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Sea Grape Inn #5- Beachfront Property
BEACH VIEW Condo- 2nd Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper.
** Need to stay less than the minimum required nights? Please contact us **
Check out our online Reviews!
The Sea Grape Inn is a boutique-style resort complex with 8 private condominiums located beachside, on the shores of the Gulf of Mexico, on Longboat Key. A perfect beach getaway!
BEACH VIEW Condo- 2nd Floor, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-T.......
Sea Grape Inn #4- Beachfront Property
BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 4: 1-King Bed, 1-Queen.
** Need to stay less than the minimum required nights? Please contact us. **
Check our online Reviews!
The Sea Grape Inn is a boutique-style resort complex, with 8 beautiful condos located beachside, on the shores of the Gulf of Mexico, on Longboat Key. A perfect beach getaway!
BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 4: 1-King Bed, 1-Queen.<.......
Sea Grape Inn #7 - Beachfront Property
BEACH VIEW Condo- 2nd Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 1-Queen, 1-Sofa Sleeper
** Need to stay less than the minimum required nights? Please contact us **
Check out our online Reviews!
Private quiet atmosphere featuring exceptional ocean and pool views, this inviting home away from home awaits you.
The Sea Grape Inn is a boutique-style resort complex, located beachside, on the shores of the Gulf of Mexico, on Longboat Key. A perfect beach g.......
Luxury Condo located on Beachfront Property
. The condo is situated in one of the most beautiful Beachfront Properties in Longboat Key. The lush landscape along with the ammenities that Beachplace has to offer makes you feel like you are staying in paradise........
On the beach, Sunset view, Monthly rental 2B/B2 Pool&Tennis
The view is amazing! The condo overlooks the pristine white sand beach and has a beautiful Gulf view. This second floor gulf front condo has a heated pool and a tennis court. This remodeled condo is furnished to an exceptional contemporary standard, with travertine flooring throughout, new beds, furniture and appliances (bluetooth wireless Bose box, Nespresso coffee machine, flat screens TV's in every room (65" and 32" in bedrooms) and free WiFi. The Master bedroom has a King and the Guest bedro.......
Stunning 2 BR Condo views of the Gulf and Lake
Spacious 2 bedroom condo in Beachplace gated complex. King in Primary bedroom. Come enjoy your time at the Beach. This is a great condo for you to call home for a month or more. Condo is meticulously clean and well cared for. Owners have upgraded the furnishings including large smart TV's One month Minimum.
The well-maintained and gorgeous grounds include the following amenities:
• 24 hour manned guard gate.
• Private beach access with chairs and umbrellas included
2 Bedrooms
- Sleeps 4
Longboat Key Vacation Rental
Longboat Key Florida Condo. Walk to beach, bay & rsstaurants.
Sparkling Clean, Tastefully Updated 2BR/1BA Beach Condo, close to all you need. Near the beach and Bay, Walk to some of the islands best restaurants & cocktail bars!
AMAZING pool and fitness club available for a fee just one block away.
Welcome to your perfect beach getaway! This beautifully remodeled and fully furnished 2-bedroom, 1-bath condo is located on the ground floor with direct parking right out front. No stairs to climb—making.......
1st Floor Home Away from Home - Steps to Beach - Pool
A very warm welcome to your beautiful, home away from home on this Island Paradise!
This gorgeous location is truly one of the most relaxing places on the planet, and we know that you are just going to love it!
With views of the gorgeous Gulf of Mexico from the living areas, Master Bedroom and Lanai of our fabulous first floor apartment, you can walk straight out onto the lawn and be on the beach or at the pool in moments!
Furnished in Beach Cottage style, the main living a.......
Exclusive Beach-Style Condo with great Gulf-View ? Sand Cay 206, Longboat Key
🌴Exclusive Gulf View Condo – Sand Cay Beach Resort, Unit 206, Longboat Key 🌴
Welcome to Longboat Key, one of the most beautiful and exclusive islands in Florida – ranked as the 2nd most favored island in North America by a leading travel magazine. Here, the authentic Florida beach lifestyle blends seamlessly with an elegant, upscale environment: miles of soft white sand, turquoise waters, refined dining, boutique shopping, and the tranquility of island life.
At the hear.......
2/2 Beachfront, VIEWS, Pool, Private Beach Access
Offered by FL Vacation Connection, this perfect island getaway is located on the southern tip of Longboat Key with a beautiful beach and pool area.
This deluxe unit features almost 1700 sq ft with a 52’ long, beachfront lanai. The oversized living and dining area and both bedrooms open to the lanai. There is a fully equipped kitchen with microwave oven and a washer and dryer. The master bedroom has a king size bed with dressing area and bath. The guest bedroom has two twin/single beds and .......
Beautiful Longboat Key Condo Surrounded by Ocean
Immerse yourself in this beautiful 2 bedroom, 2 bathroom condo just steps away from one of the most beautiful beaches in Florida. Fully furnished and tastefully decorated, this slice of paradise will make you feel right at home on Longboat Key. The original artwork that adorns the walls of this vacation home - created by recognized painters, LED-lit wine bar with modern cooler, and plenty of natural light and tropical breeze offers a tranquil surrounding and the perfect setting to relax and unwi.......
2 Bedrooms
- Sleeps 4
Longboat Key Vacation Rental
UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY
THIS PROPERTY HAS BEEN INSPECTED BY AND REGISTERED WITH THE TOWN OF LONGBOAT KEY RRR# 00134.2023
*****ONLY ONE RENTAL PER MONTH, SO BOOK FAST TO SECURE YOUR SPOT****PLEASE PROVIDE DETAILED DESCRIPTION OF TRAVELERS WHEN REQUESTING A BOOKING ****
The Pineapple Cottage is a special oasis of tranquility and comfort. Surrounded by the palm trees that symbolize Florida, it is a private home nestled on a canal that leads directly into Sarasota Bay. Our home is situated in the desirable.......
10.0 Star Review
3 Bedrooms
- Sleeps 6
Longboat Key Vacation Rental
Pets Allowed 
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
Welcome to Your Coastal Oasis at Cabana Beach Club Unit 8!
NO MAJOR HURRICANE DAMAGE!!!
Just a two-minute stroll from private Gulf beach access—no streets to cross!—this charming ground-floor unit is the only two-bedroom in the exclusive Cabana Beach Club, a secluded boutique resort designed for romantic getaways or unforgettable family vacations.
Step outside to your private patio, complete with an umbrella table and chairs for delightful outdoor dining, as well as a lounge are.......
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH
Welcome to our Ground floor BEACHFRONT condo unit #119 at the beautiful Sand Cay Beach Resort on Longboat Key!
Magnificent renovated (January 2022) condo with an open 1,132 sq. ft. floor plan, 2 bedrooms, 2 full bathrooms, full kitchen, a large living and dining room as well as a separate sitting room with a queen sleeper sofa. Condo sleeps six.
King bed in master bedroom, 2 twin beds in guest room, queen sleeper sofa, hotel-grade gel foam mattresses in bedrooms, beach chairs, kids.......
Peaceful Longboat Key Canal Home
Enjoy the complete island experience in this 2-story two bedroom, one and a half bath, canal front condo, with boat docking. We're located on a quiet street in close proximity to Sarasota Bay, with direct bay access, and next to Joan Durante Park with 32 acres of trails, boardwalks and preserve.
Relax on your waterfront patio, perfect for outside dining, barbecues and quiet evenings. Bike, Kayak and Paddleboard rentals are available nearby to explore the island and waters. Beach wagon, c.......
Gorgeous Beachside Condo in superior Longboat Location
Great beach and Gulf views are breathtaking from your balcony, living room, kitchen and dining room of the Penthouse condo located on the 15th floor of Islands West Complex. You will love the beach views and fast Wi-Fi. Master bedroom with King bed has amazing views of the Bay and the Sarasota Downtown Skyline . The second bedroom has a double bed and twin trundle and enjoys the same wonderful view. . Islands West is the ideal location on Longboat as it is located towards the Southern end of.......
2 Bedrooms
- Sleeps 4
Longboat Key Vacation Rental
Longboat Key Club!! Direct Beachfront!!
Enjoy your morning coffee on your spacious, open-air, Gulf view Balcony overlooking your included beach and swimming pool facilities at the Exclusive Resort at Longboat Key Club. This booking does not include use of private club facilities such as golf and tennis or restaurants, etc.. Condo has a maximum occupancy of five people, to include maximum of four adults. Your private community includes lush tropical landscaping and the white powdery beach sand that the Longboat Key is famous for. On.......
Unit #207 Sand Cay Beach Resort Pool View
207
Welcome to your ultimate oasis! This second-floor unit is very cozy with all the comforts of home, and only a 90 second walk from the door to the beach. With an amazing view of the pool, lush grounds, and partial gulf view. This stunning 2-bedroom, 2-bathroom home boasts a plethora of amenities designed to elevate your stay. It has a spacious layout with updated kitchen and bathrooms, and new laminated flooring. There is new furniture throughout with a flat screen television that is sure.......
FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3/29 - 4/5 2025
WE ARE RENTING A FANTASTIC KEY WEST STYLE COTTAGE ON THE BEACH OF LONGBOAT KEY FLORIDA. JUST STEPS TO THE LOVELY BEACH OF THE GULF OF MEXICO. PERFECT FOR SWIMMING, STROLLING AND WATCHING THE SUNSET AND BUILDING SAND CASTLES. SLEEPS 8 IN 3 BEDROOMS & LIVING ROOM SOFA BED. 2 BATHS, DINING ROOM, FULLY EQUIPPED KITCHEN AND A FRONT PORCH WITH ROCKING CHAIRS. THIS RESORT HAS IT ALL. IT IS A 'GOLD CROWN' TIMESHARE WHICH WE CANNOT USE...AVAILABLE ONLY FOR THE ENTIRE WEEK OF March 29 - April 5 2025 .......
Hidden Bay/Beach Paradise
Come stay for a month and discover this Hidden Beach/Bay 4 Bedroom Gem and enjoy all the amenities in your home away from home. Feed your outdoor appetite and enjoy the beautiful weather in this magnificently manicured tropical oasis. These spacious grounds are situated on 1.8 acres of land that also features a private, full-size, fenced tennis / Pickle Ball court. For the boater enthusiasts, enjoy docking your boat/yacht in your private, deep-water dock.
This 4000 square foot home is per.......
10.0 Star Review
4 Bedrooms
- Sleeps 8
Longboat Key Vacation Rental
Pets Allowed
2/2 Beachfront, VIEWS, Pool, Private Beach Access
FL Vacation Connection offers this 2brm luxury condo. 3rd floor. 1700 sq ft. 52' beachfront balcony. Large Living, dining, and bedrooms open to balcony. Designer kitchen with Thermador appliances, dolomite marble backsplash, waterfall dining table, white quartz countertops, and acacia wood paneling. King in Master, dressing area, full bath. 2 doubles in guest, dressing area, full bath. 2 workstations in each room. Our guests have access to the beautiful private beach, pool and hot tub area.......
2/2 Beachfront, VIEWS, Pool, Private Beach Access
Offered by Florida Vacation Connection
Escape to your perfect island retreat on the southern tip of Longboat Key, where pristine beaches and sweeping Gulf views create the ultimate coastal getaway.
Located on the 10th floor, this spacious deluxe residence offers approximately 1,700 square feet of beautifully designed living space and an extraordinary 52-foot open beachfront lanai. From sunrise coffee to sunset cocktails, the panoramic Gulf views from this expansive terrace are simp.......
PENTHOUSE DOUBLE BALCONY FULL GULF & BAY VIEWS FROM EVERY ROOM Beachplace 5-602
Our beautiful PENTHOUSE UNIT at BEACHPLACE, named “Bird’s Eye View”, has a breathtaking view of the Gulf of Mexico from the moment you open the front door, and the turquoise blue water can be enjoyed from the master bedroom, living room, kitchen and dining room. The guest room and back side of the kitchen look out over Sarasota Bay and downtown Sarasota in the distance.
My husband and I started coming to Beachplace as kids…and we have enjoyed many vacations on the famous powder w.......
Sea Grape Inn #1- Beachfront Property
BEACH FRONT Condo- 1st Floor of Beach Front Property, 2 BDRM/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper.
**Need to stay less than the minimum required nights? Send us a message!**
Check out our online Reviews!
The Sea Grape Inn is a boutique-style resort complex, located beachside, on the shores of the Gulf of Mexico, on Longboat Key. Sea Grape Inn offers 8 beautiful condos in a beachfront location and personalized service, with amenities that cater to an array of t.......
Float Above The Waves In Paradise - Beach Front, 2 Bed, 2 Bath
Please DO NOT try to book this property initially as there is an approval process including a background check which can take about a week. Simply "Ask Owner A Question" first, then once approved we can go to the "Request to Book" stage.
Take advantage of the beach at your back door and enjoy this stunning vacation condominium with spectacular views of the Gulf of Mexico, located on Longboat Key- an extraordinary 11 mile barrier island along the coast of Sarasota, Florida.
Wonderful beach condo, heated pool, peaceful location Longboat Key
On the beach! Wonderful 2 BR condo
This large and airy 2 bedroom condo is right on the beach. It is a corner unit on the ground floor and it is very private and peaceful. No stairs - just step right outside. The ideal spot for a relaxing getaway and memorable sunsets.
This easy access ground floor unit offers two-bedrooms, two-bathrooms, a spacious living room, a full-size kitchen, washer/dryer and a private lanai.
The master bedroom has a king size bed and a queen bed. Fla.......
1/1 Beachfront, VIEWS, Pool, Private Beach Access
Proudly offered by Florida Vacation Connection, this beautifully updated 650-square-foot Beachfront Jr. Suite is your ticket to paradise on Longboat Key.
Wake up to the soothing sound of waves and panoramic views of the turquoise Gulf waters right from your bed. Step onto your private lanai to sip morning coffee, watch dolphins play, or enjoy al fresco dining as the sun sets over the horizon.
Inside, every detail has been designed for both comfort and style. The King-sized bed is d.......
Longboat Key Waterfront: Private Heated Pool w/ Soaking End & Luxury Hot Tub!
**Available for the 2027 Season – 3-Month Minimum Rental**
Escape to paradise in this stunning, newly renovated waterfront retreat, thoughtfully designed with a relaxed coastal elegance and every modern comfort in mind. The spacious split-floor-plan layout offers generously sized bedrooms with walk-in closets, providing privacy and comfort for family and guests alike.
The heart of the home is the spectacular open-concept living area, where the beautifully appointed kitchen flows .......
3 Bedrooms
- Sleeps 6
Longboat Key Vacation Rental
Pets Allowed
Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets
Set on 2 acres of land on a 38 acre private island, this award winning home will provide an island vacation experience for you and your family like no other.
The house has 4 bedrooms and 4 bathrooms and an outdoor shower. All rooms view out over the azure waters of Longboat Pass, with 300 feet of beachfront, palm trees, shaded hammocks, and private dock.
Boat Access - Reasonably priced discounted local boat rentals are available for our guests from Cannons Marina on Longboat Key.......
9.8 Star Review
4 Bedrooms
- Sleeps 10
Longboat Key Vacation Rental
Pets Allowed
Cedars East Townhome on beautiful Longboat Key
Welcome to Longboat Key - paradise awaits! Large newly renovated, spacious and bright 2 bed/2.5 bath 3 story townhome with picturesque sunset views and privacy. Located in the Cedars East Tennis Resort Community, complete with a heated Olympic sized pool. Renters have access to clay tennis courts, pickle ball courts, fitness center and enjoy free WIFI in unit. Short walk to Longboat Key's famous white sand beaches, Harry's Restaurant, Joan Durante Nature Trail, Lazy Lobster and Blue Dolphin Bre.......
9.6 Star Review
2 Bedrooms
- Sleeps 4
Longboat Key Vacation Rental
Pets Allowed
Renovated Beach Paradise. Ground Floor unit 64
Completely renovated. Everything is new. Amazing location.
This condo has patio.
Condo management will help you with your accommodation. The unit offers everything you may want and need!!!
Please note: Cancellations are subject to a 4% credit card transaction charge.
Escape to our Tropical Paradise with beautiful beach, heated pool and awesome sunsets. Beach side condo located on the first floor, just a short walk from your door to the beach and pool. No crossing the street.......
Steps to Beach-Full gulf views infinity pool-EXQUISITE! Ask @ seasonal specials!
Endless gulf views in newly constructed spectacular home with private infinity pool. This unit features a brand new modern kitchen with duel sinks, a 48 inch range, 2 indoor eating areas and 1 outdoor table. There is a fire table and a grill on the main deck overlooking beautiful views. All bedrooms are ensuite with beautiful tiled showers. It is located on the white sand beaches of Longboat Key with easy beach access. This home was designed for modern comforts. Guests will stay in new beds wi.......
9.6 Star Review
3 Bedrooms
- Sleeps 6
Longboat Key Vacation Rental
Pets Allowed
Beachfront Condo
Steps to the heated pool and gorgeous beach - which runs for over ten miles! Run out barefoot to the beach, enjoy a swim or relax on the beach chairs. Enjoy amazing sunsets from the screened lanai, living room or bedroom. Bike on the 12 miles of bike lanes. Convenient restaurants and shops right across the street. A few minutes walk to Durante park and nature reserve. Five minute drive to Publix, fifteen to St Armand's Circle with dozens of restaurants and shops. Our home faces west toward the s.......
Beautiful Beachplace - 1135 Gulf of Mexico Drive
Enjoy spectacular sunsets from this direct Gulf front, 2 bedroom, 2 bath well appointed property. Located on the 5th floor, this unit features a King bed master suite, and two twin beds in second bedroom, flat screen TV's, wireless internet and washer and dryer. This immaculate unit has everything you will need for a relaxing care-free beach vacation. Beachplace is a 31 acre, beautifully landscaped, gated community that includes 24 hr. security, a junior-sized Olympic pool, tennis courts, grilli.......
Beach and Boaters Paradise! Heated pool, Fish off the dock, walk to the beach!
Welcome to Beach & Boaters Paradise a home in a residential community where you will have immediate access to beautiful Sarasota Bay, the Gulf of Mexico and Longboat Key’s sugar white sand beaches and emerald green waters.
Picture yourself vacationing in this beautifully remodeled home on fabulous Longboat Key - perfectly located on a deep water canal with a dock that can accommodate a 40+ foot boat, only minutes by boat to the Bay and less than two miles to the Gulf inlet. The deeded .......
Rare 3 Bedroom Condo/Villa with Beautiful Bay Views
Enjoy beautiful Bay views from this spacious three bedroom two bathroom one-story (no elevator) villa that comfortably sleeps six. Brand new enclosed lanai with outdoor patio and all new windows. Completely updated exterior and interior with designer furnishing and decor. Gourmet eat-in kitchen with beadboard cabinets and stainless steel appliances. Weber gas grill. Spacious living/dining room with with flat screen HD TV/DVR. Master suite with walk-in closet and new bath, guest room with double.......
3 Bedrooms
- Sleeps 8
Longboat Key Vacation Rental