$10,000 per month
- 2 Beds
- 2 Baths
- 1,685 Sq Ft
- Condo for Rent
523 Bayport Way Unit 523, Longboat Key, FL 34228
523 Bayport Way Unit 523, Longboat Key, FL 34228$10,000 per month
523 Bayport Way Unit 523, Longboat Key, FL 34228
523 Bayport Way Unit 523, Longboat Key, FL 34228$10,000 per month
838 Bayport Way Unit 838, Longboat Key, FL 34228
838 Bayport Way Unit 838, Longboat Key, FL 34228$14,000 per month
5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228
5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228$6,000 per month
817 Bayport Way Unit 817, Longboat Key, FL 34228
817 Bayport Way Unit 817, Longboat Key, FL 34228$3,200 per month
600 Sutton Place Unit 201, Longboat Key, FL 34228
600 Sutton Place Unit 201, Longboat Key, FL 34228$9,000 per month
830 Bayport Way Unit 830, Longboat Key, FL 34228
830 Bayport Way Unit 830, Longboat Key, FL 34228$11,900 per month
5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228$10,000 per month
741 Bayport Way Unit 741, Longboat Key, FL 34228
741 Bayport Way Unit 741, Longboat Key, FL 34228$9,000 per month
833 Bayport Way Unit 833, Longboat Key, FL 34228
833 Bayport Way Unit 833, Longboat Key, FL 34228$10,000 per month
805 Bayport Way Unit 805, Longboat Key, FL 34228
805 Bayport Way Unit 805, Longboat Key, FL 34228$13,500 per month
716 Bayport Way Unit 716, Longboat Key, FL 34228
716 Bayport Way Unit 716, Longboat Key, FL 34228$6,000 per month
706 Bayport Way Unit 706, Longboat Key, FL 34228
706 Bayport Way Unit 706, Longboat Key, FL 34228$10,000 per month
522 Bayport Way Unit 522, Longboat Key, FL 34228
522 Bayport Way Unit 522, Longboat Key, FL 34228$9,500 per month
519 Bayport Way Unit 519, Longboat Key, FL 34228
519 Bayport Way Unit 519, Longboat Key, FL 34228$10,000 per month
720 Bayport Way Unit 720, Longboat Key, FL 34228
720 Bayport Way Unit 720, Longboat Key, FL 34228$9,500 per month
744 Bayport Way Unit 744, Longboat Key, FL 34228
744 Bayport Way Unit 744, Longboat Key, FL 34228$9,500 per month
517 Bayport Way Unit 517, Longboat Key, FL 34228
517 Bayport Way Unit 517, Longboat Key, FL 34228$8,500 per month
737 Bayport Way Unit D, Longboat Key, FL 34228
737 Bayport Way Unit D, Longboat Key, FL 34228$16,500 per month
601 Longboat Club Rd Unit 404S, Longboat Key, FL 34228
601 Longboat Club Rd Unit 404S, Longboat Key, FL 34228$10,500 per month
724 Bayport Way Unit 724, Longboat Key, FL 34228
724 Bayport Way Unit 724, Longboat Key, FL 34228$10,000 per month
832 Bayport Way Unit 832, Longboat Key, FL 34228
832 Bayport Way Unit 832, Longboat Key, FL 34228$9,500 per month
5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228$10,500 per month
2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228
2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228$11,000 per month
739 Bayport Way Unit 739, Longboat Key, FL 34228
739 Bayport Way Unit 739, Longboat Key, FL 34228$8,000 per month
455 Longboat Club Rd Unit 401, Longboat Key, FL 34228
Welcome to Paradise! Beautiful 3 bedroom 3.5 baths, luxury split floor plan condo on LONGBOAT KEY. Behind the gates of Longboat Key Club, known for its privacy and yet close to St. Armand's Circle for dining, shopping, entertainment & cultural offerings of downtown Sarasota. Located on the south end of Longboat Key, this tastefully furnished 4th floor updated unit offers a partial view of the
$3,000 per month
3802 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
2-bed, 2-bath seasonal or annual rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle
Dakota Magnus FLORIDA GALLERY REAL ESTATE
$20,000 per month
601 Longboat Club Rd, Longboat Key, FL 34228
Welcome to your serene escape in Longboat Key, Florida! This charming property offers an ideal location for those seeking a beachside lifestyle while still being close to essential amenities.Key property features include spacious bedrooms and bathrooms, providing ample space for relaxation and comfort. With several delightful restaurants nearby, you can easily enjoy the local cuisine.
$23,500 per month
1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
South Longboat Key 3 bed, 3 1/2 bath DIRECT Beachfront 3-month rental now available for this immediate 2026 season anytime between end of December through May '26! (can be moderately longer or shorter) Rare opportunity for a 3 bedroom 3 1⁄2 bath + den Longboat Key direct beachfront rental for the height of season 2026! This 2940 +/- sq ft unit is situated on the south side of this building which
Carol Aviles MICHAEL SAUNDERS & COMPANY
$4,500 per month
1055 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
Property Id: 2070073This is a rare Gulf-front contemporary penthouse available for sale at Beachplace on Longboat Key. It offers amazing views of the Gulf of Mexico from most rooms and has two balconies. Located on the southern end of Longboat Key, Beachplace is close to the water, providing a great waterfront lifestyle. The penthouse is beautifully renovated with the largest balcony for
$4,250 per month
350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228
Annual rental available at the beautiful Tangerine Club on Longboat Key! Discover your dream home at Tangerine Bay Club on the serene and convenient south end of Longboat Key. This meticulously maintained 2,400-square-foot end-unit residence boasts breathtaking views of Sarasota Bay. Ideally just steps from Dry Dock Marina and Restaurant, and a short drive to Publix, shopping, dining, St. Armands
Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY
$4,500 per month
4420 Exeter Dr Unit 208, Longboat Key, FL 34228
2025 WINTER RENTAL- Available Oct 1, 2025- May 24, 2026. Talk about the perfect beach place. Intercoastal view and private easy access to the beach with a private beach house! Longboat Harbour Condominium Association has tennis courts, a fitness center, Kayak launching pads, docks, fishing areas, many pools, private access to the beach on the Gulf of Mexico. Marina slips MAY be available so you
Armando Gonzalez AG REALTY SERVICES LLC
$15,000 per month
2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228
ELEGANT BEACH FRONT CONDO ON LONGBOAT KEY. This exquisite 2 bedroom, 2 bathroom condo has been totally updated. The kitchen has top of the line, state of the art appliances. Induction stove top, touchless kitchen sink faucet, cooking island, breakfast bar. From the moment you enter this property you are greeted with a wide open floor plan. Incredible views of the Gulf of Mexico and Sarasota Bay.
Teresa Ribaudo JENNETTE PROPERTIES INC
$4,500 per month
842 Bayport Way Unit 842, Longboat Key, FL 34228
Welcome to your island sanctuary. Located in the private 800 "cluster" in award winning Bayport Beach and Tennis Club, this well appointed corner condo has everything for carefree, comfortable island living. A light and spacious living area opens out to a screened lanai and large outdoor patio overlooking landscaped grounds. There is a gas grill for al fresco meals and a patio gate out to the
Rosemarie McKee COLDWELL BANKER REALTY
$6,000 per month
535 Sanctuary Dr Unit A102, Longboat Key, FL 34228
Welcome to the Sanctuary. This beach front community is located inside the private gates of The Longboat Key Club. This 1st floor walk out residence that feels like a beach house will impress you with the space and tasteful decor/furnishings. Spend your time walking the private beach with the turquoise blue waters of the Gulf of Mexico along with a game of tennis, private fitness center, Olympic
Jose Hugo Martinez KW COASTAL LIVING III
$3,000 per month
3804 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
LONGBOAT KEY...Lovely 2 bedroom 2 bath penthouse located on the top floor in Building B directly across from the private beach. Updated kitchen with stainless steel appliances and master and guest bathrooms with ceramic tile and marble. Split floor plan, master suite with a king size bed and the guest room can be used as an office, den or bedroom with its king size murphy bed and a private
Teresa Ribaudo JENNETTE PROPERTIES INC
$3,900 per month
3802 Gulf of Mexico Dr Unit 107, Longboat Key, FL 34228
2-bed, 2-bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community
Dakota Magnus FLORIDA GALLERY REAL ESTATE
$3,000 per month
534 Sutton Place, Longboat Key, FL 34228
Available for immediate occupancy and incredible deal on leases through the end of 2025! GULF BEACH and BAY ACCESS! This single story end unit is the perfect place to escape the cold winter months and experience Island living on Longboat Key. This 2 bedroom, 2 bathroom condo has a spacious living and dining room combo, which opens to a bright and airy Florida room, perfect for relaxing or
Tanner Frey KELLER WILLIAMS ON THE WATER S
$9,000 per month
1000 Longboat Club Rd, Longboat Key, FL 34228
Welcome to your elevated coastal retreat on Longboat Key, located behind the gate of the prestigious Longboat Key Club. Available annually at $9,000/month or seasonally from November through April at $11,500/month, this fully renovated upper-floor residence offers refined living with sweeping Gulf and Bay views from two private balconies. Set within one of the island’s most exclusive beachfront
Jenna Genovese KELLER WILLIAMS ON THE WATER S
$5,500 per month
3806 Gulf of Mexico Dr Unit C108, Longboat Key, FL 34228
Available for season 2026! Experience resort-style living in this spacious 2-bedroom, 2-bath condo located in Beach Harbor Club on Longboat Key. Nestled along Sarasota Bay, this community offers refreshing bay breezes and an array of waterfront amenities, including kayak storage and lift, a boating and fishing pier, and private beach access to the pristine sands of the Gulf of Mexico. Relax by
Maureen Plichta STRINGER MANAGEMENT INC
$8,000 per month
2295 Gulf of Mexico Dr Unit 54S, Longboat Key, FL 34228
SNOW BIRDS WELCOME! Fully Furnished and turnkey, immaculate 2 bedroom condo at The Islander Club with over 40 foot terrace. Renters have access to private beach and all ammenities; Clubhouse and Tennis Courts, New Pool, New Fitness Center, New Saunas. Islander Club is minutes to grocery, convenience stores, restaurants, The Longboat Key Club and a short distance to world famous St.
Julie Lojacono Mackie COLDWELL BANKER REALTY
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