$13,000 Per Month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Condo for Rent
609 Bayport Way Unit 609, Longboat Key, FL 34228
609 Bayport Way Unit 609, 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$4,500
Total Monthly Price
779 St Judes Dr N Unit SI FL2-ID1604522P, Longboat Key, FL 34228
The advertised rate of $4,500/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 2, 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
$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$5,848
Total Monthly Price
1109 Gulf of Mexico Dr Unit SI ID1591491P, Longboat Key, FL 34228
The advertised rate of $5,849/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 1, 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
$6,000 Per Month
805 Bayport Way Unit 805, Longboat Key, FL 34228
805 Bayport Way Unit 805, Longboat Key, FL 34228$5,696
Total Monthly Price
6701 Gulf of Mexico Dr Unit SI ID1591482P, Longboat Key, FL 34228
The advertised rate of $5,696/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 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
$6,000 Per Month
720 Bayport Way Unit 720, Longboat Key, FL 34228
720 Bayport Way Unit 720, Longboat Key, FL 34228$6,345
Total Monthly Price
320 N Shore Rd Unit SI ID1591451P, Longboat Key, FL 34228
The advertised rate of $6,345/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 4, 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
$10,000 Per Month
519 Bayport Way Unit 519, Longboat Key, FL 34228
519 Bayport Way Unit 519, Longboat Key, FL 34228$4,428
Total Monthly Price
6997 Longboat Dr S Unit SI ID1591477P, Longboat Key, FL 34228
The advertised rate of $4,428/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 13, 2027. 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
$6,000 Per Month
517 Bayport Way Unit 517, Longboat Key, FL 34228
517 Bayport Way Unit 517, Longboat Key, FL 34228$9,841
Total Monthly Price
1922 Harbourside Dr Unit SI FL1-ID1590867P, Longboat Key, FL 34228
The advertised rate of $9,842/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 30, 2027. 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
$10,500 Per Month
615 Dream Island Place Unit 201, Longboat Key, FL 34228
615 Dream Island Place Unit 201, Longboat Key, FL 34228$8,361 Per Month
5275 Gulf of Mexico Dr Unit SI FL2-ID1623889P, Longboat Key, FL 34228
The advertised rate of $8,361/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 24, 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
$11,500 Per Month
724 Bayport Way Unit 724, Longboat Key, FL 34228
724 Bayport Way Unit 724, Longboat Key, FL 34228$6,891
Total Monthly Price
5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228
The advertised rate of $6,891/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 26, 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
$13,000 Per Month
806 Bayport Way Unit 806, Longboat Key, FL 34228
806 Bayport Way Unit 806, Longboat Key, FL 34228$21,118
Total Monthly Price
4330 Falmouth Dr Unit SI ID1578356P, Longboat Key, FL 34228
The advertised rate of $21,118/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 3, 2028. 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
$6,000 Per Month
817 Bayport Way Unit 817, Longboat Key, FL 34228
817 Bayport Way Unit 817, Longboat Key, FL 34228$25,403
Total Monthly Price
1281 Gulf of Mexico Dr Unit SI FL1-ID1594589P, Longboat Key, FL 34228
The advertised rate of $25,403/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 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
$13,500 Per Month
716 Bayport Way Unit 716, Longboat Key, FL 34228
716 Bayport Way Unit 716, Longboat Key, FL 34228$11,000 Per Month
807 Bayport Way, Longboat Key, FL 34228
Welcome to your dream condo in beautiful Longboat Key! This spacious 2-bedroom, 2-bathroom gem offers 1,370 square feet of modern living, perfect for those who appreciate both comfort and style. With a host of amenities and a vibrant community atmosphere, this property is sure to impress. RARELY AVAILABLE FOR 2027 SEASON. LESING NOW FOR DECEMBER 2026 AND JANUARY TRHOUGH APRIL 30TH 2027. MINIMUM
$6,000 Per Month
741 Bayport Way Unit 741, Longboat Key, FL 34228
741 Bayport Way Unit 741, Longboat Key, FL 34228$7,000
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
$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$8,000 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$4,500 Per Month
6700 Gulf of Mexico Dr Unit 117, Longboat Key, FL 34228
RARE UNFURNISHED ANNUAL Longboat Key Whitney Beach 2-bedroom, 2 full bath 1st floor end-unit located on the serene north end of Longboat Key. This waterfront condominium offers coastal living with sweeping views of Bishop’s Bayou from Livingroom, master bedroom, dining area and kitchen. A private front courtyard welcomes you inside, where new high-end luxury vinyl plank flooring flows throughout,
Kim Blakeney JENNETTE PROPERTIES INC
$4,093
Total Monthly Price
1145 Gulf of Mexico Dr Unit SI ID1591375P, Longboat Key, FL 34228
The advertised rate of $4,093/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 9, 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
$24,750 Per Month
1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
Offered at $24,750 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
$6,358
Total Monthly Price
5055 Gulf of Mexico Dr Unit SI FL1-ID1590856P, Longboat Key, FL 34228
The advertised rate of $6,358/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 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
$12,000 Per Month
714 Norton St, Longboat Key, FL 34228
Offered fully furnished and turnkey for lease terms from 6 to 12 months, this private Longboat Key canal-front retreat captures a dreamy beach lifestyle while blending original mid-century character with elevated coastal charm. The bright, open interior is thoughtfully furnished for comfort and entertaining, with ceiling fans throughout, a fully stocked kitchen and a brand-new appliance package.
Traci de Wid RESIDENTIAL WEALTH PARTNERS
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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 153 homes available for rent in Longboat Key, FL. The median rent is $7,000 per month, with single-family homes renting at $11,525, townhouses at $13,000 and condos at $6,500.
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Number of Homes for Rent
153
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Median Rent
$7,000
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Median Single Family Home Rent
$11,525
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Median Townhouse Rent
$13,000
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Median Condo Rent
$6,500
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