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Siesta Beach Vacation Rentals, Condos & Apartment Rentals.

Large selection of Rentals, book your Siesta Key Beach Vacation Rental Home Here and Save!

Many rental properties to choose from, including private Homes, Cottages or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities that will make your Florida visit the perfect getaway.

Aloha Kai - Unit 14- Your own private villa!

Siesta Key Cottage Star 3.0 Star Review

Fully furnished villas offer living room, dining area, fully equipped kitchens, 1 bedroom/ 1 bathroom. Screened porch. Short walk to the beach or pool. ALOHA KAI is a five acre vacation retreat hosting 68 private villas and apartments, nestled on the powdery-white sands of the Gulf of Mexico. Villas are at ground level, and offers a private parking.......read more

1 Bedrooms - Sleeps 2
Cottage in Siesta Key



Luxurious Waterfront Retreat with bay & city views minutes from Beach

Siesta Key Vacation Rental Star 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



101-Excelsior- Updated and Full Gulf Front!- 2 week minimum

Siesta Key Condo Star 4.8 Star Review

PERFECT PLACE TO WATCH THE SUNSET!! 2 bedroom/2 bath gulf front condo located on Crescent Beach. Walk out onto your patio and directly down to the courtyard area with a private back entrance for easy access to the pool area and beach access. . This unit features a King bed in the master and 2 Queen beds in the guest room. It\'s only a short walk .......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key



Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Upscale - Renovated

Siesta Key Condo Star 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 t.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key



Hyatt Residences- High End Condo on #1 Beach in the US!!

Siesta Key Condo Star 5.0 Star Review

No better deal around! Top of the line on Siesta Key! It really doesn\'t get any better than this. This 2 bedroom / 3 bathroom unit has all the top of the line finishes that you would expect, such as Wolf gas stove, Sub Zero refrigerator, flat screen TVs in all rooms, high-speed internet, and more! This over the top unit will amaze you at every tur.......read more

2 Bedrooms - Sleeps 6
Condo in Siesta Key



Spectacular Crescent Beach Siesta Key Gulf Views. NonSmoking Condo

Siesta Key Condo Star 5.0 Star Review

Location, Location, Location! We are located directly on the Gulf of Mexico on the best part of Crescent Beach. #1 in the world by National Geographic Magazine. #2 in America\'s Best Beaches-2012\' by Dr. Stephen Leatherman, AKA Dr. Beach.
Welcome to our spacious condominium, minutes from great shopping, restaurants, and more! Enjoy this beauti.......read more

2 Bedrooms - Sleeps 4
Condo in Siesta Key



Walk To Siesta Village And Beach/Private Pool & Hot Tub

Siesta Key Apartment Star 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



Relax in Style at Bay Oaks in Siesta Key - Watch Dolphin in the Bay - Fish from the Pier. Unit E81

Siesta Key Condo Star 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



BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED

siesta key Condo Star 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 t.......read more

3 Bedrooms - Sleeps 8
Condo in siesta key



Sprinkle of Irish charm, beautifully updated, Siesta Dunes 8-205

Siesta Key Condo Star 4.3 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



Find the Top Vacation Rentals in Siesta Key, Sarasota Florida.

We have 2,3 or 4 Bedroom beachfront Condo Rentals with ocean view or a Beach House for the entire family. Book Direct Here!

Siesta Key Beach consistently ranked in the top spot as the most beautiful beach in the United States, Siesta Key is the ultimate beach escape. Located close to Sarasota, an eight-mile barrier island with stunning natural beauty, this award-winning beach is known for its pristine sugary white sand that is often described as the finest in the world. Vacation Rentals near Siesta Beach, Turtle Beach and Crescent Beach area are the most popular along the barrier island, offering tranquil waters that provide a safe spot for swimming and snorkeling.

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