Welcome to Haven on Hughes! This one-of-a-kind 4-bedroom, 2-bath, two-story spacious pool home is located on the Historic North End of gorgeous Longboat Key. The location of Haven on Hughes is perfect
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
Delightfully Welcoming! This remodeled and tastefully decorated 2 bedroom, 2 bathroom furnished condominium has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The
Discover a unique, remodeled 1920s bungalow near Whitney Beach and the bay, offering an open layout with high ceilings and modern appliances. Home features a heated pool, hot tub, and lush, private la
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 T
Please call Antonietta Car (813) 313-0760 for more information regarding this property. ELEGANTLY appointed ground level, 2BR /2 BATH condo with 1600 square feet of open living area. Bayport is a uniq
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
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
1/19
$6,500/mo
2 beds2 baths1,346 sq ft
5621 Gulf of Mexico Dr #102, Longboat Key, FL 34228
Welcome to your dream rental in a beautiful gated community on Longboat Key! This stunning waterfront home offers breathtaking views of Sarasota Bay from the back porch, perfect for enjoying serene su
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
1/48
$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
1/51
$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
Please contact Antonietta @ 813-313-0760 for more information. Beautifully appointed seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turn
An Ascendia Group Property! **Listing reflects off season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak season: $7,000/month), (MAY - DEC - off season: $3,250/month). Available beginn
RARELY AVAILABLE FURNISHED GULF FRONT ANNUAL RENTAL! At Water's Edge is a stunning beachfront property that offers a luxurious and memorable experience. Its modern and dramatic exterior provides a hin
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
PORTOBELLO - BEACH FRONT - ANNUAL RENT. Elevate your quality life, Working from home? Retired? relax and enjoy this wonderful two bedrooms, two full baths apartment in front of the #1 beach in Florida
1/22
$5,600/mo
2 beds2 baths1,260 sq ft
3235 Gulf of Mexico Dr Unit A304, Longboat Key, FL 34228
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.
Open for Season 2024! Updated 2 bed, 2 bath condo in sought-after Windward Bay! Enjoy spectacluar sunrises, watch the Manatee and Dolphins frolic in the Bay while sipping your morning coffee. At night
1/35
$6,000/mo
2 beds2 baths1,096 sq ft
4700 Gulf of Mexico Dr #303, Longboat Key, FL 34228
WIDE OPEN FOR SEASON 2024! 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 place
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$3,600/mo
2 beds2 baths1,312 sq ft
4540 Gulf of Mexico Dr Ph 2, Longboat Key, FL 34228
PORTOBELLO - SHORT TERM RENTAL - 2 Bedrooms, 2 Baths in the #1 Beach of Florida, white quartz sand and dreamy sunsets Ample and chic apartment fully furnished to enjoy vacation time. 2 Parking spots
1/14
$7,500/mo
2 beds2 baths1,290 sq ft
3240 Gulf of Mexico Dr Unit B307, Longboat Key, FL 34228
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.
Direct Gulf Front Rental. Gorgeously renovated condo, 2 bedrooms, 2 baths. The renovated kitchen is complete with marble countertops and a wine refrigerator, Nespresso coffee maker! This beach retreat
1/26
$5,750/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
1/40
$6,950/mo
3 beds2 baths1,411 sq ft
4325 Gulf of Mexico Dr #208, Longboat Key, FL 34228
LONGBOAT ARMS . Working from home ? Retired?, Elevate your quality life, relax and enjoy this wonderful and quiet two bedrooms, two full baths apartment surrounding the #1 beach in Florida, white quar
1/37
$4,800/mo
2 beds2 baths1,154 sq ft
3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
Brand new Listing! Ask about special discount now until October! Available from August 2023 to November 2023 normally $6000 per month; December, January, March and April 2024 $10,000 - 12,500 per m
1/34
$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
1/39
$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
1/23
$6,197/mo
3 beds2.5 baths1,336 sq ft
4325 Gulf of Mexico Dr #507, Longboat Key, FL 34228
OFF SEASON RATES FOR SUMMER AND FALL/FLEXIBLE DATES! Turnkey Furnished Vacation, or longer-term rental. Renovated, sleek and modern, 2 bedrooms, 2 updated baths, an updated kitchen and tile throughout
1/26
$5,500/mo
2 beds2 baths1,062 sq ft
3806 Gulf of Mexico Dr Unit C212, Longboat Key, FL 34228
Gorgeous Gulf front, turnkey furnished rental in Tiffany Plaza. Walk out to the beach from this lovely updated and exquisitely furnished 2 bed/2 bath condo. Coastal inspired decor, king bed in the pri
1/37
$12,000/mo
2 beds2 baths1,336 sq ft
4325 Gulf of Mexico Dr #102, Longboat Key, FL 34228
Turnkey furnished rental available now through December 31st or now as an annual rental. Experience the serenity of island living on Longboat Key in this newly renovated, ground floor walkout, Pelica
1/50
$3,800/mo
2 beds2 baths1,248 sq ft
4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228
Welcome to Sunset On The Gulf! This gorgeous 2-bedroom, 2-bathroom, third-floor, corner condo offers the perfect location. Located between the bay and the beach, you are bound to have endless adventur
1/55
$7,000/mo
2 beds2 baths1,133 sq ft
3804 Gulf of Mexico Dr Unit B307, Longboat Key, FL 34228
Please call Antonietta Car at (813) 313-0760 for more information on this home. This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which f
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
AVAILABLE MID-MAY TO DECEMBER 1ST, 2024. 6 month stay, @ $3,500 per month - no tax. PRIME SEASONAL RATES: Jan 1st to April 30th @ $8,500 per month plus 13% sales tax. For shorter off season stay -
Please call Antonietta Car at (813) 313-0760 for more information on this home. STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom
Based on information submitted to the MLS GRID as of Tue May 28 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.