Condos for Rent in Longboat Key, FL

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ABOUT THIS HOME
Condo for Rent in Longboat Key:
FULLY FURNISHED - UTILITES INCLUDED. 55+ Community. JUNE TO CAN BE UP TO DECEMBER lease $2850/month including utilities. JANUARY - APRIL 2028 $5000/MONTH $150 Application Fee. Dogs under 25lbs...

$2,850/mo

2 beds2 baths1,327 sq ft

718 Spanish Dr N, Longboat Key, FL 34228

Available 06/01 • Dogs welcome • Laundry in unit

(303) 570-2202

ABOUT THIS HOME
Condo for Rent in Longboat Key:
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...

$10,500/mo

3 beds3.5 baths2,143 sq ft

Luxury Seasonal or Annual Rental in the Prestigious Grand Bay Community - Longboat Key

| 3040 Grand Bay Blvd #292, Longboat Key, FL 34228

Dishwasher • Car-dependent

(941) 977-5483

ABOUT THIS HOME
Condo for Rent in Longboat Key:
Available September 1, 2026 through January 31, 2027 with a one-month minimum rental. Experience the best of Longboat Key in this beautifully renovated and newly furnished 2-bedroom, 2-bathroom...

$6,000/mo

2 beds2 baths1,367 sq ft

6750 Gulf of Mexico Dr

| 6750 Gulf of Mexico Dr #171, Longboat Key, FL 34228

Laundry in unit • Parking • A/C

ABOUT THIS HOME
Condo for Rent in Longboat Key:
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...

$4,500/mo

2 beds2 baths1,449 sq ft

6700 Gulf of Mexico Dr

| 6700 Gulf of Mexico Dr #117, Longboat Key, FL 34228

Laundry in unit • Parking • A/C

ABOUT THIS HOME
Condo for Rent in Longboat Key:
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....

$3,200/mo

2 beds2 baths1,015 sq ft

420 Firehouse Ct

| 420 Firehouse Ct #10, Longboat Key, FL 34228

A/C • Car-dependent

ABOUT THIS HOME
Condo for Rent in Longboat Key:
BRING YOUR BOAT, deeded private boat slip that accommodates up to a 60 ft boat INCLUDED! Picturesque Waterview of Sarasota Bay and easy access by boat to the Gulf. Recently renovated with high end...

$10,500/mo

2 beds2 baths1,514 sq ft

615 Dream Island Pl

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

Laundry in unit • Parking • A/C

Property at 573 Spanish Dr N - 573 Spanish Dr N, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$3,500/mo

2 beds2 baths1,380 sq ft

573 Spanish Dr N

| 573 Spanish Dr N, Longboat Key, FL 34228

Property at 957 Spanish Dr N - 957 Spanish Dr N, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$5,500/mo

2 beds2 baths1,399 sq ft

957 Spanish Dr N

| 957 Spanish Dr N, Longboat Key, FL 34228

Property at 820 Spanish Dr S - 820 Spanish Dr S, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$6,000/mo

2 beds2 baths1,390 sq ft

820 Spanish Dr S

| 820 Spanish Dr S, Longboat Key, FL 34228

Property at 5611 Gulf of Mexico Dr - 5611 Gulf of Mexico Dr #3, Longboat Key, FL, 34228, 3 beds, 2 baths, [object Object]

$8,000/mo

3 beds2 baths1,635 sq ft

5611 Gulf of Mexico Dr

| 5611 Gulf of Mexico Dr #3, Longboat Key, FL 34228

$14,000/mo

3 beds2 baths1,675 sq ft

5611 Gulf of Mexico Dr

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

Property at 5621 Gulf of Mexico Dr - 5621 Gulf of Mexico Dr #102, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$6,000/mo

2 beds2 baths1,346 sq ft

5621 Gulf of Mexico Dr

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

$5,500/mo

3 beds2 baths1,731 sq ft

5621 Gulf of Mexico Dr

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

Property at 5611 Gulf of Mexico Dr - 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

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

Property at 747 St Judes Dr S - 747 Saint Judes Dr S #2, Longboat Key, FL, 34228, 1 bed, 1 bath, [object Object]

$3,000/mo

1 bed1 bath667 sq ft

747 St Judes Dr S

| 747 Saint Judes Dr S #2, Longboat Key, FL 34228

Property at 706 Spanish Dr S - 706 Spanish Dr S, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$4,000/mo

2 beds2 baths1,423 sq ft

706 Spanish Dr S

| 706 Spanish Dr S, Longboat Key, FL 34228

Property at 734 Spanish Dr N - 734 Spanish Dr N, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$4,900/mo

2 beds2 baths1,357 sq ft

734 Spanish Dr N

| 734 Spanish Dr N, Longboat Key, FL 34228

Property at 5757 Gulf of Mexico Dr - 5757 Gulf of Mexico Dr #202, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$5,500/mo

2 beds2 baths1,561 sq ft

5757 Gulf of Mexico Dr

| 5757 Gulf of Mexico Dr #202, Longboat Key, FL 34228

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

$4,900/mo

2 beds2 baths1,168 sq ft

4420 Exeter Dr

| 4420 Exeter Dr #208, Longboat Key, FL 34228

Property at 4401 Gulf of Mexico Dr - 4401 Gulf of Mexico Dr #705, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$10,500/mo

2 beds2 baths961 sq ft

4401 Gulf of Mexico Dr

| 4401 Gulf of Mexico Dr #705, Longboat Key, FL 34228

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

$9,000/mo

2 beds2 baths1,325 sq ft

4540 Gulf of Mexico Dr

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

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

$2,900/mo

1 bed1 bath836 sq ft

600 Sutton Pl

| 600 Sutton Pl #201, Longboat Key, FL 34228

Property at 4825 Gulf of Mexico Dr - 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

| 4825 Gulf of Mexico Dr #201, 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]

$5,800+/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 4485 Gulf of Mexico Dr - 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

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

Property at 2850 Gulf of Mexico Dr - 2850 Gulf of Mexico Dr #2, Longboat Key, FL, 34228, 2 beds, 1 bath, [object Object]

$2,000/mo

2 beds1 bath695 sq ft

2850 Gulf of Mexico Dr

| 2850 Gulf of Mexico Dr #2, Longboat Key, FL 34228

Property at 3804 Gulf of Mexico Dr - 3804 Gulf of Mexico Dr Unit B402, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$5,000/mo

2 beds2 baths1,175 sq ft

3804 Gulf of Mexico Dr

| 3804 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228

Property at 3806 Gulf of Mexico Dr - 3806 Gulf of Mexico Dr Unit C108, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$5,500/mo

2 beds2 baths1,401 sq ft

3806 Gulf of Mexico Dr

| 3806 Gulf of Mexico Dr Unit C108, Longboat Key, FL 34228

$2,500/mo

2 beds2 baths1,062 sq ft

3806 Gulf of Mexico Dr

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

Property at 833 Bayport Wy - 833 Bayport Way #833, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$6,000/mo

2 beds2 baths1,456 sq ft

833 Bayport Wy

| 833 Bayport Way #833, Longboat Key, FL 34228

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

$6,000/mo

2 beds2 baths1,456 sq ft

830 Bayport Wy

| 830 Bayport Way #830, Longboat Key, FL 34228

Property at 724 Bayport Wy - 724 Bayport Way #724, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$11,500/mo

2 beds2 baths1,531 sq ft

724 Bayport Wy

| 724 Bayport Way #724, Longboat Key, FL 34228

Property at 716 Bayport Wy - 716 Bayport Way #716, Longboat Key, FL, 34228, 3 beds, 2 baths, [object Object]

$13,500/mo

3 beds2 baths2,134 sq ft

716 Bayport Wy

| 716 Bayport Way #716, Longboat Key, FL 34228

Property at 720 Bayport Wy - 720 Bayport Way #720, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$6,000/mo

2 beds2 baths1,260 sq ft

720 Bayport Wy

| 720 Bayport Way #720, Longboat Key, FL 34228

Property at 739 Bayport Wy - 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 Wy

| 739 Bayport Way #739, Longboat Key, FL 34228

Property at 741 Bayport Wy - 741 Bayport Way #741, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$10,000/mo

2 beds2 baths1,426 sq ft

741 Bayport Wy

| 741 Bayport Way #741, Longboat Key, FL 34228

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

$6,000/mo

2 beds2 baths1,456 sq ft

805 Bayport Wy

| 805 Bayport Way #805, Longboat Key, FL 34228

Property at 750 Bayport Wy - 750 Bayport Way #750, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$8,500/mo

2 beds2 baths1,370 sq ft

750 Bayport Wy

| 750 Bayport Way #750, Longboat Key, FL 34228

Property at 817 Bayport Wy - 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 Wy

| 817 Bayport Way #817, Longboat Key, FL 34228

Property at 522 Bayport Wy - 522 Bayport Way #522, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$6,000/mo

2 beds2 baths1,260 sq ft

522 Bayport Wy

| 522 Bayport Way #522, Longboat Key, FL 34228

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

$6,000/mo

2 beds2 baths1,260 sq ft

517 Bayport Wy

| 517 Bayport Way #517, Longboat Key, FL 34228

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Based on information submitted to the MLS GRID as of Tue Nov 03 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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