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Beautiful studio unit at resort, sleeps 4
Longboat Key Apartment
Gulf Tides of Longboat Key offers a number of recreational opportunities and a superb location near the cities of Tampa, Sarasota, and Fort Myers. At the resort\'s beach, you can enjoy all types of water activities. The resort features a lighted tennis court, heated outdoor pool, bikes, shuffleboard, and barbecue grills. Close by, both Sarasota and.......read more
Studio
Sleeps 3
Apartment
Sea Duced: Beachfront townhouse with a private heated pool located on Longboat K
Longboat Key Private vacation home
Welcome to Sea Duced! Rarely available beachfront 3 bedroom, 3 bath townhouse with a private indoor pool located on the stunning, Longboat Key.
Designed by Sarasota School of Architecture co-founder Tim Seibert to capture breathtaking views of the white sandy beach and the triumphant blue waters of the Gulf of Mexico.
The nearly 3,0.......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
Silver Sands, Oceanfront - Gulf Beach Resort
Longboat Key Condo
55 steps away from the Gulf of Mexico Beach! Beautiful beach with the most amazing sunsets. Family friendly resort with super friendly staff. Plenty of lounge chairs and sun umbrellas, just bring your bathing suit and sunscreen. Special amenities include Pool, shuffle board and miniature golf course........read more
2 Bedroom(s)
Sleeps 6
Condo
Hidden Bay/Beach Paradise
Longboat Key Private vacation home
- 
4.9 Star Review
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 cou.......read more
4 Bedroom(s)
Private vacation home
Sea Grape Inn #7 - BEACHFRONT Property
Longboat Key Apartment
- 4.9 Star Review
*Need to stay less than the minimum required nights? Please call the office at 941-383-2105. Also, Returning Guests or those requesting a 4 week stay or longer, please call the office for a promo code discount.*
BEACHVIEW Condo- 2nd Floor, 2 BDRMS/2 BATH, Sleeps 4: 1-King Bed, 2-Twin Beds.
Situated in this idyllic resort comprised of eight un.......read more
2 Bedroom(s)
Sleeps 4
Apartment
Luxury Condo located on Beachfront Property
Longboat Key Condo
We just purchased this condo and it will be ready for Rental in December 2022 . 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........read more
2 Bedroom(s)
Sleeps 6
Condo
Luxurious Beachfront Villa with Private Pool
Longboat Key Condo
- 4.9 Star Review
This three-bedroom, three-bathroom unit is 2,200 square feet and steps from the Gulf of Mexico. Guests will enjoy a secluded beach, heated community pool, private balconies, community hot tub and secure access. The unit is recently renovated and located across the street from a public park, a convenience store, two restaurants and a bicycle shop. .......read more
3 Bedroom(s)
Sleeps 8
Condo
Cozy Canal Condo w/ boat dock and walk to beach
Longboat Key Condo
Enjoy the complete island experience in this one bedroom, one bath, canal front condo, with a private boat dock (21\' total length). We\'re located on a quiet street just half block from 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, perfec.......read more
Studio
Sleeps 2
Condo
Casa Del Mar: 3 BR / 2.5 BA Home on Longboat Key by RVA, Sleeps 6
Longboat Key Private vacation home
- 4.5 Star Review
Enjoy island-style vacations at the Casa del Mar Home. Located on the north end of the exclusive island of Longboat Key, this vacation home specializes in serenity with a natural ambiance. The Casa del Mar Home is a raised building, which allows for beautiful views of foliage and the canal. Some of the amenities you’ll enjoy are: comfortable furnis.......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
Silver Sands #252: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
Longboat Key Condo
- 4.6 Star Review
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more
Studio
Sleeps 4
Condo
ANYDAY CHECK IN! BEAUTIFUL BAYFRONT VIEWS ON LONGBOAT KEY! Harbor Villa Club First Floor 2/2!
Longboat Key Condo
• Carefree check-in, go straight to your unit no office visit required.
• Fully Equipped Kitchen including microwave, stove, dishwasher, fridge, and coffee maker.
• Comfortable living room area
• Washer and Dryer Conveniently located in unit.
• Master bedroom with a king size bed and beautiful view of the bay!
• Spacious guest bedroo.......read more
2 Bedroom(s)
Sleeps 4
Condo
Cabana Beach Club #7: 2BR+Den / 2 BA Resort on Longboat Key by RVA, Sleeps 6
Longboat Key Condo
- 4.9 Star Review
RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key island, including several overlooking the turquoise waters of the Gulf of Mexico, and a handful of others intimately nestled on the bayside, this condominium complex encompasses all the elements of a tropical paradise. The quiet ambian.......read more
2 Bedroom(s)
Sleeps 6
Condo
Gulf Beach Resort - A
Longboat Key Private vacation home
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more
Studio
Sleeps 3
Private vacation home
Inn on the Beach 2207
Longboat Key Condo
- 4.7 Star Review
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.
Our guests have access to the beautiful private beach, pool and hot tub area only. Resort amenities (golf, dining, tennis, room & maid service or fitness) are private and not includ.......read more
2 Bedroom(s)
Sleeps 4
Condo
Only requests for 9/12/22-11/12/22 time frame will be considered at this time!
Longboat Key Private vacation home
- 4.9 Star Review
At this time, We are unable to accept requests for next winter (Jan-April 2023) as we give right of first refusal to our current tenants. Please check back with us in June for that time frame. Our private waterfront residence is surrounded by the topical beauty of the Gulf of Mexico and Millar/Sarasota Bay. This updated Longboat Key beach/boater\.......read more
2 Bedroom(s)
Sleeps 5
Private vacation home
Silver Sands #234: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
Longboat Key Condo
- 4.6 Star Review
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more
Studio
Sleeps 4
Condo
Outrigger Resort #8: 1 BR / 1 BA Condo on Longboat Key by RVA, Sleeps 2
Longboat Key Condo
- 4.4 Star Review
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger Resort. The Outrigger grounds offer coin-operated laundry facilities, BBQ areas, and direct beach access. Relax by the heated community pool, take a stroll along the romantic beaches, or enjoy a short drive to the world famous St.......read more
Studio
Sleeps 2
Condo
Inn on the Beach 1307
Longboat Key Condo
- 4.8 Star Review
PLEASE NOTE: From November 19, 2022 through April 22, there is a 7 night minimum, Saturday to Saturday Stay Only.
FL Vacation Connection looks forward to welcoming to this luxury beachfront getaway located on the southern tip of Longboat Key, tucked behind the gates of the Longboat Key Club and Resort, known for its private beaches and po.......read more
2 Bedroom(s)
Sleeps 6
Condo
Beach Front Condo
Longboat Key Condo
- 5.0 Star Review
Longboat Key second floor beach-front condo, with two bedrooms, additional bonus room, two full bathrooms, breathtaking views, and a private pool. The condo was fully renovated and is completely updated with new appliances. Large lanai with an unobstructed view of the Gulf of Mexico, spectacular sunset. New hurricane-rated sliding doors and new wi.......read more
3 Bedroom(s)
Condo
Standalone Unit at Little Gull Resort. Amazing Sarasota Bay View! Walk to Beach.
Longboat Key Condo
- 4.0 Star Review
In the middle of April, the Florida weather is warm, the ocean is cool and blue, and the beach is all yours. We are pleased to offer our beautiful 4-bedroom, second-story timeshare for week 16 of 2018 (April 21st to the 28th). Unit #16 at Little Gull Cottages has spectacular, unencumbered views of the Sarasota Bay and is only a five minute walk t.......read more
4 Bedroom(s)
Sleeps 8
Condo
Unit #207 Sand Cay Beach Resort Pool and Garden View
Longboat Key Condo
- 4.7 Star Review
Second floor,.. It\'s very cozy with all the comforts of home. This renovated unit has an updated kitchen and baths with new ceramic tile. New furniture through out with a flat screen television. Complete beach supplies, toys and umbrellas. Unit sleeps a max of 6 people: 1 queen, 2 twins, 1 sleeper sofa.
Quaint, quiet, and the quality of a b.......read more
2 Bedroom(s)
Sleeps 6
Condo
Newly Renovated Tree House Condo Across The Street to the Beach!
Longboat Key Condo
Enjoy the outdoor heated pool or take a 1 min stroll across the street to the Gulf of Mexico where our pristine beaches await your arrival! Newly Renovated home with all new appliances, bedding and more! We look forward to having you on Longboat Key!.......read more
2 Bedroom(s)
Sleeps 6
Condo
Stunning sunset views; Beachfront condo on central Longboat Key
Longboat Key Condo
- 5.0 Star Review
Private Condo located on second floor at Tiffany Plaza on Longboat Key. Second floor accessible only by security code elevator or stairs requiring key. Our condo has two bedrooms, both with a king bed, and two full bathrooms. Private balcony overlooking Gulf of Mexico, can be accessed through living room or master bedroom.
Condo Association.......read more
2 Bedroom(s)
Sleeps 6
Condo
Beautiful Longboat Key RESORT 2 bed/2 bath, Sleeps 6,Granite/Stainless Kitchen
Longboat Key Hotel resort
Longboat Bay Club provides vacation accommodations that include recreation and pampered relaxation. Take advantage of the peace and privacy of a smaller property with the amenities of a larger resort. You will have plenty of room for relaxing in our 1600+ sq. ft. condominiums, each with a washer/dryer inside for your convenience. Our units also boa.......read more
2 Bedroom(s)
Sleeps 6
Hotel resort
Right on beautiful Sarasota Bay !! BEAUTIFUL VIEWS 2/2!
Longboat Key Condo
- 5.0 Star Review
Want a beautiful view of the Sarasota Bay from a luxury condo on Longboat Key? This two bedroom second Floor unit with Tommy Bahama Inspired Décor is perfect for a peaceful getaway. This condo is perfect for couples or small families looking to get away from it all.
We hope you have the opportunity to enjoy some of the unique features of this be.......read more
2 Bedroom(s)
Sleeps 4
Condo
Whitney Beach #336: 2 BR / 2 BA Condo on Longboat Key by RVA, Sleeps 4
Longboat Key Condo
- 5.0 Star Review
RVA invites you to experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on a superb pristine beach with next door shopping at Whitney Beach Plaza, this property offers this two-bedroom, two-bathroom spacious end unit villa. Imagine spending your days lounging by the community pool, enjoying a game of tennis, or sipp.......read more
2 Bedroom(s)
Sleeps 4
Condo
Cabana Beach Club #2: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6
Longboat Key Condo
- 4.9 Star Review
RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key island, including several overlooking the turquoise waters of the Gulf of Mexico, and a handful of others intimately nestled on the bayside, this condominium complex encompasses all the elements of a tropical paradise. The quiet ambian.......read more
2 Bedroom(s)
Sleeps 6
Condo
Cedars East #528: 2 BR / 2.5 BA Townhome on Longboat Key by RVA, Sleeps 6
Longboat Key Private vacation home
- 5.0 Star Review
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious town homes that are perfect for families or couples. There is something to suit every mood a.......read more
2 Bedroom(s)
Sleeps 6
Private vacation home
UNIQUE LONGBOAT KEY OASIS!
Longboat Key Condo
- 5.0 Star Review
We are please to offer our lovely, artfully ornamented and spacious 2BR/2BA second floor unit on a Longboat Key. Functional and decorated with love and care throughout this gem is located in small condo community (only 7 units) and offers a tranquil environment with magnificent sunrise views of the Sarasota Bay. Freshly painted in a soothing beach-.......read more
2 Bedroom(s)
Sleeps 4
Condo
2 bedroom 2 bath beach condo Rental
Longboat Key Condo
July 6 thru 13 Week 27- UNIT 402
3 PM Saturday
Enjoy partial views of the Gulf from a two-bedroom apartment with accommodation for up to six guests. This includes a king size bed in the master bedroom, two twin beds in the guest bedroom and a queen size sleep sofa in the living room. Full Kitchen and washer and dryer in the uni.......read more
2 Bedroom(s)
Sleeps 6
Condo
Find Affordable Longboat Key Hotels & Vacation Rentals
Plan your Longboat Key Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in Longboat Key, Florida. Our Vacation Rentals, including Pet Friendly Rentals, let you get the most from your vacation in Tampa Bay Area.
Vacation Rentals Nearby Tampa Bay Destinations
Find nearby vacation rentals and some of the Best Hotels with cheap rates in Longboat Key, FL for you visit to the area, all a short drive to Longboat Key, Florida. Spend quality time with your family and friends with cheap hotel rates you can afford, visit the nearby beaches for nightlife, entertainment and a wide variety of beach activities. Hundreds of properties to choose from, search for availability, photos, descriptions and best price.
Rentals in Longboat Key, FL
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