Condos for Rent in Longboat Key, FL

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ABOUT THIS HOME
Condo for Rent in Longboat Key:
2 Bd/2 Bath on Sarasota Bay Across from Gulf of Mexico Available now - December 13, 2025 and May 1, 2026 - December 12, 2026. Beautiful corner unit condo with an abundance of windows located betwee

$3,000/mo

2 beds2 baths1,330 sq ft

4340 Falmouth Dr, Longboat Key, FL 34228

Laundry in unit • A/C • Dishwasher

ABOUT THIS HOME
Condo for Rent in Longboat Key:
NOW AVAILABLE STARTING JUNE 1, 2026 - BRAND NEW RENOVATED and TURNKEY FURNISHED available for ANNUAL LEASE ($3,500/MONTH) OR SEASONAL ($4,600/MONTH). LEASE -3 MONTH MINUMUM RENTAL (OR INQUIRE ABOUT AN

$3,500/mo

2 beds2 baths1,380 sq ft

573 Spanish Dr N, Longboat Key, FL 34228

Available 06/01 • Parking • A/C

ABOUT THIS HOME
Condo for Rent in Longboat Key:
AVAILABLE STARTING MAY 1, 2026. WITH 3 MONTH MINUMUM RENTAL. FULL WATERFRONT NEWLY RENOVATED (internal new photos coming soon) and TURNKEY FURNISHED VILLA for SEASONAL OR ANNUAL LEASE. Seasonal Lease

$5,500/mo

2 beds2 baths1,399 sq ft

957 Spanish Dr N, Longboat Key, FL 34228

Available 12/01 • Parking • A/C

ABOUT THIS HOME
Condo for Rent in Longboat Key:
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-ba

$2,500/mo

2 beds2 baths1,062 sq ft

3806 Gulf of Mexico Dr Unit C202, Longboat Key, FL 34228

Parking • A/C • Dishwasher

ABOUT THIS HOME
Condo for Rent in Longboat Key:
DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach

$14,000/mo

3 beds2 baths1,675 sq ft

5611 Gulf of Mexico Dr #1, Longboat Key, FL 34228

Parking • A/C • Car-dependent

ABOUT THIS HOME
Condo for Rent in Longboat Key:
AVAILABLE MARCH 2025 - APRIL 10 $7,000 30 day lease. Looking for a Beach front vacation in warm sunny Florida in a condo where you walk out onto the deck and directly onto the beach? Stay in this 2 be

$9,500/mo

2 beds2 baths1,346 sq ft

5621 Gulf of Mexico Dr #102, Longboat Key, FL 34228

Parking • A/C • Car-dependent

Property at 5621 Gulf of Mexico Dr #103, Longboat Key, FL, 34228, 3 beds, 2 baths, [object Object]

$9,000/mo

3 beds2 baths1,731 sq ft

5621 Gulf of Mexico Dr #103, Longboat Key, FL 34228

Property at 554 Sutton Pl, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$3,000/mo

2 beds2 baths1,248 sq ft

554 Sutton Pl, Longboat Key, FL 34228

Property at 5611 Gulf of Mexico Dr #5, Longboat Key, FL, 34228, 3 beds, 3 baths, [object Object]

$7,750/mo

3 beds3 baths1,672 sq ft

5611 Gulf of Mexico Dr #5, Longboat Key, FL 34228

Property at The Shore - 5757 Gulf of Mexico Dr, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$5,500+/mo

2 beds2 baths1,561 sq ft

The Shore

| 5757 Gulf of Mexico Dr, Longboat Key, FL 34228

Property at 4401 Gulf of Mexico Dr #703, Longboat Key, FL, 34228, 1 bed, 1.5 baths, [object Object]

$4,500/mo

1 bed1.5 baths725 sq ft

4401 Gulf of Mexico Dr #703, Longboat Key, FL 34228

Property at 535 Forest Way, Longboat Key, FL, 34228, 2 beds, 2.5 baths, [object Object]

$6,900/mo

2 beds2.5 baths1,440 sq ft

535 Forest Way, Longboat Key, FL 34228

Property at 5135 Gulf of Mexico Dr #103, Longboat Key, FL, 34228, 3 beds, 2 baths, [object Object]

$5,950/mo

3 beds2 baths1,586 sq ft

5135 Gulf of Mexico Dr #103, Longboat Key, FL 34228

Property at 4420 Exeter Dr #208, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$4,500/mo

2 beds2 baths1,168 sq ft

4420 Exeter Dr #208, Longboat Key, FL 34228

Property at 517 Bayport Way #517, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$9,500/mo

2 beds2 baths1,260 sq ft

517 Bayport Way #517, Longboat Key, FL 34228

Property at 4540 Gulf of Mexico Dr #2, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$7,500/mo

2 beds2 baths1,312 sq ft

4540 Gulf of Mexico Dr #2, Longboat Key, FL 34228

Property at 4360 Chatham Dr #108, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$6,000/mo

2 beds2 baths1,316 sq ft

4360 Chatham Dr #108, Longboat Key, FL 34228

Property at 600 Sutton Pl #201, Longboat Key, FL, 34228, 1 bed, 1 bath, [object Object]

$3,200/mo

1 bed1 bath836 sq ft

600 Sutton Pl #201, Longboat Key, FL 34228

Property at 830 Bayport Way #830, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$9,000/mo

2 beds2 baths1,456 sq ft

830 Bayport Way #830, Longboat Key, FL 34228

Property at 4825 Gulf of Mexico Dr #202, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$7,000/mo

2 beds2 baths1,393 sq ft

4825 Gulf of Mexico Dr #202, Longboat Key, FL 34228

Property at 4825 Gulf of Mexico Dr #203, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$6,500/mo

2 beds2 baths1,393 sq ft

4825 Gulf of Mexico Dr #203, Longboat Key, FL 34228

Property at 4825 Gulf of Mexico Dr #201, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$7,800/mo

2 beds2 baths1,393 sq ft

4825 Gulf of Mexico Dr #201, Longboat Key, FL 34228

Property at 3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$5,000/mo

2 beds2 baths1,046 sq ft

3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228

Property at Tiffany Plaza - 4325 Gulf of Mexico Dr, Longboat Key, FL, 34228, 2-3 beds, 2-2.5 baths, [object Object]

$5,000+/mo

2-3 beds2-2.5 baths1,336-1,411 sq ft

Tiffany Plaza

| 4325 Gulf of Mexico Dr, Longboat Key, FL 34228

Property at 3808 Gulf of Mexico Dr Unit E211, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$5,000/mo

2 beds2 baths1,085 sq ft

3808 Gulf of Mexico Dr Unit E211, Longboat Key, FL 34228

Property at 4485 Gulf of Mexico Dr #2, Longboat Key, FL, 34228, 3 beds, 2 baths, [object Object]

$10,500/mo

3 beds2 baths1,576 sq ft

4485 Gulf of Mexico Dr #2, Longboat Key, FL 34228

Property at 1065 Gulf of Mexico Dr #601, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$12,000/mo

2 beds2 baths1,172 sq ft

1065 Gulf of Mexico Dr #601, Longboat Key, FL 34228

Property at 615 Dream Island Rd #201, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$9,000/mo

2 beds2 baths1,514 sq ft

615 Dream Island Rd #201, Longboat Key, FL 34228

Property at 534 Sutton Pl, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$3,000/mo

2 beds2 baths1,278 sq ft

534 Sutton Pl, Longboat Key, FL 34228

Property at 829 Bayport Way #829, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$9,000/mo

2 beds2 baths1,601 sq ft

829 Bayport Way #829, Longboat Key, FL 34228

Property at 3240 Gulf of Mexico Dr Unit B404, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$3,900/mo

2 beds2 baths1,260 sq ft

3240 Gulf of Mexico Dr Unit B404, Longboat Key, FL 34228

Property at 838 Bayport Way #838, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$10,000/mo

2 beds2 baths1,601 sq ft

838 Bayport Way #838, Longboat Key, FL 34228

Property at 739 Bayport Way #739, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$11,000/mo

2 beds2 baths1,601 sq ft

739 Bayport Way #739, Longboat Key, FL 34228

Property at 805 Bayport Way #805, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$10,000/mo

2 beds2 baths1,456 sq ft

805 Bayport Way #805, Longboat Key, FL 34228

Property at 2109 Gulf of Mexico Dr #1402, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$7,500/mo

2 beds2 baths1,273 sq ft

2109 Gulf of Mexico Dr #1402, Longboat Key, FL 34228

Property at 817 Bayport Way #817, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$6,000/mo

2 beds2 baths1,601 sq ft

817 Bayport Way #817, Longboat Key, FL 34228

Property at 706 Bayport Way #706, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$6,000/mo

2 beds2 baths1,601 sq ft

706 Bayport Way #706, Longboat Key, FL 34228

Property at 618 Bayport Way #618, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$6,050/mo

2 beds2 baths1,260 sq ft

618 Bayport Way #618, Longboat Key, FL 34228

Property at 1945 Gulf of Mexico Dr Unit M2-414, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$6,500/mo

2 beds2 baths928 sq ft

1945 Gulf of Mexico Dr Unit M2-414, Longboat Key, FL 34228

Property at 3806 Gulf of Mexico Dr Unit C212, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$3,000/mo

2 beds2 baths1,062 sq ft

3806 Gulf of Mexico Dr Unit C212, Longboat Key, FL 34228

Property at 3235 Gulf of Mexico Dr Unit A302, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$8,000/mo

2 beds2 baths1,260 sq ft

3235 Gulf of Mexico Dr Unit A302, Longboat Key, FL 34228

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