$6,000 per month
- 2 Beds
- 2 Baths
- 1,346 Sq Ft
- Condo for Rent
5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
5621 Gulf of Mexico Dr Unit 102, 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$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$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$9,337 per month
1109 Gulf of Mexico Dr Unit ID1386020P, Longboat Key, FL 34228
The advertised rate of $9,337/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 31, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$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
$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
$2,995 per month
3330 Gulf of Mexico Dr Unit 202-D, Longboat Key, FL 34228
BAYSIDE CONDO WITH FULL BAY VIEWS – AVAILABLE FOR ANNUAL RENTAL Experience the best of Longboat Key living in this beautifully furnished 2-bedroom, 2-bath second-floor condo (with elevator access) located in the desirable Longboat Arms community. This turnkey residence offers stunning, unobstructed bay views and a well-designed open floor plan. The kitchen flows seamlessly into the dining and
Heidi Thompson STRINGER MANAGEMENT INC
$3,000 per month
747 Saint Judes Dr S Unit 2, Longboat Key, FL 34228
GORGEOUS BAY VIEWS. Located in a quiet association of only eight units. Annual Unfurnished unit; open kitchen/living and dining area with master bedroom and tub/shower combo in en-suite bath. Canal views with private dock and boat lift (a boater and fisherman's dream). Drop a line outside your back door! Screened lanai with washer/dryer. Exterior parking immediately outside the unit with gas BBQ
Gregory Koss WAGNER REALTY
$4,000 per month
420 Firehouse Ct Unit 10, Longboat Key, FL 34228
Seldom available annual rental on the coveted north end of Longboat Key. This beautifully remodeled 2-bedroom, 2-bath condo boasts new appliances, cabinets, flooring, and modern fixtures throughout. Both bedrooms feature spacious walk-in closets, and a separate utility room includes washer and dryer hookups. Embrace the laid-back coastal lifestyle with quick access to beaches, restaurants,
Gregory Koss WAGNER REALTY
$6,500 per month
3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228
Seasonal / Short-Term Rental on Longboat Key /Vacation in one of the nation’s most celebrated coastal destinations, where a leading national travel magazine ranked Longboat Key among the Top 5 Best Islands in the United States. Experience the beauty firsthand while enjoying breathtaking water views from nearly every room of this stunning condominium at Portobello. This beautifully renovated
Cody Smith RENT SARASOTA
$4,800 per month
600 Russell St, Longboat Key, FL 34228
Remodeled Single-Family Home in Historic Longbeach Village Available for annual lease on the north end of Longboat Key, this beautifully updated 4-bedroom, 2-bath single-family home is located in the charming and historic Longbeach Village. The home features brand-new appliances, cabinetry, fixtures, and flooring throughout. Lawn maintenance is included in the monthly rent, and the utility room
Gregory Koss WAGNER REALTY
$2,500 per month
3330 Gulf of Mexico Dr Unit 206D, Longboat Key, FL 34228
BAYSIDE CONDO WITH FULL BAY VIEW AVAILABLE IMMEDIATELY FOR ANNUAL RENTAL. This lovely 2nd floor (elevator access) 2-bedroom, 2-bath Turnkey Furnished condo in a small community with heated pool, tennis court and club house is a boater's Bayside dream! The interior is nicely appointed and the kitchen opens to the dining room and living area. Full length, Spacious enclosed lanai overlooking the Bay
Teresa Ribaudo JENNETTE PROPERTIES INC
$9,000 per month
1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
Welcome to The Player’s Club on Longboat Key, a guard-gated Gulf-front community offering the ultimate blend of privacy, comfort, and coastal luxury. This fully furnished 2-bedroom, 2.5-bath residence located in building #1 is available for rent with a 3-month minimum per HOA guidelines and features direct Gulf views from the private balcony, perfect for enjoying breathtaking sunsets. Situated
Rinat Sikdar COLDWELL BANKER REALTY
$7,500 per month
730 Fox St, Longboat Key, FL 34228
Serene and cozy home in beautiful Longboat Key Village, place where the old Florida meet the new one. Exquisite dining is couple minutes away (The Shore, Whitney’s or Mar Vista), as well as almost private Whitney Beach. Old times charm slows the time itself and once you enter the home, you will feel like on vacation. Three bedrooms, three bathrooms (two of them are en-suite), nice living room
Linda Votrubova ENVISION REALTY PARTNERS LLC
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