 Siesta Key Beach! Freshly updated beautiful 3 bedroom, 2 bath unit on the 2nd floor. Amazing full view of the Intracoastal from this end unit. Just sit and relax at the bar and enjoy! Large Master bedroom with french door entrance. Walk in closet. Master bath with oversized walk in shower d.......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Apartment 4.8 Star Review

The Village Breeze - Heated Pool, Beaches, Daiquiris, Seafood, White-sand!

This is The Village Breeze, a Gertrude Rentals property. No car required! Enviable location on quiet street, with heated Pool, near Beach, but just 250ft to the world famous Siesta Key Village. A true favorite of initiated guests, and sure to provide a combination of.......read more

2 Bedrooms - Sleeps 7
Apartment in Siesta Key

Siesta Key Apartment 4.7 Star Review

The Village Breeze - Heated Pool, Beaches, Daiquiris, Seafood, White-sand!

This is The Village Breeze, a Gertrude Rentals property. No car required! Enviable location on quiet street, with heated Pool, near Beach, but just 250ft to the world famous Siesta Key Village. A true favorite of initiated guests, and sure to provide a combination o.......read more

2 Bedrooms - Sleeps 7
Apartment in Siesta Key

Siesta Key Apartment 4.8 Star Review

This is The Village Breeze 4BR, a Gertrude Rentals property. No car required! Two side by side 2BR/2Bath units in an enviable location on quiet street, with heated Pool, near Beach, but just 250ft to the world famous Siesta Key Village. A true favorite of initiated guests, and sure to provide a combination of fun and rejuvenation you won't find i.......read more

4 Bedrooms - Sleeps 14
Apartment in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Our beautiful 3 bedroom / 2 bathroom house is located in the heart of Siesta Key Village. The house features outdoor pool to make you feel relaxed on the hot day. There is a dock to park a boat if you decide to bring one. All of our bedrooms have TVs in them. Our kitchen is fully stacked for your convenience so you can enjoy home cooked meal........read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 4.7 Star Review

Welcome to Villa Castile, a luxurious retreat located just outside the vibrant Siesta Key Village. This stunning vacation home offers the perfect blend of sophistication and comfort, providing an unforgettable experience for your stay. Whether you're seeking relaxation by the private heated pool, exploring the nearby Siesta Key Village, or taking a.......read more

3 Bedrooms - Sleeps 10
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Welcome to Siesta Sunset, a breathtaking beachfront home located right on the pristine shores of Siesta Key Beach. This gorgeous condo not only offers direct beach access but also stunning panoramic views of the Gulf of Mexico, ensuring your island getaway is nothing less than spectacular!

As you step inside Siesta Sunset, you'll be greeted .......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Siesta Dreams 6BR - Two large 3BR Units, Ocean-views, 100% Private!

This is “The Siesta Dreams” a Gertrude Rentals property. Two large 3BR Units including Penthouse. 100% Private with Ocean-views, Rooftop Deck, Private Beach Access. You will lounge, dine and drink while you soak in sea breezes, ocean views, and the worlds best sunsets. .......read more

6 Bedrooms - Sleeps 16
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

New pool and spa/hot tub just completed! Pool has tanning ledge with chase loungers. Now, additional seating area by canal and landscaping.

Prime location! Fresh & luxurious ambiance in this newly renovated canal-front home. In the heart of the Village and an easy 6-minute walk to the beach.

Upon entering the home the striking .......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Apartment 4.9 Star Review

Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!

This is “The Siesta Dreams”, a Gertrude Rentals property. Spacious, Fully Renovated, Ocean View (partial) Apartment. You will lounge, dine and drink al-fresco while you soak in sea breezes, views, and the worlds best sunsets. Rooftop-sundeck, balcony dining, hu.......read more

3 Bedrooms - Sleeps 10
Apartment in Siesta Key

Siesta Key Apartment 4.7 Star Review

“Beachside 603” is a Gertrude Rentals property right on Beach Rd at Access 10. Large, Fully Renovated, 1BR Apartment, just 13 steps to "beach-front", in the world-famous Siesta Key Village! Spend your days soaking in Sun and Seabreeze's at the worlds #1 Beach, and evenings lounging dining and drinking alfresco at your choice of 20 fantastic r.......read more

1 Bedrooms - Sleeps 4
Apartment in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Welcome to Casa De Siesta, your ultimate island retreat nestled in the heart of Siesta Key Village. This stunning property offers a flexible rental option, allowing you to book the whole home as Casa De Siesta or choose to rent Villa Fiesta or Villa Margarita separately. Whether you're seeking a spacious getaway for a large group or a more intimate.......read more

4 Bedrooms - Sleeps 12
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Location, location, location!  Siesta Sunrise is just steps to beautiful Siesta Key beach and a short walk to the village.   Enjoy this newly remodeled 2 bedroom 2.5 bath plus bonus room with sleeper sofa.  The kitchen has enough room and supplies to cook every meal and has a shared grill out back.  Both bedrooms have en-suite baths with walk .......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 4.7 Star Review

Welcome to Villa Fiesta, your ultimate island retreat nestled in the heart of Siesta Key Village. This stunning property offers a flexible rental option, allowing you to book the whole home as Casa De Siesta or choose to rent Villa Fiesta or Villa Margarita separately. Whether you're seeking a spacious getaway for a large group or a more intimate s.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.8 Star Review

One of a kind, this special villa is located in the heart of Siesta Key and just steps from Siesta Key Village and a short walk to the powder-soft white sand of Siesta Key. Spacious open floor plan with over 1600 sf plus a private outdoor seating area. Large living area with flat screen tv, separate dining area and Florida room with Mexican tile,.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Villa 5.0 Star Review

Cozy villa walking distance to beach access only minute's away. Master en-suite with Queen, 2nd bedroom with 3 twin beds.

Villa is equipped with linens, towels, appliances & utensils.

The Villa is close to all that Siesta Key has to offer. Just a short walk from Crescent Beach access #13 The Villa, is an easy 5 minute walk to an isla.......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Condo 4.7 Star Review

This fabulously decorated condo is located on beautiful Crescent Beach located in Siesta Key. You will feel at home the moment you walk in to this newly updated condo. Decorated and apportioned to make sure you want for nothing, this condo will transport you instantly to a vacation frame of mind. Sit back and relax, enjoy the powder soft sand and .......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Apartment 4.8 Star Review

SHORT WALK TO FAMOUS SIESTA WHITE SAND BEACH & QUAINT ISLAND VILLAGE.

Situated in the quiet and welcoming neighborhood of Palm Island, the heart of Siesta Key, this Tommy Bahama styled studio efficiency has fifteen-foot sliding glass doors looking into a private brick courtyard with flowered trellis and wrought iron patio furniture. Wood an.......read more

1 Bedrooms - Sleeps 2
Apartment in Siesta Key

Siesta Key Vacation Rental 4.8 Star Review

IN-GROUND POOL

If you are looking for the perfect location for your next vacation, then your search is over! This 2 bedroom, 2 bath property features a prime location within The Village of Siesta Key and is 3.5 blocks to the beach. Beautifully updated, this home is decorated in a coastal theme and features a fully updated kitchen with solid.......read more

2 Bedrooms - Sleeps 5
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

Top Floor Penthouse, Gulf-facing End Unit with nearly 30% more square footage and 3rd half bathroom! All 3 bathrooms recently renovated.
You will be amazed by views of G&B beach & grounds and views of #1 rated Siesta Key Public Beach from this large end unit on the top floor.
There are 5 large picture windows, (4 beach facing, one facing th.......read more

2 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

This completely renovated unit in the Sunset Royale is the perfect place to relax and enjoy the world famous sands of Siesta Beach. From the moment you walk through the door, you are greeted with sweeping, unobstructed 180 degree views of Siesta Key Beach and the blue-green waters of the Gulf of Mexico. The sand of Siesta Key beach is less than 50.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

Oceanfront in the Exclusive, Private Gulf & Bay Resort...

This exquisite 1450 square foot condo has a new owner, so everything has been redone with all new fittings, fixtures and linens... Inquire now and be among the first to enjoy this newly renovated property!!!

If you know Siesta Key, you will immediately understand why this prop.......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Condo

Directly across from Siesta Key Beach and Pavilion! Enjoy sunsets on the beach and walk to Village shopping and dining. This well-maintained 2-bedroom, 2-full bathroom unit includes a spacious kitchen, breakfast nook and separate dining area, spacious living area with full sliders to a private patio. Bedrooms include a king bed and twin beds that c.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.7 Star Review

Wonderfully renovated Siesta Key 2-story condominium, with two bedrooms on the 2nd floor. Bedrooms have their own bathroom, walk-in closet and private balcony. Large kitchen with granite counter tops and new stainless steel appliances! Large family room provides a third balcony, perfect for gatherings. Conveniently includes a laundry room with ful.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Beach Condo

White Sands Village Condominium is the ideal place to enjoy your stay on tropical Siesta Key, Florida. Situated just a short walk from the world-renowned Siesta Key Public Beach, it’s a great place for a two-week vacation or for an extended stay.
Please note: THE MINIMUM RENTAL PERIOD IS 14 DAYS.
Our condominium is privately owned and decor.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key Beach

Siesta Key Condo 3.5 Star Review

Siesta Key Waterfront Condo on Turtle Beach Inlet. Fish, Swim & Boat just Steps from Your Door!

Perfect location to relax and enjoy your tropical vacation or get away from the cold northern winters. Comfortable 2 bedroom, 3rd floor condo located directly on Turtle Beach Inlet where you can fish, swim, and boat just steps from your door (pre-.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.5 Star Review

This spacious 1200 sf, beautifully decorated garden view condo is a mere 200 yards from the beach. It features 14' high cathedral ceilings in the living and dining rooms. The lanai is glass and screened enclosed to expand the living space for all seasons. This home features large walk-in closets in both bedrooms, washer and dryer in the unit and.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

Come and enjoy the amazing beauty of Siesta Key. This beautifully decorated, spacious condo at Excelsior Beach to Bay is a 2 bedroom and 2 bathroom unit. It is located on the Bay side only a few minutes walk to the beautiful quartz beach (so it is cool to the touch). This 2nd floor unit (third floor counting the ground floor) boasts beautiful v.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo

Please come and enjoy our beautiful, quiet and comfortable 2 bedroom, ground floor condo in Midnight Cove II!! As a complex, Midnight Cove II is one of the best on the island and boasts private deeded beach access within walking distance. From the moment you cross onto the island, you will love the convenient location. Our property offers a heated .......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo

Relax and enjoy our spacious unit which offers an open-concept kitchen, two large bedrooms, a screen patio, and a washer and dryer. We also have a beautiful heated pool in our complex for you and your family to enjoy when you're not on the beach........read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 3.0 Star Review

Nice house with private pool with tree bedrooms and tree bath close to Siesta Key Village resturants and Beach.
Canal on the backyard there you can relax and fishing or have your barbecue.
Perfekt place for you and your family.
.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 4.6 Star Review

Welcome to Villa Margarita, your ultimate island retreat nestled in the heart of Siesta Key Village. This stunning property offers a flexible rental option, allowing you to book the whole home as Casa De Siesta or choose to rent Villa Margarita or Villa Fiesta separately. Whether you're seeking a spacious getaway for a large group or a more intimat.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Over 150 ft of private waterfront is the most majestic feature of this unique 2 bed/2 bath home. The property is completely private with access to the oversized pool located below. Featuring a private boat ramp and a large dock, our location is great for slipping straight into the water or simply enjoying the tranquility of the calming sea breeze w.......read more

2 Bedrooms - Sleeps 4
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.8 Star Review

DIRECTLY ON CRESCENT BEACH! FREE TROLLEY UP AND DOWN THE KEY! Across the street from Captain Kurt’s. World famous Siesta Key--recognized for its fine powdery white sand--Warm gulf waters, tropical breezes, and inspiring sunsets.
This unit has 2 bedrooms(one with a king bed and 2nd room has 2 double/full beds) with NEW, COMFORTABLE MATTRESSES.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.7 Star Review

Come and enjoy the natural beauty of Siesta Key beach in our private and well-maintained condo in a relaxing garden setting. Siesta Dunes has a lot to offer, including, a heated salt-water pool, hot tub, tennis court, a beachfront sun deck with lounge chairs and gazebo, barbeques and outdoor eating areas. Enjoy spectacular sunsets every night.read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

Beautiful 2 bedroom. 2 bath condo across the street from the Gulf of Mexico. Great view from the screened in lanai. Gated communityof Crescent Royale, heated resort pool, gym, gas grills, designated covered parking and across the street from the public beach. 3/4 mile from Siesta Key Village where you will find great restaurants and shopping. Siest.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

The Gulf of Mexico is only 100 ft. from your private sand beach and lanai entrance. Listen to the surf also from your master bedroom. Enjoy dining on the lanai while watching the sunset. During the day you can see dolphins, kite-boarding and sea birds. This unit has all the comforts of home plus a full size washer and dryer. The tiled floors are ea.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

We have gorgeous Gulf views from our screened balcony and you can also see the ocean from both bedrooms. Our condo has been totally remodeled and updated and is luxurious but also casual and always quiet and comfortable.

TORTUGA IS A MONTHLY RENTAL ONLY, so you never feel like you are in hotel surrounded by tourists. You are truly at home. .......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Welcome to this modern and spacious tropical getaway. This newly renovated two bedroom, two bathroom, and den Condo is located across the street from restaurants, bars, and Siesta Key Beach. Walking access to Marina that offers boats, jet ski rentals, and parasailing. Enjoy the island life and the Florida sunshine........read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

White Sands Village Condominium is the ideal place to enjoy your stay on tropical Siesta Key, Florida. Situated just a short walk from the world-renowned Siesta Key Public Beach, it’s a great place for a two-week vacation or for an extended stay.
Please note: THE MINIMUM RENTAL PERIOD IS 14 DAYS.
Our condominium is privately owned and decor.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Enjoy life living like a local on one of Siesta Key's most prestigious quiet streets. Unobstructed, expansive panoramic water views. Tucked away on Siesta Key’s Bay Island, this home has one of the best wide angle bay views of any home on Siesta Key. Here you will experience nature by seeing dolphins, manatees, osprey, pelicans, pink spoonbills a.......read more

4 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.8 Star Review

*** NEW *** Siesta Key beach has become known world wide for its incredible miles of soft white sand beaches and small village type atmosphere. This property is located within a community situated on these very beaches. The community offers beach access to a less crowded semi-private beach, swimming pool, shuffle board, and camp style grills. With .......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

This two bedroom two bath has been recently updated with new flooring and new furniture. As of June 2019 bathrooms have been renovated. This tastefully decorated unit is fully equipped with flat screen tvs and new stainless steel appliances. The kitchen is equipped with all you need during your stay such as a Kuerig Coffee Maker and more. The unit .......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Villa 5.0 Star Review

Unit B17 is under new ownership and has been freshly painted with new tile throughout as of January 2016. It features a brand new queen sofa sleeper as well as high-speed private premium Wi-Fi. This unit is only steps to the beach and would be the perfect place to enjoy your next family vacation or couples getaway.Casa Blanca is within walking dist.......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Condo 4.9 Star Review

COMPLETELY RENOVATED WITH BREATHTAKING VIEWS of the inter-coastal waterway. This condo has a large screened lanai, 2 TVs, a 30ft boat slip, and a washer/dryer in the unit. The kitchen is fully-equipped with stainless-steel appliances, granite countertops, and solid wood cabinets. Everything is first class! The complex has tennis courts, a pool .......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

Easy access -- park in front of your condo. No steps. No elevators.

Private access to Siesta Key Beach.

Location and value. This 1st floor bayside condo offers both. Comfortable and modern amenities await your arrival. There are updates throughout including leather living room furniture, new window treatments and bedspreads. A f.......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

IN-GROUND POOL

This is THE location! Just steps to the Village Cafe and the Hub Bar and Grille, and a short walk to the beach 3.5 Blocks to the Beach. Our 2 bedroom 2 bath beautifully updated property offers a coastal theme and open floor plan. A queen size sofa bed and an auto -inflatable queen size EZ Bed, makes this home comfortable for .......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.7 Star Review

6th Floor condominium overlooking the pool and Gulf of Mexico on the best beach in the United States. 2 Bedroom (1K, 2Full) two bathrooms. Unit includes a washer/dryer, full kitchen with refrigerator & dishwasher. Television with cable & high speed wireless internet. Has a wonderful screened in balcony with chairs and tables that are nice to use t.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Luxury awaits from the moment you step through the front door of this 3 story town house with full Gulf views. Less than 1 minute walk to Siesta Key famous beach and town cener with shops and restaurants! 1minute walk to Siesta Key fitness center, only fitness center on the island. House was completely remodeled late 2011. Upscale decor, top o.......read more

2 Bedrooms - Sleeps 4
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

*****Elevator Modernization; stair use may be required***** Bayside Section Modernization starts approximately August 10th, 2023 and is expected to be completed by October 29th, 2023.

Inter-coastal & Ocean Front Property, 2 Pools, 1 Hot Tub, Private Beach
⭐⭐⭐⭐⭐average reviews. This Bayside Suite has been revamped with all new p.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

Paradise awaits you on Siesta Key! Our tropical beach getaway features an open, relaxed atmosphere and fantastic gulf views. Our unit provides hassle free beach parking, 100 steps and you are on the beach sand. This 2 bedroom 2 bath unit has a comfy master suite with king size bed and guest room with a queen size bed. A well equipped kitchen, 3.......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Quiet residential neighborhood. Excellent location for this spacious one bedroom home located on the Grand canal. Recently remodeled. Short trip to Siesta beach ( voted the number one beach in the USA) and Siesta village. Sit on the deck or screen porch and watch the boats go by. Every one that has stayed here loves it. This home gives the wonderfu.......read more

1 Bedrooms - Sleeps 2
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.8 Star Review

Located on the famous Crescent Beach of Siesta Key, this beachfront garden-view property comfortably hosts 4 adults or a family with children. With amenities such as tennis courts, a saltwater pool, a white-sand beach with private chairs, and a large bar-b-q and sunbathing deck to watch the incredible sunset and share meals with friends, you can p.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.3 Star Review

Welcome to 703 The Anchorage!!! This condo is a two bedroom, two bathroom unit. The master features a king size bed with 1 1/2 en suite bathroom, bedroom balcony, dressers, desk, and walk in closet. The guest room features two full size beds with an attached jack & jill bathroom, bedroom balcony, dressers and two closets. The kitchen is fully equip.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental 4.8 Star Review

It is with gratitude that we share that this condominium complex and specifically this property was not damaged by hurricane Ian. This property is therefore accommodating guest stays and Siesta Key is open for business.

Need a “flexcation" near the Florida beach? If you can work from anywhere - why not work from sunny Florida and get some.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.9 Star Review

Almost Everything is Brand New Here! Brand New Kitchen, High End Stainless Appliances, Wood-Porcelain Tile, All New Furniture, New Crown Moldings throughout, New Paint.. It is all New, New New ** You Won't Find a Finer Condo on Siesta Key ** 1 Bedroom, 1 Bath Condo is Spacious, Open & Airy. Large bedroom offers 2 Queen Beds & Living Room Sofa Pull.......read more

1 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

Amazing Condo to stay with family and friends close to every single attraction in Siesta Key FL, Close to beaches and restaurants offering two full bedrooms with two full baths with full Bay views from your wrap around Balcony. Deeded Beach access steps away. 2 month minimum stay. Amazing pool and Jacuzzi with Barbecue Grills included........read more

2 Bedrooms - Sleeps 2
Condo in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Our beach house located on the gulf side of Beach Road is directly on Crescent Beach with gulf views on 3 levels. It is a spacious 1,800 sq. ft. and newly remodeled kitchen, plus 3 1/2 baths and a 1 car garage. Each bedroom is en suite with private, newly remodeled full baths. The master suite has a very large bath with two skylights. It has the .......read more

3 Bedrooms - Sleeps 7
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

The uniqueness of this gorgeous first floor unit will make you say WOW! Walk out the front door and onto your boat docked at the private lagoon which leads to the Intracoastal! Or enjoy kayaking or paddle boarding to the Neville Marine Preserve and Casey Key. Kayak and paddle board rentals available with delivery to your front door.

Walk ou.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

A millionaire's retreat! Fisherman's Cove, Siesta Key. This completely remodeled first floor unit with view of the Gulf of Mexico and amazing sunsets awaits you on Siesta Key. Walk out the lanai door directly to the beach where children can play within view or walk over the boardwalk to the blue-green waters of the Gulf within 100 feet of your do.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.7 Star Review

This magnificent unit is located at Fisherman' s Cove, Siesta Key, on the third floor with spectacular unobstructed views of the Gulf. This unit has been completely renovated with beautiful natural stone tile throughout, updated kitchen and bathroom and brand new furniture, coastal pictures, decorative accessories, bedding, new paint throughout. T.......read more

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

In just a five minute walk you have access to the white powdery beach of Siesta Key, looking out onto the Gulf of Mexico where you can relax for hours every watch our beautiful sunsets
Our condo is located on the GROUND FLOOR.

The KITCHEN is fully equipped for all culinary needs.
***NOTE: KITCHEN TOTALLY RENOVATED

In addition.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 2.0 Star Review

Welcome to your perfect home away from home on Siesta Key, Florida! This beautifully kept 4 bedroom 2 bath house is available for rent monthly only.

The interior of the home has been modernized with stylish decor and boasts an open floor plan. The living room features a large flat screen TV and plush seating for relaxation after a day of exp.......read more

4 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo

Minimum 7 Night Stay- Saturday to Saturday. This spacious gulf-facing condo will be fully renovated by December 2023. It sleeps 6 and features a private beach, spacious lanai with beautiful sunset views of the ocean, newly renovated pool and spa, master with on-suit full bath, guest room with private bath, on-suit laundry, full kitchen, inside park.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

We're right on the beach! High-rise View, 11th floor.
Luxury condo, Crystal Sands on Midnight Pass Rd., is one of the most popular condos on Siesta Key's Crescent Beach, ranked as one of the whitest and most powdery sands in the world, as judged by the
'Great International White Sand Beach Challenge.'
Ocean views from all rooms. Master .......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

5 Bedroom house with 5 baths. Extensively remodeled in 2014 is COMPLETE AND READY FOR YOU with new kitchen, walls, flooring, lighting, decks, HEATED POOL and sits on the beautiful canal system..pull your boat right up to house. Walk to Siesta village or the Beach. Want to drive to beach and park at beach? Owner has a secure spot for you right o.......read more

5 Bedrooms - Sleeps 10
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.5 Star Review

Palm Bay Club is where you want to go on your annual BEACH VACATION! Come stay in one of Siesta Key's most luxurious resorts that resides on the Gulf of Mexico and Siesta Key Beach. On the 8th floor in the tower building, this beautifully updated condo with private beach access is the perfect beach get-a-way! Book a romantic get-a-way or book wi.......read more

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

***RENOVATED FALL 2019*** Located just north of the Stickney Point bridge, this beautiful 2 bedroom, 2 bath condo just steps from Siesta Key Beach! Located on ground level, this unit also puts you steps away from the pool! This unit is comes with 1 king bed and 1 queen bed, plus a full kitchen with refrigerator & dishwasher. Television with basic.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo

We are located within a few blocks of siesta village. We are on our own private beautiful beach on the Gulf. Our property includes 2 heated pools, gym, lounges, library, pool. And secured parking. My condo has 3 queen beds, livingroom facing the Gulf, 2 bedrooms, 2 baths, full kitchen and dining room. Lounge on my private terrace or on the beac.......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Our place on the #1 Siesta Key beach is near Siesta Key village, downtown Sarasota, Lido Key, St Armand s circle and LongBoat Key. You’ll love our place because of the location, and the ambiance. The best feature - few steps to private Crescent beach (no hike across busy streets to get to the beautiful crystal sands!)
The building is on a qu.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

Wow, it doesn't get any better than this. Stay the month or two on Siesta Key in Florida. Come home to this true beach condo with white Florida decor, ground floor location RIGHT across from the famous newly remodeled Siesta Key Pavilion! The beach is a short walk away. Siesta Key Beach, with its soft quartz sand and turquoise, was voted #1 Beac.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Fully renovated penthouse unit! This property seamlessly melds state of the art amenities with casual beachfront living with privacy. Step off of the sugary sands of Siesta Key Beach and right in to this beautifully renovated beachfront condominium with surprisingly expansive gulf views. Sea and sky pour in through expansive windows, filling the o.......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Looking for the perfect tropical hideaway? Welcome to Turtle Bay Hideaway! This spacious and private 4 bedroom 4.5 bathroom vacation home is equipped to anticipate your needs for the ultimate luxurious stay. Located on the South end of Siesta Key, this property offers your very own private beach access on Turtle Beach just 50 yards from the home. F.......read more

4 Bedrooms - Sleeps 13
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.8 Star Review

Beautiful sunsets with an outstanding view of the Gulf, the Intercoastal and the Pool area. Turtle beach is a block from the condo and Siesta Beach which is ranked in the top 10 beaches in the world is nearby. This completely furnished two bedroom, two bath Condo is well maintained and located on the second floor with elevator. Parking and boat do.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.3 Star Review

Warm natural light fills this home making it the vacation oasis you have always dreamed about! With 2 bedrooms and 2 bathrooms, everyone has plenty of space to call their own on your tropical vacation. In just a few short minutes, you can also be at the beach soaking up the warm Florida sun.


Bedroom Layout:
Master Bedroom: King Bed / .......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.0 Star Review

This beautifully decorated garden view condo was updated in 2007 and has been beautifully maintained ever since!This is a third floor end unit with an extra porch. Perfect location and even a partial view of the gulf at garden view prices! When this condo was updated, all new tile and carpeting was installed, the bathrooms and kitchen were complete.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

This condo offers the best of all worlds, with cleanliness and steps from the private beach. Avoid the crowds of the public beach in this beautiful private beach with the lounge chairs already at the beach for your convenience. Literally yards from the beach, exit the ground floor condo and walk 100 yards to the gate to the private beach. Only 2 .......read more

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Imagine vacationing on the #1 Beach in US as reported by Trip Advisor in 2018! Siesta Key is your next vacation destination!

Reserve your vacation in this tropical 1 bedroom condo. Located minutes to the beautiful Gulf of Mexico and the famous Siesta Key Village where you will enjoy a variety of restaurants and shopping galore!

Gues.......read more

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Enjoy beautiful gulf views from your lanai & master bedroom. A short walk takes you through beautiful grounds & across the sun deck to white sand. This unit features 2 king beds, perfect for 2 couples traveling! Other amenities include 3 flat screen TV s (including Roku on Living Room TV), DVD Player, Wireless Internet, Tile Flooring, and a nicely .......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Why stay in a condo when you can enjoy the comforts and privacy of a tropical beach pool home! Fully furnished private home located in a quiet canal neighborhood right across the street from the beautiful Siesta Key beach! So close you can hear the waves, but you don't have beach crowds in your front or back yard. Along with the living room and .......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.8 Star Review

This lovely updated second floor condo is OH SO CLOSE TO FAMOUS SIESTA KEY BEACH with it's notable white, soft powdery quartz sand. Just grab the beach cart, chairs, a beach towel, maybe a cooler and an umbrella....because you can. We provide all these delicious items for a spectacular & convenient beach vacation. An 8 minute walk and your toes .......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Siesta Sands Beach Resort
One Bedroom Units - Heated Pools - Pool ViewLocated directly on Crescent Beach at Point of Rocks at Siesta Key South Village, Sarasota, FLThe powder white sands of Siesta Key Beach are only a few steps away. Enjoy a beach-side tiki hut - for the exclusive use of Siesta Sands guests.Siesta Sands Beach Resort is a perfec.......read more

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo

Crescent Siesta Key Charmer - a SkyRun Sarasota Property




**Please note this vacation home may require a Saturday to Saturday booking**

Treat yourself to one of the newest complexes on Siesta Key with stunning gulf views and numerous amenities. Our Crescent Siesta Key condo pampers guests with 3 bedrooms and 2 bathrooms fu.......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

This 1 bedroom , 2nd Floor unit in Siesta Village offers, great location 2 buildings from the beach, 1 block into the village with restaurants and shopping. The unit offers, central air, leather furniture, updated kitchen, 2 TV's. Complex offers community pool and laundry facilities located off common area. Wifi internet. (Siesta 4 Rent not res.......read more

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental

UNIQUE 1 BEDROOM TOWNHOUSE OVERLOOKING THE BEACH, 1 BLOCK TO SIESTA VILLAGE, 3 STORY UNIT WITH GARAGE ON 1ST FLOOR AND WASHER/DRYER, BALCONY, MEXICAN TILE FLOORS, KITCHEN, SPIRAL STAIRCASE TAKES YOU TO THE MASTER SUITE ON THE 3RD FLOOR, LARGE BALCONIES AND BEAUTIFUL VIEWS, NOTE THAT THE BEACH DIRECTLY IN FRONT OF PROPERTY IS PRIVATE AND MAY NO.......read more

1 Bedrooms - Sleeps 3
Vacation Rental Home in Siesta Key

Siesta Key Condo 5.0 Star Review

Escape to Siesta Key and enjoy our cozy ground floor condo, just steps away from a private beach. This fully equipped one-bedroom, one-bath unit comfortably sleeps four with a queen pull-out sofa. Amenities include smart TVs, a heated pool, on-site laundry, and free assigned parking and Wi-Fi. Perfectly located between Siesta Key Village and the sh.......read more

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo

Welcome to our newly renovated two bedroom, one bath, ground floor condo on Siesta Key. Located on the IntraCoastal side there is a waterway on the property. Private access to the beach right across the street. Best of both worlds! Heated pool, tiki bar/grill, and fishing pier on the property. Halfway between Siesta Key Village and the shops at sou.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

New Rental!! #1 Rated Siesta Key beach is located across the street from Our House at the Beach. This large townhome is newly updated with an expanded balcony overlooking the pond and fountain. You’re sure to find large turtles walking about. Grab the provided beach accessories and head to Siesta Key beach for the day. Rent a pair of jet sk.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Newly renovated gated beach access apartment with a heated pool. This is a one bedroom and one bath apartment that makes up one unit in a quadplex. It is on a very quiet private road that leads to a gated beach access way that only residents on this street have access too.

Amenities Included:
- Private pool for only guest at our quadplex.......read more

1 Bedrooms - Sleeps 4
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Under the Palms is a 5BR/5Bath property with 3 units and a pool. Leave the car behind at this 100% private property including pool, grounds, patios, and parking! Perfectly located steps to the best beaches, shopping, dining, and entertainment on Siesta Key. Private Pool, free parking, Al-fresco dining and grilling, surrounded by palms. Sure to p.......read more

5 Bedrooms - Sleeps 18
Vacation Rental Home in Siesta Key

Siesta Key Apartment 5.0 Star Review

Watch the magnificent sunsets over blue gulf waters from the lanai of a newly, up-dated, completely renovated, and re-decorated ground floor apartment on the white sands of Crescent Beach on Siesta Key. The 2 bedroom, 2 bathroom, apartment sleeps 4. The beds can be arranged as 1 King and 2 twin beds or 2 kings with advance notice to the office. T.......read more

2 Bedrooms - Sleeps 4
Apartment in Siesta Key

Siesta Key Vacation Rental

Welcome to Beach Dream, the ultimate vacation rental home for those who want to indulge in luxury and relaxation, while being just steps away from the crystal-clear waters at Siesta Key Beach. This home is the perfect place to escape the hustle and bustle of everyday life and immerse yourself in the tranquility of the Florida Gulf Coast!

Upo.......read more

6 Bedrooms - Sleeps 22
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Welcome to Silver Shore, the ultimate vacation rental home for those who want to indulge in luxury and relaxation, while being just steps away from the crystal-clear waters at Siesta Key Beach. This home is the perfect place to escape the hustle and bustle of everyday life and immerse yourself in the tranquility of the Florida Gulf Coast!

Up.......read more

3 Bedrooms - Sleeps 12
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 4.7 Star Review

Welcome to Crystal Sands, the ultimate vacation rental home for those who want to indulge in luxury and relaxation, while being just steps away from the crystal-clear waters at Siesta Key Beach. This home is the perfect place to escape the hustle and bustle of everyday life and immerse yourself in the tranquility of the Florida Gulf Coast!

U.......read more

3 Bedrooms - Sleeps 10
Vacation Rental Home in Siesta Key

Siesta Key Condo

Come enjoy a little piece of paradise on beautiful Siesta Key. This newly updated condo is located in the 55 plus (one person must be 55 or older) community of Siesta Harbor! This beautifully appointed end unit (largest sq. footage/kitchen in Siesta Harbor) has 2 additional windows that allow you to enjoy the vibrant Florida sun throughout the day........read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Villa 4.0 Star Review

Enjoy this beautiful two bedroom, two bath villa, featuring a view of the intercoastal and neighboring yacht club Marina.

Guests have deeded access to the private beach at Gulf and Bay Club, making one of the world’s most famous beach destinations an easy walk away.

This ground floor property is just steps to the one of two large co.......read more

2 Bedrooms - Sleeps 4
Villa in Siesta Key

Siesta Key Condo 5.0 Star Review

PLEASE EMAIL ME TO CONFIRM THAT THE DATES YOU WANT TO HAVE ARE AVAILABLE. I HAVE FOUR PROPERTIES ON SIESTA KEY AND IT IS BEST TO GET A CONFIRMATION OF AVAILABILITY DIRECTLY FROM THE OWNER, BEFORE YOU BOOK. THANK YOU.
Spaciousness, Quality, with Attention to Detail...
From a private marina with boat access, dockage & direct access to the.......read more

3 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Southern Comfort by Siesta Key Luxury Rental Properties
Home in Siesta Key, FL

At A Glance
• Adorable 2 Bedroom 2 Bathroom condo in Village West
• Property Manager Program - Let us Help You Vacation the Right Way
• Sleeps 8 in beds - 1 King Bed, 2 Twin over Full Bunk Beds
• Part of our Professional Linen Program
�.......read more

2 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Vacation Rental 4.5 Star Review

Nestled in a quiet, residential neighborhood less than 5 minutes to the white sands of Siesta Key-- America's top-rated beach--this home has everything you're looking for. There are 2 generously sized bedrooms with ensuite bathrooms, a loft space for extra relaxation/sleeping accommodations, a newly updated kitchen, attractive furnishings, covered.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.6 Star Review

Step out the back door of your ground floor apartment and in seconds you're standing on a boating and fishing dock, surrounded by lush tropical foliage. This breathtakingly Beautiful two bedroom, 2 bath unit, recently remodeled, is located in Midnight Cove, one of the best complexes on Siesta Key. Since Midnight Cove has buildings on the Gulf as we.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Relax and Enjoy! This Newly remodeled Gulf-view apt offers all the comfort and amenities you expect in a vacation destination at the #1 Beach in the US. Open concept apt offers: Master suite w/ serene views overlooking the pool and the beach, king bed, flat screen HDTV & shower. Guest room w/ 1 Queen bed and 1 Twin bed, flat screen HDTV,DVD, shower.......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Beautiful, remodeled and professionally decorated 3rd floor garden view condo. Tile floors throughout, granite counter tops and maple cabinets. French doors lead to the glassed door lanai with partial gulf views. The unique second bedroom and bath can be closed off to make them another private suite.

Amenities Include:

Garden View
.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.8 Star Review

Location, location, location... Beachfront condo with lush green palm trees, white powdery sand & beautiful aqua blue water views from the third floor... Enjoy the breathtaking mango colored sunsets every night from your private lanai... Enjoy having BBQs and picnics on the beach... Located at Siesta Key Beach, consistently ranked one of the best b.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Enjoy your beach side vacation condo here in Siesta Key, with perfect sandy beaches just a short walk from your door. Siesta Key is a barrier island along the southwestern coast of Florida and is considered by beach experts to be one of the most beautiful beaches in Florida. When you stay with us at Siesta Dunes Condominiums, you stay in style and .......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Tastefully furnished and fully equipped 2-bedroom/2-bath third floor unit with screened lanai offers a lovely unobstructed partial view of the Gulf of Mexico. The unit is updated and finished to provide all the comforts of home in the vacation paradise of Siesta Key.

Everything is up to date, including a modern, well-equipped kitchen, a larg.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Amazing, large, almost 3,000 sq. ft. 3bdr 4 bath property with 180 degree water views perched right over the #1 rated beach in the U.S., - Siesta Key. 4th floor end unit closest to water. Windows galore, beautiful new updated renovations: All new wood floors, new marble kitchen, four new renovated bathrooms, and huge outdoor, screened, Lanai balco.......read more

3 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

2 bedroom and 2 bath recently updated condo across from Siesta Key quartz sand beaches...did I mention Siesta Key beach is the #1 beach in the USA. Perfect location on the Island. Short bike ride to the Village, walk across the street to the beach and tennis courts, short drive to the North Bridge and Stickney bridge, free public transportation acr.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo

A modern designed condo on the water. This condo will make you feel right at home with high end furniture and great amenities, all while everything is within walking distance. Feel free to throw a pole in the water on the dock or travel over to the other islands near by or walk to the number one beach in the country. This is the ultimate destinatio.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

Stay in the Heart of Siesta Key on Crescent Beach. Private Beach Area, Large Lanai with Gulf Views. 2 Pools, Tennis Courts, Fitness Room with Sauna, Fishing Pier & More!

Lovely 5th floor condo at the popular Peppertree Bay resort in the heart of Siesta Key. Enjoy sunsets over the Gulf of Mexico from the large enclosed lanai that spans the en.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

This 2nd floor 2 bedroom, 2 full bath condo in Siesta Harbor with private beach access and overlooking its own private harbor is the perfect getaway to the #1 beach on Siesta Key in Sarasota, Florida. This unit is located nearby the community pool and hot tub along with guest grilling stations and shuffleboard. The clubhouse has a fitness cente.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Welcome to our NEW Home and NEW Vacation Rental. This was previously a custom built residence maintained with detailed care. Chic inspired design is reflected in the newly furnished décor throughout the home, specifically selected for comfort, relaxation, and a 5-Star experience.

Our Key West style home is located in a secure community on a.......read more

5 Bedrooms - Sleeps 12
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.2 Star Review

Siesta Key Beach, voted #1 Beach is at your doorstep! Spend your next beachfront vacation on Siesta Key at Our House On The Beach Condominium.

This vacation rental property offers accommodations for four people. This beautiful 2 bedroom, 2 bath condo has a washer and dryer in unit, balconies off living and dining room with view of the Gulf .......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Wake up from the comfort of your king size bed and walk to the beautifully appointed living/dining room and be greeted by the sunrise over the bay.
You can either utilize the fully equipped kitchen or visit any of the great restaurants nearby. Relax on the lanai with a good book and watch the boats go by.
Steps away is one of the most renow.......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Hoppy's Beach-View Siesta Key” is a Gertrude Rentals property! Spacious 3BR/3Bath with Beach/Ocean Views, Private Elevator, Pool (shared), Alfresco Dining area, 1 to 2-minute Walk to Best Beaches, in World-Famous Siesta Key Village! Spend your days soaking in Sun and Seabreeze's on the worlds #1 Beach or your private Ocean and Beach View Patio. .......read more

3 Bedrooms - Sleeps 10
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 5.0 Star Review

Siesta Beach Cottage 3 Bedroom 2 Bath - Walk to Beach and Private Fishing Dock

This beautiful beach house is located on Siesta Key, a barrier island off the southwestern coast of Florida. It features three bedrooms and two bathrooms, making it the perfect vacation rental for families or groups of friends.

The property is located in a.......read more

3 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Villa 4.4 Star Review

Come and enjoy this wonderful 1Bedroom 1Bath Villa. Steps away from the pool and a short walk to private beach, where you can build an awesome sand castle or relax under a canopy or umbrella. Enjoy that first morning cup of coffee in the screened in lanai. Amenities: Personal secured wireless internet, Freshly painted, Tile Flooring, Newly upda.......read more

1 Bedrooms - Sleeps 4
Villa in Siesta Key

Siesta Key Villa 4.6 Star Review

Villa D-7, is conveniently located midway between the pool area and Crescent Beach. Aside from the usual furnishings of each villa. D-7 offers: A Combination Safe for valuables, Dedicated, private wireless internet, Beach toys in the patio closet (see photo) and Beach towels (no need to bring your own!).. You are on VACATION we want you to rel.......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Villa 5.0 Star Review

Deb's Dream Villa D05, where flip-flops and tank-tops are formal wear, is located between the heated pool and the beach of The Casa Blanca Resort. It is a delightful two bedroom, two bathroom villa, which includes an outdoor paito with seating and sun umbrella, and for your additional pleasure a new outside hot/cold rinse off shower. The freshly p.......read more

2 Bedrooms - Sleeps 4
Villa in Siesta Key

Siesta Key Villa 4.6 Star Review

Welcome to the newly renovated Villa A5 Features include, New Furniture, Bedding, Stainless Steel Fingerprint Resistant Appliances, 4 Ceiling Fans, Gorgeous Porcelain Wood Look Tile Throughout, Walk-in Shower, Quartz Top Vanities in both Brand New Bathrooms, 58" 4K Ultra TV, DVD, Board Games, 2 Additional TV's in Bedrooms, Lanai Furniture, and an.......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Villa 4.0 Star Review

Welcome to Villa A03! This comfortable villa close to the pool, clubhouse and laundry facilities. Fully equipped 2 bedroom 1&1/2 bath for your complete home away from home stay including linens and beach towels. This villa sleeps up to 4 people with a king size bed in the master bedroom and two twin beds in the second bedroom, screened lanai, fla.......read more

2 Bedrooms - Sleeps 4
Villa in Siesta Key

Siesta Key Villa 4.9 Star Review

Welcome to Villa A14! You'll love this newly-remodeled villa! It is located on the beautiful white-sand shores of Crescent Beach, recently rated the #1 beach in the USA! This is a 2 bedroom, 1 and a 1/2 bath private villa just steps away from the beach and the heated pool. The master bedroom is furnished with a king-size bed and an ensuite 1/2 .......read more

2 Bedrooms - Sleeps 5
Villa in Siesta Key

Siesta Key Villa 4.7 Star Review

This newly furnished and decorated 2 bedroom villa with a brand new king mattress, and sleeper sofa, accommodates up to 6 guests.The master bedroom offers a king bed, private bath and cable TV. The guest bedroom offers 2 twin beds and cable. Villa B4 offers HD TV, DVD, movie choices, surround sound, and wireless internet services. Fully screened .......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Villa 2.3 Star Review

Casa Blanca is within walking distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key. Our villas are located between the pool area and famous Crescent Beach. Each villa is individually decorated, fully equipped and professionally landscaped. Most Villas have a screened Lanai with tab.......read more

2 Bedrooms - Sleeps 5
Villa in Siesta Key

Siesta Key Villa 4.1 Star Review

This is a fun tropically decorated beach villa that will put a smile on your face when you walk in!! This unit can easily occupy up to 6 people. We have recently remodeled the kitchen and both bathrooms. The master bedroom features a king size bed with a new pillow top mattress. The master bath is new with a roman walk in shower. There is an LCD .......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Condo 4.8 Star Review

Come and enjoy the island lifestyle on Siesta Key in this lovely furnished 2nd floor condo. Enjoy your morning coffee or evening cocktail on the balcony with views of the beautiful inter-coastal waterway and canal from your vacation home. Deeded beach access to Siesta Key’s famous Crescent Beach quartz sand beach is just a short stroll across the.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Ocean Beach Gleason home rests on Siesta Key near Siesta Key Beach and Siesta Key Village. This is a stunning 4 bedroom, 2 bath updated and custom home all on one level with a saltwater pool (heat optional) and spa that over looks a small lake. Bring your well-behaved Fido with prior approval to this comfortable, gorgeous home. You will want t.......read more

4 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.8 Star Review

Whether you’re visiting for a few weeks or a few months, you will leave here a local and counting down the days until you return. Enjoy the sounds of the surf, watch boats pass by, or relax and enjoy the sunset from this 2 BR/2 Bath condo located on the quiet end of Siesta Key, Florida. This spacious, first floor condo has everything you need to.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Villa 4.4 Star Review

1 Bedroom/ 1 Bath Private Villa, Close to Pool, Clubhouse, and Laundry. A few Steps to our Private Beach. Enjoy the almost olympic size with your family or the quartz white sand on a beach named #1 beach by Dr. Beach. Sitting chairs and chaise lounges are provided on site to enjoy.B09 is a private villa that is fully furnished and decorated to mee.......read more

1 Bedrooms - Sleeps 2
Villa in Siesta Key

Siesta Key Apartment 4.0 Star Review

Enjoy unobstructed views of the Gulf of Mexico and Siesta Key Beach from the 2nd floor of our apartment building. Unit 205 has been renovated and is a beautifully appointed 2 bedroom, 2 bath apartment with fully equipped kitchen. The master bedroom features a king size bed and the second bedroom is appointed with two twin size beds. This unit can .......read more

2 Bedrooms - Sleeps 5
Apartment in Siesta Key

Siesta Key Villa 4.5 Star Review

Enjoy a perfect vacation in this spacious 2 bedroom, 2 bath large villa. With 2 Queen and 2 Twin beds, this is the perfect villa even for a large family up to 6. From this villa, you are just steps to Crescent Beach - world renowned whitest sand. Enjoy Wi-Fi community internet access, a 32" flat screen TV with HD/DVD in the living room, and a TV wi.......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Villa 4.7 Star Review

This is a lovely updated villa is just steps away from Siesta Key's white sand beach.Master bedroom has a king bed and guest bedroom has 2 queens. This unit can occupy up to 6 persons comfortably with 3 LCD Flat Screen Televisions with DVD players and 1 CD Player. The unit has beautiful Tile Floors throughout, and a Screened Lanai. Free Unlimite.......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Villa 5.0 Star Review

Quick notes:
" 2 bedrooms, 1 bath
" Sleeps 5
" Free-standing villa - no shared walls or floors/ceilings!
" Private in-unit high-speed internet
" Smart/HD TVs with Hulu in living room and bedrooms
" Five-night minimum.

Welcome to Villa D03!

Located close to the large heated pool an.......read more

2 Bedrooms - Sleeps 5
Villa in Siesta Key

Siesta Key Villa 4.9 Star Review

Welcome to Villa B07! This unit has been completely renovated with all new flooring, walls, windows, doors, kitchen cabinets, granite countertop, state-of-the-art stainless-steel appliances, a new full bath with walk-in shower and new vanity, new half bath with new vanity, and a new hot/cold shower on the outside of the villa. The two bedrooms sl.......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Villa 4.8 Star Review

Welcome to our little oasis on Siesta Key. We have just completed a full remodel, so be one of the first to enjoy this home. Tastefully decorated in a beach theme, the unit is fully tiled, has granite countertops and, a walk-in shower. We also added a new half bath in the master bedroom. And for your convenience there is an outdoor shower. The air .......read more

2 Bedrooms - Sleeps 4
Villa in Siesta Key

Siesta Key Villa 5.0 Star Review

Find your Happy Place here in this LARGE 2 bedroom/2 bathroom, private entrance villa. There is new granite in the kitchen which is fully equipped. The master bedroom is furnished with a king size bed. The master vanity for the ladies comes with a hairdryer. The master bath features a walk-in shower with new tile and granite, all new from top to.......read more

2 Bedrooms - Sleeps 4
Villa in Siesta Key

Siesta Key Villa 5.0 Star Review

This unit features a king bed in the master, with a full bath and small shower. The guest bedroom offers a queen bed, where there is a washer and dryer for your convenience. The second bathroom was updated in 2013 and has a bathtub for the little ones. The kitchen has also been updated and is fully equipped. There is plenty of room on the lanai for.......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Villa 4.8 Star Review

Casa Blanca is within walking distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key. Our villas are located between the pool area and famous Crescent Beach. Each villa is individually decorated, fully equipped and professionally landscaped. Most Villas have a screened Lanai with tab.......read more

1 Bedrooms - Sleeps 4
Villa in Siesta Key

Siesta Key Villa 4.7 Star Review

Come enjoy this lovely villa which has been recently renovated! You will only be six villas from the beautifuls sands and surf of Siesta Key. Villa A12 is in the middle of our complex and convenient to laundry facilities, the pool, the clubhouse, and the beach. This 2 bedroom 1 bathroom villa sleeps up to 4 people with a king size bed in the master.......read more

2 Bedrooms - Sleeps 4
Villa in Siesta Key

Siesta Key Villa 5.0 Star Review

Welcome to your home away from home! Casa Blanca unit D08 was entirely renovated at the end of 2015. Everything inside is brand new and beautifully updated. Features include a king size bed, walk-in shower, new furniture, new appliances, and brand new tile throughout. Casa Blanca is within walking distance of Crescent Beach Village restaurants and .......read more

1 Bedrooms - Sleeps 4
Villa in Siesta Key

Siesta Key Villa 4.9 Star Review

Enjoy your stay at our remodeled private (no shared walls) detached large 2 bedroom 2 bath villa on Siesta Key (Villa "C15" at Casa Blanca Vacation Rentals (CBVR) - no common walls, 1100 sq. ft., sleeps 6 people). We remodeled C15 with a new air conditioner system, kitchen appliances, bedroom/living room/dining room/lanai furniture, new mattresses .......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Apartment 4.4 Star Review

We welcome you to stay in our updated oceanfront condo on Siesta Key Crescent Beach - the best beach in Florida! Our spacious 2 bed/2 bath oceanfront home is 1080 square feet with an ocean view that cannot be beat! Unit #206 is part of the Casa Blanca Vacation Beach Resort, and the crystal white sand is steps away! Fully equipped kitchen with qu.......read more

2 Bedrooms - Sleeps 6
Apartment in Siesta Key

Siesta Key Villa 4.8 Star Review

Casa Blanca is within walking distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key. Our villas are located between the pool area and famous Crescent Beach. Each villa is individually decorated, fully equipped and professionally landscaped. Most Villas have a screened Lanai with tab.......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Villa 4.9 Star Review

This newly renovated state of the art Villa boasts a newly remodeled and fully equipped gourmet kitchen with granite countertops; new recessed lights, tile flooring and stainless steel appliances. King in Master bedroom and 2 Queens in guest bedroom, this unit can occupy up to 6 persons. For your added pleasure and convenience a new outdoor hot/c.......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Condo 4.7 Star Review

Bay Oaks Complex is a premier complex with every amenity you could want and need!! It's located across and down the street from the Beach and sits next to the Bay where you can walk to the water and enjoy an amazing sunrise every morning during your stay.

This is a beautiful, updated and modern two level condo located on the second floor wi.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.5 Star Review

Our beachfront property is the perfect getaway this holiday season! With a 2 bed 2 bath single level condo at under half the usual winter price, you can`t miss this opportunity!

The Master Bedroom has its own bathroom with shower/tub inside the room, Kingsize bed, plus a walk-in closet. Second Bedroom has single bed and a daybed plus a pull.......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

Spacious and very quiet 1st floor garden condo, 2nd unit from end with easy walking to pool and beach. Our convenient covered carport space is almost directly across from our door. Guests are provided with a key to our private outside storage shed where you will find beach toys, rafts, a wagon, etc. Kitchen as been recently renovated with new appli.......read more

2 Bedrooms - Sleeps 5
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Enjoy your beachfront vacation condo here in Siesta Key, with perfect sandy beaches right out your door. Siesta Key is a barrier island along the southwestern coast of Florida and is considered by beach experts to be one of the most beautiful beaches in Florida. When you stay with us at Siesta Dunes Condominiums, you stay in style and comfort, just.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Welcome to ???? ???? at Siesta Dunes! Kick off your shoes, grab a drink and enjoy the palm view (our condo's namesake!) of this beautiful and updated garden view unit. Our unit is not beachfront, but our complex is gulf side with over 400ft of beachfront, a quick 2-3 minute walk from the condo's front door. In the evening, head to the spacious sund.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

This newly updated condo directly across the street from Siesta Key Beach is a split level that is perfect for couples looking to get away. Clean, spacious and bright split level condo recently updated with all new furniture, decor and kitchen appliances. The first floor features the primary bedroom (king bed), with bathroom and direct access to ba.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 3.0 Star Review

Enjoy this comfortable, 3rd floor, garden view condo. Wifi internet available for your use. Comfortably sleeps 4 people. Recently updated living area and kitchen which included: Entire kitchen - all new cabinets, ceramic flooring, lighting, granite counter tops, back splash and new black appliances; Newly painted kitchen, living room, dining room a.......read more

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 4.0 Star Review

This must-see, beautiful home on Siesta Key offers a much sought after modern and contemporary design. This unit, located on the 2nd floor above the garage, has 3-bedroom, 2.5-bathrooms and can sleep up to 6 guests. Enjoy the fresh island breeze from your balcony, or step outside and relax in the warm sun by the pool, private to the Ocean Vue units.......read more

3 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

This must-see, beautiful home on Siesta Key offers a much sought after modern, and contemporary design. This unit, located on the 3rd floor above the garage, has 3-bedroom, 2.5-bathrooms and can sleep up to 6 guests. Enjoy the fresh island breeze from your balcony, or step outside and relax in the warm sun by the pool, private to the Ocean Vue unit.......read more

3 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Vacation Rental

Welcome to Siesta Dolce, a stunning vacation rental home located on the breathtaking island of Siesta Key, known for its unparalleled beauty and pristine white sandy beaches.

This luxurious 4-bedroom, 3-bathroom home is the epitome of relaxation and comfort. As you step inside, you'll be greeted by a spacious living area adorned with tastef.......read more

4 Bedrooms - Sleeps 10
Vacation Rental Home in Siesta Key

Siesta Key Condo

Gulf front panorama from this lovely 8th floor spacious condo available for $6,000/month starting January 1, 2021 (a 3-month minimum per association). The wide-open views of the Bay, Gulf and Big Pass and the twinkling lights of Lido and downtown Sarasota are jaw dropping! This condo will truly exceed your expectations with THREE large bedrooms, TH.......read more

3 Bedrooms - Sleeps 2
Condo in Siesta Key

Siesta Key Condo

1st Floor Duplex in the Siesta Village. This unit offers 2 Bedrooms 2 Baths, tile floors, Leather furniture, screened lanai, washer/dryer in unit, pool shared with the 305 unit. Located in Siesta Village near all the restaurants and shops and about 2 blocks to Siesta Beach access. Unit offers high speed internet- wifi ( Siesta 4 Rent does not off.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

2nd Floor, Duplex in Siesta Village. This unit offers 2 Bedrooms and 2 Baths, Shared pool with 303. washer/dryer in unit, screened lanai. Located near quaint shops and restaurants in Siesta Village and about 2 block to the Siesta Beach access. High speed internet- wifi ( Siesta 4 Rent does not offer tech support) Small dog allowed with pet fee. .......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Deluxe Condo in a Tropical Courtyard Setting steps from the Beach. Our home features two bedrooms, pull-our couch with an aero bed mattress, two bathrooms, dressing room with sink and vanity, and it's own enclosed terrace lanai. On the bayside, enjoy Little Sarasota Bay, heated swimming pool, outdoor showers with hot water, whirlpool, lighted tenni.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Villa 5.0 Star Review

5 (five) day minimum stay. Immaculate Beach villa on beautiful Crescent Beach on #1 rated Siesta Key, Sarasota, Fl. Fully equipped eat in kitchen with new granite and stainless steel appliances. Large open kitchen to living room with leather sectional. Large flat screen tv and DVD.
2 New tiled and granite bathrooms (walk in showers). Master .......read more

2 Bedrooms - Sleeps 6
Villa in Siesta Key

Siesta Key Condo 3.5 Star Review

Just 300 feet of powder white sand separate this unit from the crystal blue waters of the Gulf of Mexico! This FULLY RENOVATED, 2-bedroom 2-bathroom unit offers sleeping accommodations for six. Inside, you will find a chef's kitchen with plenty of space to cook while being open to entertain guests as well. Relax on your large balcony or sit on the .......read more

2 Bedrooms - Sleeps 7
Condo in Siesta Key

Siesta Key Apartment 4.6 Star Review

You are viewing "The Big Orange", a Gertrude Rentals property! Leave the car behind! Perfectly located in the heart of the Siesta Key Village, you'll be just steps to the best shopping dining entertainment and beaches on the island. Distinctive landmark building, Large 1BR unit, Heated Pool with Alfresco Lounging and Dining (shared), deck umbrella.......read more

1 Bedrooms - Sleeps 4
Apartment in Siesta Key

Siesta Key Condo 5.0 Star Review

New available for season 2024!!!

New Listing on Siesta Key!! Sandy Cove is located on the Gulf's edge at the northern end of Siesta Key with it's own private sandy beach in a small cove....island living at its best also with a Private community fishing pier and sea wall, which provides you with the best fishing opportunities one can find on .......read more

1 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Enjoy our little slice of paradise on 4 miles of white sandy beaches with breathtaking sunsets. Beautifully updated and tastefully decorated 2nd floor beachfront condo with easy access to a covered parking spot and the beach. Well-equipped and recently updated kitchen with stainless steel appliances and hardwood cabinets that is perfect for those w.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental 4.8 Star Review

SHORT WALK TO FAMOUS SIESTA WHITE SAND BEACH & QUAINT ISLAND VILLAGE.

The Blue Lagoon is the perfect tropical getaway right in the heart of Siesta Key in the quiet and welcoming Palm Island neighborhood - just steps away from the award-winning white sand beach or an equally short stroll to Siesta Key Village; which has amazing shops and ple.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 4.6 Star Review

Beautiful brand new three bedroom which has three king-size beds three full bathroom penthouse condo At the #1 beach. Enjoy one-of-a-kind views from the top floor spacious patio balcony, or come enjoy a meal inside watching the sunset from the Florida ceiling windows. This condo is fully furnished, kitchen has top-of-the-line appliances and large.......read more

3 Bedrooms - Sleeps 8
Vacation Rental Home in Siesta Key

Siesta Key Condo

New to Vrbo, be one of the first guests to stay! The Coastal Cottage is newly renovated, first floor unit located in the popular White Sands Village! Premium upgrades include oversized quartz island, open floor plan, high quality finishes in both bathrooms, smart refrigerator with built in Keurig, designated built-in office space with queen-sized M.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Chloe’s Villa is a roomy (960 sq ft) one bedroom/one bathroom located within the Polynesian Gardens community. Max occupancy of 4 people. This villa’s been updated with smart TV’s, HE front load washer/dryer, outdoor shower, stocked kitchen (utensils), brand new hybrid mattress, High Efficiency heat pump/hvac system to keep you cool/warm, ne.......read more

1 Bedrooms - Sleeps 4
Vacation Rental Home in Siesta Key

Siesta Key Vacation Rental 4.6 Star Review

Welcome to the Blue Mermaid on Siesta Key!! This gorgeous custom home is located less then 1/2 mile and less than a 10 minute stroll from Siesta Key Village. Only a 12 minute walk/bike to the beach with crystal sands and sparkling warm waters of the Gulf of Mexico. Walk to our local gourmet grocery store for freshly prepared sushi, or for a mor.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.0 Star Review

Enjoy Gulf of Mexico views from our recently renovated penthouse apartment on Siesta Key. You will have access to the #1 beach in the US with white powder sand and warm gulf waters. Enjoy beautiful views of the gulf from our full-length lanai and both bedrooms.

The condominium offers multiple heated swimming pools, beach side and bay side gr.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

2 bedroom 2 bath siesta key beach condo located on the 3rd floor with beautiful view of the gulf and world famous crescent beach. Two queen beds in first bedroom and one king bed in master bedroom each with their own full bath. All beds are adjustable. Updated kitchen and baths. Relax on the screened in lanai and watch the sunset. Gated comm.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo 4.9 Star Review

Siesta Key is situated on what is known as a barrier island. It measures 7 miles long, lies just offshore from Sarasota, FL. Two bridges connect Siesta Key to the mainland. Siesta Key is known for its tranquil beauty and has everything you need for a restful visit. Siesta Dunes is one of the most well maintained complexes on Siesta Key Island. The .......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Vacation Rental 4.9 Star Review

Ocean Overlook by Siesta Key Luxury Rental Properties
Home in Siesta Key, FL

At A Glance
• Gated, Direct Gulf Front Home, Unbeatable Views
• New Luxury 8 Bedroom Nearly Beachfront Home
• Perfect Location - Short Walk to Siesta Key Beach and Siesta Key Village
• Custom Private Heated Pool and Spa with plenty of Seating.......read more

8 Bedrooms - Sleeps 18
Vacation Rental Home in Siesta Key

Siesta Key Condo 4.4 Star Review

Beautiful 4'th floor condo with elevator access. screened in lanai, all the essentials, and beach chairs, umbrellas, cooler with wheels and big beach bag and towels.
a one mile drive to Siesta key beach and a 10 minute walk to Crescent beach.
tennis court, fishing dock and BBQ area with picnic tables on the intercoastal waterway. Heated swimm.......read more

1 Bedrooms - Sleeps 3
Condo in Siesta Key

Siesta Key Apartment 4.9 Star Review

You are viewing "The Big Orange", a Gertrude Rentals property! Leave the car behind! Perfectly located in the heart of the Siesta Key Village, you'll be just steps to the best shopping dining entertainment and beaches on the island. Distinctive landmark building, Large 3BR unit, Heated Pool with Alfresco Lounging and Dining (shared), deck umbrella.......read more

3 Bedrooms - Sleeps 10
Apartment in Siesta Key

Siesta Key Apartment 4.8 Star Review

You are viewing "The Big Orange", a Gertrude Rentals property! Leave the car behind! Perfectly located in the heart of the Siesta Key Village, you'll be just steps to the best shopping dining entertainment and beaches on the island. Distinctive landmark building, Large 1BR unit, Heated Pool with Alfresco Lounging and Dining (shared), deck umbrellas.......read more

1 Bedrooms - Sleeps 4
Apartment in Siesta Key

Siesta Key Apartment 4.7 Star Review

The Big Orange 3BR (Flamingo)- Steps to the sand path of Siesta's Top Beach!

You are viewing "The Big Orange", a Gertrude Rentals property! Leave the car behind! Perfectly located in the heart of the Siesta Key Village, you'll be just steps to the best shopping dining entertainment and beaches on the island. Distinctive landmark building, L.......read more

3 Bedrooms - Sleeps 10
Apartment in Siesta Key

Siesta Key Apartment 5.0 Star Review

The Big Orange 8BR - 100% Private Home & Pool!

You are viewing "The Big Orange 8BR", a Gertrude Rentals property! Leave the car behind! Perfectly located in the heart of the Siesta Key Village, you'll be just steps to the best shopping dining entertainment and beaches on the island. Distinctive 100% private landmark building with Heated Poo.......read more

8 Bedrooms - Sleeps 26
Apartment in Siesta Key

Siesta Key Condo 4.0 Star Review

Nicely appointed and spacious. Beautiful gulf and pool views. Updated, well-equipped kitchen. Bright Master Bedroom with a King bed and plantation shutters. Tiled baths. Updated dining and living room furnishings including a double Murphy bed on the Lanai. Two large wall-mounted flat-screen HDTV's! BlueRay & standard DVDs. iPod/iPhone dock with spe.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key

Siesta Key Condo

January/Febuary special.. Rent 30 nights for $600/night rent 60 nights for $500/ night!! Must contact me to adjust the price. All rentals INCLUDE WEEKLY cleaning. Right when you walk in to this newly updated property you will feel right at home. The master bedroom has adjustable split King bed with a completely renovated master bathroom and Calif.......read more

3 Bedrooms - Sleeps 8
Condo in Siesta Key

Siesta Key Condo 5.0 Star Review

Welcome to our little piece of paradise in the botanical setting of Sandy Cove. There are two Master Suites which is great for 2 couples or a family. The 2nd floor Master is loft style with 2 queen beds. We keep our condo well supplied as we come down to escape periodically. Located just a five minute walk to the village. Enjoy the beautiful lush .......read more