This stunning property on Longboat Key is a true garden oasis, with butterflies fluttering around the lush landscaping and a private heated pool to relax in. The spacious lanai is perfect for al fresc
Available May-December with a 90 Day minimum at $15,550 per month plus taxes and fees booked for 2024 season. Welcome to The Captain's Quarters! This newly built Luxury Rental Home on Longboat Key has
Discover tranquility and comfort at our serene 3-bedroom, 2-bath home, nestled among lush tropical foliage on a peaceful corner lot in Longboat Key. Inside, experience a welcoming open floor plan with
Enjoy the relaxed luxury living in Hideaway Bay, a lovely private community of only 18 single-family homes on Longboat Key. This 4BR/4.5 B home Nestled on a waterfront canal near the serene shores of
Picturesque Water view of Sarasota Bay . The Harbour Villa Club Complex consists of 38 condos in a 3-story plus pool, spa, community boat ramp, kayak launch/storage, 3 tennis courts, covered parking a
Turnkey & Fully Furnished - Dive into the heart of paradise with this enchanting mid-century canal-front home, currently available for an annual rental, completely turnkey and fully furnished. Merging
DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach
Luxury and Coastal Elegance! This Stunning Turnkey Canal-Front Pool Home was Built in 2015. Situated on the Highly Desired North End ofLongboat Key. Featuring 120 Feet of Beautiful Canal Frontage, A 1
Introducing "Salty Acres" - Your Serene Beachfront Getaway. Unwind and embrace the beachfront lifestyle at "Salty Acres," your perfect monthly retreat on the stunning shores of Longboat Key. This ench
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$5,000/mo
2 beds2 baths1,346 sq ft
5621 Gulf of Mexico Dr #102, Longboat Key, FL 34228
Looking for a month vacation in warm sunny Florida in a condo where you walk directly out onto the deck directly onto the beach? Stay in this 3 bedroom (2 king beds/1 queen), 2 bath condo in Salty Acr
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$6,500/mo
3 beds2 baths1,731 sq ft
5621 Gulf of Mexico Dr #103, Longboat Key, FL 34228
Available rental for May 2024-October 2024 ONLY! November 2024-May 2025 ALREADY BOOKED. 60 Day Minimum Lease. Fully remodeled and impeccably furnished with Gulf views on Longboat. Situated on the top
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$5,000/mo
2 beds2 baths1,561 sq ft
5757 Gulf of Mexico Dr #305, Longboat Key, FL 34228
YOUR BEACH VACATION RENTAL AWAITS YOU on the beautiful island of Longboat Key!! ALTHOUGH AVAILABLE WEEKLY, PRICE SHOWN IS MONTHLY THRU NOV 12th 2023 in the highly sort after Cedars East Tennis Resort
LONGBOAT KEY!! AVAILABLE FOR SEASON 2024 AT $8,000/MONTH. This spacious Turnkey-Furnished 2-bedroom, 2.5-bathroom townhouse is available for all off season months 2023 at $5000/month. Located in priva
Welcome to Longboat Beach Bliss, a fabulous rental property offering comfort and privacy on Longboat Key. This beautifully appointed 2-bedroom, 2-bathroom retreat is perfect for your next vacation. Ne
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$8,500/mo
2 beds2 baths1,128 sq ft
5265 Gulf of Mexico Dr #301, Longboat Key, FL 34228
JANUARY-APRIL $8500.00 MONTHLY AND MAY-DECEMBER $6000.00 MONTHLY!!!!!!This beautiful 3-bedroom, 2 bath condo is a rarity on Longboat Key. Especially in a very quiet 2 story 8-unit building. This commu
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$6,000/mo
3 beds2 baths1,586 sq ft
5135 Gulf of Mexico Dr #103, Longboat Key, FL 34228
RENTAL AVAILABLE June 28 2023 thru December 20, 2023. Owner will consider a longer term Rental and a One month minimum. The Owner Relax and enjoy views in this updated residence with a Beach motif
This immaculate 2-bedroom, 2-bath ground-floor villa located in the highly sought-out community of Windward Bay has peek-a-boo views of the Gulf. Turnkey furnished with one carport at your front door.
PET FRIENDLY! OFF SEASON WITH THREE MONTH MINIMUM. Rarely available tranquil 2 bed/2 bath corner unit condo with full bay views at desirable Windward Bay! This light and bright condo is the perfect pl
Sarasota Bay view. 1 Bedroom x 1 1/2 Bathroom Condo. Living Room looks out over the pool that sits on Sarasota Bay. Fully furnished. 90 day minimum rental period. Prefer 6 mo.- 1 year rental.
BEAUTIFULLY RENOVATED VACATION RENTAL: Stunning Gulf views and incredible sunsets await you from this JUST completely renovated 2 bedroom, 2 bath condo on Longboat Key. You'll fall in love with the co
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$8,500/mo
2 beds2 baths1,393 sq ft
4825 Gulf of Mexico Dr #203, Longboat Key, FL 34228
Now available for the entire 2025 season. Preferred rates available for 6 month booking. Direct Gulf Front Rental. Gorgeously renovated condo, new luxury vinyl flooring (new pictures coming soon) 2 b
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$12,000/mo
2 beds2 baths1,336 sq ft
4325 Gulf of Mexico Dr #406, Longboat Key, FL 34228
Longboat Key vacation rental, rarely available Tiffany Plaza direct Gulf Front condo with amazing views! As you enter your gaze willl be drawn to the turquiose waters of the Gulf of Mexico and the ser
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$6,950/mo
3 beds2 baths1,411 sq ft
4325 Gulf of Mexico Dr #208, Longboat Key, FL 34228
Furnished beachfront vacation rental!This spacious (1336 sq ft + balcony) condo is a luxurious living space that offers breathtaking panoramic views of the beach, sunset, and Gulf of Mexico. It is loc
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$5,000/mo
2 beds2 baths1,336 sq ft
4325 Gulf of Mexico Dr #305, Longboat Key, FL 34228
Available Aug 2024 through Dec 2024. Welcome to Tiffany Plaza, a mid-rise with only 41 units. Spectacular full Gulf views from all common areas, including master bedroom. This spacious open floor plan
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$6,000/mo
3 beds2.5 baths1,336 sq ft
4325 Gulf of Mexico Dr #304, Longboat Key, FL 34228
Longboat Key Gulf Front Vacation Rental! Gorgeous views from every window, 2 beds, 2 baths, fourth floor end unit in the wonderful boutique-style community of Tiffany Plaza. Look no further for your p
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$12,000/mo
2 beds2 baths1,411 sq ft
4325 Gulf of Mexico Dr #408, Longboat Key, FL 34228
" short stories'...THIS WONDERFUL PROPERTY IS FOR RENT...NOT FOR SALE...short stories inc...be careful of 3rd party web sites...Stunning direct Gulf front 3 bedroom condo on the quaint island of Longb
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$6,197/mo
3 beds2.5 baths1,336 sq ft
4325 Gulf of Mexico Dr #507, Longboat Key, FL 34228
2 bedroom 2 bath with office. Enjoy fantastic gulf views from your private lanai, living room, kitchen and master bedroom. Many upgrades have already been very tastefully made to this residence. Unit
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$11,800/mo
2 beds2.5 baths1,484 sq ft
4325 Gulf of Mexico Dr #207, Longboat Key, FL 34228
**Experience the Ultimate Winter Escape at this Longboat Key PENTHOUSE Beachfront Condo!** -Please note Condo is currently being updated ahead of rental and new photos will follow. Welcome to your dre
Escape the winter blues in this 2-bed, 2-bath penthouse paradise at Beach Harbor Club. Available from October 2024 to May 2025. The penthouse features more spacious living and dining areas with stunni
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$5,000/mo
2 beds2 baths1,175 sq ft
3804 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
WELCOMING and tastefully decorated, this fully furnished 2 bedroom, 2 bathroom unit offers a relaxing atmosphere. The open concept floor plan with split bedrooms is spacious and inviting and this unit
Beautifully appointed seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished and equipped with flat screen TV's, cable and WiF
GORGEOUS SHORT TERM RENTAL!!!! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental i
GORGEOUS INSIDE! This beautifully remodeled ground floor, corner unit, features 3 bedrooms, 2 bathrooms with an open concept floor plan. This home welcomes you into an expansive Living/Dining/Kitch
Bright and Spacious! This lovely 2 bedroom, 2 bathroom furnished condominium is nestled comfortably in a lush tropical setting with a spacious eat-in kitchen that is open to the living area. Elegantly
This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features anexpansive Living/Dining/Kitchen combo. In addition, it has a generous
ABSOLUTELY GORGEOUS INSIDE! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is t
Delightfully appealing seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes fullyfurnished and equipped with flat screen TV's, cable and WiFi.
Pleasantly perfect! This spacious well appointed 2 bedroom, 2 bathroom condo is fully furnished, so just bring your beach gear and move right in. Bayport Beach and Tennis Club offers a wonderful prist
Seasonal Turnkey Furnished Rental at Bayport Beach and Tennis Club. Availablle in May for a 30 day stay! You will fall in love with this wonderful Longboat Key Community, featuring one of the most bea
Beautifully appointed rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished andequipped with flat screen TV's, cable and WiFi. This residence fea
Based on information submitted to the MLS GRID as of Thu Sep 12 2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Longboat Key, Florida, offers a laid-back transportation experience, with its scenic drives and low traffic levels, making it a pleasure to navigate by car. The region does not have a public transportation system, so residents primarily rely on their cars for commuting. Although Longboat Key itself doesn't have any major highways or freeways, it is conveniently connected to nearby cities via the Gulf of Mexico Drive. This road provides easy access to the mainland, ensuring residents can reach their destinations without encountering heavy traffic.
What is life like in Longboat Key?
Living in Longboat Key, Florida offers a unique coastal experience with stunning vistas of the Gulf of Mexico. The landscape is characterized by pristine white sandy beaches and lush tropical vegetation. The weather is typically warm and sunny year-round, providing ample opportunities for outdoor activities. Job opportunities in Longboat Key are diverse, with a range of industries including hospitality, tourism, and real estate. There is a wide array of recreational activities to enjoy, such as boating, fishing, golfing, and exploring the numerous parks and nature trails.
What are the schools and amenities like in Longboat Key?
Longboat Key, Florida is a vibrant community with a variety of public amenities. The town boasts a selection of dining establishments, offering a range of cuisines to satisfy diverse culinary preferences. Outdoor enthusiasts will appreciate the well-maintained parks dotting the area, providing serene spaces for relaxation and recreation. For everyday needs, there are several grocery stores within the town, ensuring convenience for all residents. Moreover, Longboat Key offers more amenities like fitness centers, libraries, and art galleries, enhancing the quality of life in this picturesque seaside town.