$9,000 Per Month
- 2 Beds
- 2 Baths
- 1,458 Sq Ft
- Condo for Rent
601 Longboat Club Rd Unit 902S, Longboat Key, FL 34228
601 Longboat Club Rd Unit 902S, 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$4,500 Per Month
601 Longboat Club Rd Unit 1004S, Longboat Key, FL 34228
Property Id: 2517125This beachfront retreat offers breathtaking panoramic views from its Gulf-front and east-facing balconies, encompassing Lido and Siesta Keys, Longboat Key, and the Sarasota skyline. Inside, a sunlit living room with large windows, a dining area with ocean views, and an updated kitchen with stainless steel appliances and an in-unit washer/dryer provide comfortable
(629) 207-6561
$11,500 Per Month
724 Bayport Way Unit 724, Longboat Key, FL 34228
724 Bayport Way Unit 724, Longboat Key, FL 34228$10,100 Per Month
4805 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
Property Id: 2484818Available December 1st, 2026! THE OCEAN IS YOUR BACKYARD! Minutes away from world-class golfing, boating, tennis, dining, and shopping. This exclusive, private, and serene Gulf Coast Condominium unit has been a traveler's dream for so many years now. The Property offers steps to the Gulf Coast's richest Beaches. We offer a fully stocked outdoor shed with beach chairs,
(941) 207-7562
$13,000 Per Month
806 Bayport Way Unit 806, Longboat Key, FL 34228
806 Bayport Way Unit 806, Longboat Key, FL 34228$9,000
Total Monthly Price
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
$6,000 Per Month
817 Bayport Way Unit 817, Longboat Key, FL 34228
817 Bayport Way Unit 817, Longboat Key, FL 34228$4,995
Total Monthly Price
3465 Gulf of Mexico Dr Unit 223, Longboat Key, FL 34228
Welcome to The Beach Resort on Longboat Key. Savor warm Gulf breezes while resting lavishly in this full unobstructed Gulf-front view with your own private balcony. An upscale condominium complex located directly on the Gulf of Mexico providing SPECTACULAR VIEWS AND BREATH TAKING SUNSETS !!This condo is on the 2 nd floor and the interior designs were created using an eclectic mix of
$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
741 Bayport Way Unit 741, Longboat Key, FL 34228
741 Bayport Way Unit 741, 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$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$6,000 Per Month
833 Bayport Way Unit 833, Longboat Key, FL 34228
833 Bayport Way Unit 833, 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$5,000 Per Month
5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
5611 Gulf of Mexico Dr Unit 3, 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$6,000 Per Month
522 Bayport Way Unit 522, Longboat Key, FL 34228
522 Bayport Way Unit 522, 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$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$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$13,000 Per Month
609 Bayport Way Unit 609, Longboat Key, FL 34228
609 Bayport Way Unit 609, 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
805 Bayport Way Unit 805, Longboat Key, FL 34228
805 Bayport Way Unit 805, 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$10,000 Per Month
519 Bayport Way Unit 519, Longboat Key, FL 34228
519 Bayport Way Unit 519, 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$10,500 Per Month
615 Dream Island Place Unit 201, Longboat Key, FL 34228
615 Dream Island Place Unit 201, Longboat Key, FL 34228$25,500 Per Month
1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
Offered at $25,500 per month for 3 months in 2027! - Come be on the beach! Rarely available on the south end of Longboat Key, a 3 bedroom + den, 3 1/2 bath DIRECT Beachfront 3-month (90 days total) rental is now available for this coming 2027 winter and spring season. This large 2940 +/- sq ft beachfront retreat is situated on the south side of this building which offers stunning 180-degree beach
Carol Aviles MICHAEL SAUNDERS & COMPANY
$8,000 Per Month
3040 Grand Bay Blvd, Longboat Key, FL 34228
Experience unparalleled luxury and breathtaking views from this stunning 9th-floor condominium at Grand Bay. From sunrise to sunset, enjoy panoramic vistas from your private wraparound balcony or through the floor-to-ceiling sliding glass doors that frame the living room. Designed for both relaxation and sophistication, this residence offers the elegance of a luxury waterfront home with the
$3,600 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
$2,500 Per Month
3802 Gulf of Mexico Dr, Longboat Key, FL 34228
AVAILABLE FOR ANNUAL OR RENTAL. 3 MONTH MINIMUM. Beach Harbor Club – Turnkey Furnished Gulf-View Condo. Welcome to your seasonal coastal retreat at the highly desirable Beach Harbor Club on Longboat Key. This beautifully appointed 1-bedroom, 1.5-bath furnished condo offers the perfect blend of comfort, convenience, and island living just steps from the Gulf of Mexico. Inside, you’ll find a bright
$4,800 Per Month
616 Lyons Ln, Longboat Key, FL 34228
Come and enjoy a little piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a
Steve Barthelemy ROOST REALTY INC.
$7,000 Per Month
537 Outrigger Ln, Longboat Key, FL 34228
Welcome boating enthusiasts to this exceptional waterfront residence located in the highly desirable Country Club Shores community on Longboat Key. Situated on a deep-water canal with direct access to the Gulf of America, this beautifully updated two-bedroom, two-bath home with a den offers the ultimate island lifestyle for boaters and beach lovers alike. The property features a brand-new
$3,000 Per Month
820 Spanish Dr S, Longboat Key, FL 34228
Coastal Living at Its Finest in the Spanish Main Yacht Club! Discover your perfect Florida retreat in this beautifully maintained, free-standing 2-bedroom, 2-bathroom villa located on the highly coveted southern end of Longboat Key at 820 Spanish Dr S. Offering 1,390 square feet of bright, open living space, this single-story residence perfectly blends maintenance-free comfort with an active,
Geoff Scalera AUM FLORIDA REAL ESTATE LLC
$15,000 Per Month
1581 Gulf of Mexico Dr, Longboat Key, FL 34228
Annual Furnished Rental Available at The Residences at The St. Regis Longboat Key mark the debut of a truly iconic address — the first branded residential community and ultra-luxury five-star resort on the Gulf of Mexico. Welcome home to the legendary service and sophistication of St. Regis, paired with the tranquil allure of a seaside retreat on the exclusive barrier island of Longboat Key,
$7,100 Per Month
3440 Gulf of Mexico Dr Unit 9, Longboat Key, FL 34228
AVAILABLE Dec. 2025-April 2026, 2 mos. min. This is a second floor walk up, two bedroom and den, two bathroom unit with over 1,600 square feet of interior living space. There is a private screened balcony/lanai and aa staircase entrance to the front door of the unit. The unit has partial water views from the living room, dining room, den, and the screened balcony and exterior open balcony/lanai
Brenda Cozy COLDWELL BANKER REALTY
$2,795 Per Month
3330 Gulf of Mexico Dr, 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
$5,500 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
Showing Results 1 - 40, Page 1 of 4
Longboat Key, FL, located 5 miles off the coast from Sarasota, provides a luxurious island lifestyle with minimal tourist presence. This 10-mile long and half-mile wide island features Gulf of Mexico Drive, lined with mangroves, palm trees, and entrances to waterfront communities. Residents enjoy year-round beach access, with the Gulf of Mexico to the west and Sarasota Bay to the east. Housing options range from island-inspired ranch-style homes to Spanish Revival mansions and luxury condos. Public amenities include Bayfront Park with its indoor recreation facility, outdoor playground, dog park, and kayak launch. The Longboat Tennis Center offers ten courts and a pro shop, while golf enthusiasts can play at the semi-private Harbourside and Links on Longboat courses, part of the Longboat Key Club. This private club also features a tennis facility, dining options, a marina, and a fitness center. Students attend highly rated Anna Maria Elementary, located 7 miles north, with further education options in Bradenton. Dining options on the island include Dry Dock Waterfront Grill and Shore, with additional shopping and dining available at St. Armands Circle on nearby Lido Key. For groceries, residents can visit the local Publix. While nightlife is limited on Longboat Key, Sarasota's entertainment options are just a short drive away.
There are currently 156 homes available for rent in Longboat Key, FL. The median rent is $7,000 per month, with single-family homes renting at $10,000, townhouses at $13,000 and condos at $6,500.