Looking for that last minute escape, look no further! AVAILABLE for 2025 Season at $6000 per month! The owner will negotiate the price for any rental over 3 months. The longer the stay, the better the
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$3,000/mo
2 beds2 baths1,007 sq ft
3810 Gulf of Mexico Dr Unit F302, Longboat Key, FL 34228
GORGEOUS LONG TERM RENTAL!! Bayport Beach & Tennis CLub is an amenity-rich community at sea's edge and is situated in the middle ofLongboat Key. This 2 bedroom, 2 bathroom fully furnished rental is be
Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private entrance. Very Private screened lanai and patio area. Amenities abound at this
LONGBOAT KEY...SUNSET BEACH CLUB II. Nicely appointed 2 bedroom, 2 bath condo, turnkey furnished. Entertainment center in the living room with a flat screen TV. King bed in the master and twin beds in
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$8,000/mo
2 beds2 baths1,273 sq ft
2109 Gulf of Mexico Dr #1402, Longboat Key, FL 34228
Seasonal rental in Bayport Beach and Tennis Club which is a beautiful, established, award-winning, amenity-rich community with immediate access to a peaceful private beach that continues in both direc
This beautiful 2 bedroom/2 bath split and open floor plan condo is spacious and bright. The kitchen featuring a built-in desk and granite counters has been opened to the dining/living room area with v
Turnkey Furnished Vacation is for a seasonal or longer-term rental. This beautiful second floor condo located in the private tropical oasis of the Beach Harbor Club between the bay and the beach with
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$4,000/mo
2 beds2 baths1,007 sq ft
3810 Gulf of Mexico Dr Unit F205, Longboat Key, FL 34228
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SEASONAL :Just you and the Gulf! Enjoy breathtaking sunsets from this lovely 2 bedroom, 2 bath direct Gulf condo with views from every room. Newly renovated, well appointed and can accommodate 6 comfo
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$5,300/mo
2 beds2 baths1,488 sq ft
2729 Gulf of Mexico Dr #12, Longboat Key, FL 34228
LONGBOAT KEY...LUXURY CONDO. Three bedroom, three bathroom condo. Very spacious with 2544 Sq. Ft. open floor plan. All three bathrooms have marble countertops and beautiful fixtures. The views over th
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$7,000/mo
3 beds3 baths2,544 sq ft
3808 Gulf of Mexico Dr Unit E312, Longboat Key, FL 34228
Available May-December with a 90 Day minimum at $2,800 per month plus taxes and fees booked for 2024 season. Welcome to Seaside Dream! Beautifully furnished and decorated, 2 bedrooms, 2 bath condo loc
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$6,000/mo
2 beds2 baths1,046 sq ft
3806 Gulf of Mexico Dr Unit C210, Longboat Key, FL 34228
Seasonal vacation rental: Longboat Arms! Water views from this contemporary 2 bedroom, 2 bath 2nd floor condo tucked away on Button Wood Harbour absolutely packed with amenities including Clubhouse, d
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$5,500/mo
2 beds2 baths1,080 sq ft
3320 Gulf of Mexico Dr Unit 204C, Longboat Key, FL 34228
Welcome to Grand Bay on Longboat Key! Your private elevator will take you directly to your unique double-door entry. Once you are inside you are greeted with panoramic water views from all angles of y
LONG TERM RENTAL. 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 qu
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$3,990/mo
2 beds2 baths1,154 sq ft
3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
AVAILABLE 2025 SEASON! AVAILABLE APRIL 2024-DEC.2024 This unit has been remodeled with all new furnishings. This is a first-floor walk-down two bedroom and den, two bathroom unit with over 1,600 squar
LONGBOAT KEY at GRAND BAY. Luxury furnished RENTAL available for a THREE MONTH or longer stay. This stunning 7th Floor condominium has both sweeping WATER VIEWS of SARASOTA BAY and Sunsets of the GULF
Beautiful beachy condo on Longboat Key! Laid back luxury in a quiet and intimate complex of just 10 residences. This end unit condo has Kohler fixtures throughout, granite countertops with breakfast
Stunning Portobello Vacation 2/2 Condo on Longboat Key. AVAILABLE JAN-APR 2025. This beautiful condo provides easy and relaxed living with gorgeous direct gulf views. Full length screened lanai to en
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$7,800/mo
2 beds2 baths1,260 sq ft
3235 Gulf of Mexico Dr Unit A302, Longboat Key, FL 34228
Absolutely beautiful turnkey furnished condo at the sought after Portobello on Longboat Key. The meticulously maintained, light and bright two bedroom, two bathroom unit has a combination living room/
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$5,000/mo
2 beds2 baths1,260 sq ft
3240 Gulf of Mexico Dr Unit B303, Longboat Key, FL 34228
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 of Florida, white quartz sands and d
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$8,300/mo
2 beds2 baths1,290 sq ft
3240 Gulf of Mexico Dr Unit B307, Longboat Key, FL 34228
Luxury Living meets Modern Coastal at Gulf Front Haven, a beautifully updated, modern, ocean view floorplan that sits right on the beach at Longboat Key, one of the Gulf Coasts Premier Living Areas! T
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$7,200/mo
2 beds2.5 baths1,957 sq ft
1445 Gulf of Mexico Dr #305, Longboat Key, FL 34228
Escape to the beauty of Southern Longboat Key with this stunning direct Gulf front vacation rental. From the moment you step into this fourteen-floor residence at Sea Gate, you will be captivated by t
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$12,000/mo
2 beds2 baths1,470 sq ft
2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
Available to book 2025 season, 4 month minimum! Sea Gate Club! Direct Gulf Views! This stunning 2nd floor residence features 2 bedrooms and 2 full baths with floor to ceiling windows in every room fo
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$12,500/mo
2 beds2 baths1,513 sq ft
2425 Gulf of Mexico Dr Unit 2A, Longboat Key, FL 34228
Gorgeous Bay views await you in this nicely furnished and well equipped two bedroom, two bath, third floor condo in popular Fairway Bay. You will enjoy watching the wildlife frolic in the bay as you s
Last Minute Availablity: December 1, 2023 - January 31, 2024 Booked: February - May 6, 2024 Stay right on the edge of the Gulf of Mexico and enjoy Direct Gulf views from multiple vantage points within
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$9,500/mo
2 beds2 baths1,409 sq ft
1050 Longboat Club Rd #906, Longboat Key, FL 34228
short stories FEBRUARY, MARCH AND APRIL 2024 ARE AVAILABLE. Stunning 2 bedroom 2 bath Longboat Key gulf front condo with direct sweeping views of the Gulf of Mexico. Every evening enjoy breathtakin
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$9,721/mo
2 beds2 baths1,837 sq ft
2105 Gulf of Mexico Dr #3401, Longboat Key, FL 34228
***NEW VACATION RENTAL LISTING** Rented for Season 2025 February through April 15th.* Welcome to your amazing beachfront Longboat Key at Sunset Beach vacation. Sunset Beach is a 3 building complex lo
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$10,000/mo
2 beds2 baths1,463 sq ft
2109 Gulf of Mexico Dr #1203, Longboat Key, FL 34228
Beautiful Beachfront at SEAPLACE Condominium on LONGBOAT KEY. THREE bedroom turnkey FURNISHED READY FOR YOUR THRE MONTH OR LONGER STAY. Master Bedroom has two full beds, queen in second bedroom, and t
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$8,000/mo
3 beds2 baths1,604 sq ft
1925 Gulf of Mexico Dr Unit G8-208, Longboat Key, FL 34228
Live the ultimate beachfront lifestyle in this stunning two-bedroom, three and a half bath condo located on the beautiful shores of Longboat Key. With views of the Gulf of Mexico and access to a wide
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$8,500/mo
2 beds2.5 baths1,569 sq ft
1485 Gulf of Mexico Dr #303, Longboat Key, FL 34228
LOCATION, LOCATION, LOCATION! Is island life on your bucket list? This beachfront condo is located in desired community of Seaplace on Longboat Key where everyday feels like a vacation! Unit is equipp
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$3,750/mo
2 beds2 baths1,076 sq ft
2045 Gulf of Mexico Dr Unit M1-303, Longboat Key, FL 34228
LOCATION, LOCATION, LOCATION!!!!! Gorgeous beach front condo in the sought after Longboat Key community of the Players Club. This light and bright turnkey furnished condo has two bedrooms, two bathroo
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$12,000/mo
3 beds2 baths1,839 sq ft
1485 Gulf of Mexico Dr #109, Longboat Key, FL 34228
Prime location... This absolutely gorgeous fully furnished condo located in the Promenade Longboat Key with breathtaking water views from every room. It offers 2 bedroom/den/2 bathroom. The master be
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$8,000/mo
3 beds3 baths2,100 sq ft
1211 Gulf of Mexico Dr #302, Longboat Key, FL 34228
Open for season 2025. Looking for 3 month renter January through March 2025. Direct Beachfront, Longboat Key remodeled 2/2 Condo in Beachplace. Beautiful Beachplace is a gated community located on th
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$11,700/mo
2 beds2 baths1,392 sq ft
1045 Gulf of Mexico Dr #402, Longboat Key, FL 34228
Gulf Front Longboat Key Seasonal Rental! Located at the luxurious Promenade on Longboat Key, this sleek and modern 4th floor condo offers stunning gulf views, has two bedrooms, two baths, and is a tru
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$12,000/mo
2 beds2 baths1,598 sq ft
1211 Gulf of Mexico Dr #405, Longboat Key, FL 34228
Available January 2025. Leased February - April 2025. Available May 8, 2024 - January 31, 2025. New beautiful renovated kitchen with quartz countertops. SEASONAL or ANNUAL Call for Annual rate. BEACHP
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$11,000/mo
2 beds2 baths1,642 sq ft
1125 Gulf of Mexico Dr #403, Longboat Key, FL 34228
Seasonal. Not available Jan - April 2025. Amazing sunsets from this fabulous 5th floor, direct Gulf beach front, 2 BD, 2 BA condo. Meticulously maintained, this condo has everything you need for a car
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$11,400/mo
2 beds2 baths1,503 sq ft
1135 Gulf of Mexico Dr #504, Longboat Key, FL 34228
This EXQUISITE 3 bedroom - 3 1/2 bath Penthouse has everything you will ever want in a Luxury Beachfront Condo; an open floor plan with plenty of space for living, dining and entertaining and custom a
AVAILABLE RENTAL October 1, 2023 through December 31. 2023 Located the furthest South Behind The Gates of Longboat Key Club. Privateer North Complex located o Gulf of Mexico. Only a few steps to the b
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$5,000/mo
2 beds2 baths1,409 sq ft
1050 Longboat Club Rd #804, Longboat Key, FL 34228
Available 10/01/2023 through 05/302024 This residence is gulf and bay views through your hurricane sliding doors and a view from every room. Pristine sandy beaches from a luxurious direct front gulf c
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$5,500/mo
2 beds2 baths1,290 sq ft
1050 Longboat Club Rd #502, Longboat Key, FL 34228
Available 2025 SEASON. Enjoy beautiful sunsets or sunrises from this spacious 4th floor condo with partial gulf and bay views. This 1600 sq. ft. two bedroom two bath condo is located directly on the
LEASED 2025 SEASON! RARE FIND on south LONGBOAT KEY. Absolutely gorgeous tranquil Gulf of Mexico views from most rooms in this lovely 1900 sq. ft. 3 bedroom 2 bath plus den. 3rd floor condo in eleva
Based on information submitted to the MLS GRID as of Sat May 11 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.