$8,000 per month
- 3 Beds
- 3 Baths
- 2,487 Sq Ft
- House for Rent
2377 Harbour Oaks Dr, Longboat Key, FL 34228
2377 Harbour Oaks Dr, Longboat Key, FL 34228$8,000 per month
2377 Harbour Oaks Dr, Longboat Key, FL 34228
2377 Harbour Oaks Dr, Longboat Key, FL 34228$6,000 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$6,000 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$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$6,000 per month
830 Bayport Way Unit 830, Longboat Key, FL 34228
830 Bayport Way Unit 830, Longboat Key, FL 34228$5,500 per month
5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228$6,000 per month
805 Bayport Way Unit 805, Longboat Key, FL 34228
805 Bayport Way Unit 805, Longboat Key, FL 34228$6,000 per month
741 Bayport Way Unit 741, Longboat Key, FL 34228
741 Bayport Way Unit 741, Longboat Key, FL 34228$6,000 per month
833 Bayport Way Unit 833, Longboat Key, FL 34228
833 Bayport Way Unit 833, Longboat Key, FL 34228$10,000 per month
519 Bayport Way Unit 519, Longboat Key, FL 34228
519 Bayport Way Unit 519, 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
522 Bayport Way Unit 522, Longboat Key, FL 34228
522 Bayport Way Unit 522, 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$6,000 per month
720 Bayport Way Unit 720, Longboat Key, FL 34228
720 Bayport Way Unit 720, Longboat Key, FL 34228$4,000 per month
744 Bayport Way Unit 744, Longboat Key, FL 34228
744 Bayport Way Unit 744, Longboat Key, FL 34228$6,000 per month
517 Bayport Way Unit 517, Longboat Key, FL 34228
517 Bayport Way Unit 517, Longboat Key, FL 34228$15,000 per month
603 Longboat Club Rd Unit 204N, Longboat Key, FL 34228
603 Longboat Club Rd Unit 204N, Longboat Key, FL 34228$9,000 per month
601 Longboat Club Rd Unit 902S, Longboat Key, FL 34228
601 Longboat Club Rd Unit 902S, Longboat Key, FL 34228$20,000 per month
4473 Gulf of Mexico Dr, Longboat Key, FL 34228
4473 Gulf of Mexico Dr, Longboat Key, FL 34228$9,000 per month
829 Bayport Way Unit 829 B, Longboat Key, FL 34228
829 Bayport Way Unit 829 B, Longboat Key, FL 34228$10,500 per month
615 Dream Island Place Unit 201, Longboat Key, FL 34228
615 Dream Island Place Unit 201, Longboat Key, FL 34228$7,750 per month
5611 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
5611 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228$13,000 per month
806 Bayport Way Unit 806, Longboat Key, FL 34228
806 Bayport Way Unit 806, Longboat Key, FL 34228$13,000 per month
609 Bayport Way Unit 609, Longboat Key, FL 34228
609 Bayport Way Unit 609, Longboat Key, FL 34228$7,000 per month
737 Bayport Way Unit D, Longboat Key, FL 34228
737 Bayport Way Unit D, Longboat Key, FL 34228$10,000 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
$5,000 per month
1050 Longboat Club Rd Unit 506, Longboat Key, FL 34228
Beachfront Longboat Key Luxury Living. Wake up every day to sweeping **Gulf views** from this beautifully renovated **5th-floor beachfront residence**. Designed for comfort, tranquility, and effortless coastal living, this 12-month annual rental places you steps from the sand and moments from the world-class dining and boutique shopping of **St. Armands Circle**. Property Highlights*Direct
Donna Channey WAGNER REALTY
$10,000 per month
575 Sanctuary Dr Unit A504, Longboat Key, FL 34228
Welcome to The Sanctuary on Longboat Key, where beachfront living meets effortless comfort. Available as either a 4-month short-term rental for $25,000/month or a 1-year lease at $10,000/month, this southwest corner penthouse offers a rare opportunity to wake up to sweeping Gulf views and end every day with unforgettable sunset skies. From the moment you step through the double-door foyer,
Ryan Heers COLDWELL BANKER REALTY
$2,700 per month
1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
FURNISHED CONDO ON THE BEACH ! AVAILABLE MAY 1ST! SORRY JAN 1- MARCH 2027 IS NOT AVAILABLE . May - November are AVAILABLE MONTHS. This wonderful Condo 2 bed/2 bath and den is now available. Beach Place is one of the most sought out places on Longboat Key. Located mid-island, this association has a FANTASTIC beach, large heated pool, spa and his/hers fitness areas, EV charging station, tennis,
Annabelle Newland STOCKTON REALTY ADVISORS LLC
$25,500 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 (90 days total) rental now available for this coming 2027 winter and spring season! Rare opportunity for a 3 bedroom 3 1⁄2 bath + den Longboat Key direct beachfront rental for the height of season 2027! This 2940 +/- sq ft unit is situated on the south side of this building which offers stunning 180 degree beach views along with
Carol Aviles MICHAEL SAUNDERS & COMPANY
$3,200 per month
4410 Exeter Dr Unit 204, Longboat Key, FL 34228
**AVAILABLE ONLY MAY-OCTOBER 2026* *NOT AVAILABLE FOR 2027 SEASON** **THREE MONTH MINIMUM** LUXURY LONGBOAT LIVING AT IT’S FINEST! RESORT STYLE, 2BR/2B CONDO LOCATED IN THE HIGHLY SOUGHT AFTER LONGBOAT HARBOUR COMMUNITY ON LONGBOAT KEY. This gorgeous 2nd floor condo comes turnkey furnished and located a short distance from St. Armand’s circle. When you walk in you will be blow away by the light,
Brigette Marcus NEXTHOME EXCELLENCE
$2,500 per month
3806 Gulf of Mexico Dr Unit C211, 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 the community’s private beach access complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community kayaks, socialize with
Dakota Magnus FLORIDA GALLERY REAL ESTATE
$4,000 per month
3330 Gulf of Mexico Dr Unit 104D, Longboat Key, FL 34228
Tucked along the quiet edge of the key, where the water gently meets the shoreline and wildlife drifts by with the tide, this easily accessible residence offers something increasingly hard to find: effortless coastal living with the comfort and privacy of a home. Here, your day begins without elevators or long corridors. You simply pull up, step inside, and settle into a space designed for ease.
Janette Schafer COLDWELL BANKER REALTY
$2,500 per month
3808 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
1-bed, 1-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 the community’s private beach access 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
$3,250 per month
676 El Centro, Longboat Key, FL 34228
Experience the best of island living at this luxurious, completely remodeled Longboat Key villa retreat. Renovated from top to bottom, this stunning 2-bedroom, 2-bath residence blends modern elegance with relaxed coastal charm just steps from the Gulf beach. Inside, you’ll find a bright, open layout with high-end finishes throughout. The home features two luxurious full bathrooms, thoughtfully
Moe Mossa SAVVY AVENUE, LLC
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