Longboat Key, FL rental listings

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ABOUT THIS HOME
Longboat Key, FL Rental Listings
Rent is $15,000 per month off season and $25,000 per month for the season ..beginning in December to the end of April. Possibility renting for one year.Best rental in Longboat Key.Lushly landcscaped...

$15,000/mo

3 beds3.5 baths4,322 sq ft

981 Longboat Club Rd, Longboat Key, FL 34228

Pets welcome • Laundry in unit • A/C

(941) 685-6948

ABOUT THIS HOME
Longboat Key, FL Rental Listings
Escape to your own private garden oasis on beautiful Longboat Key. This home features lush tropical landscaping, a sparkling heated pool, and a spacious screened lanai perfect for outdoor dining and...

$10,000/mo

3 beds2 baths1,454 sq ft

6979 Longboat Dr S, Longboat Key, FL 34228

Pets welcome • Laundry in unit • Parking

ABOUT THIS HOME
Longboat Key, FL Rental Listings
Remodeled Single-Family Home in Historic Longbeach VillageAvailable for annual lease on the north end of Longboat Key, this beautifully updated 4-bedroom, 2-bath single-family home is located in the...

$4,200/mo

4 beds2 baths1,280 sq ft

600 Russell St, Longboat Key, FL 34228

Pets welcome • Parking • A/C

ABOUT THIS HOME
Longboat Key, FL Rental Listings
August & Sept Summer special rate! This charming single-story residence is a meticulous rebuild with an open-concept great room featuring high ceilings, abundant natural light, and a gourmet kitchen...

$5,850/mo

2 beds2 baths1,650 sq ft

701 Broadway St, Longboat Key, FL 34228

Laundry in unit • Parking • A/C

ABOUT THIS HOME
Longboat Key, FL Rental Listings
Experience luxury coastal living in this completely renovated annual rental on the desirable north end of Longboat Key. Situated on an oversized double lot just minutes from the pristine Gulf...

$9,500/mo

3 beds2 baths2,141 sq ft

691 Russell St, Longboat Key, FL 34228

Pets welcome • Parking • A/C

ABOUT THIS HOME
Longboat Key, FL Rental Listings
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 condo....

$6,000/mo

2 beds2 baths1,367 sq ft

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

Laundry in unit • Parking • A/C

Property at 6700 Gulf of Mexico Dr #117, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$4,500/mo

2 beds2 baths1,449 sq ft

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

Property at 615 Dream Island Rd #107, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$12,500/mo

2 beds2 baths1,293 sq ft

615 Dream Island Rd #107, Longboat Key, FL 34228

Property at 885 Spanish Dr N, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$2,600/mo

2 beds2 baths1,423 sq ft

885 Spanish Dr N, Longboat Key, FL 34228

Property at 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, Longboat Key, FL 34228

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

$3,000/mo

2 beds2 baths1,390 sq ft

820 Spanish Dr S, Longboat Key, FL 34228

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

$5,000/mo

3 beds2 baths1,635 sq ft

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

Property at 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 Saint Judes Dr S #2, Longboat Key, FL 34228

Property at 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, Longboat Key, FL 34228

Property at 5757 Gulf of Mexico Dr #305, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$5,500/mo

2 beds2 baths1,561 sq ft

5757 Gulf of Mexico Dr #305, Longboat Key, FL 34228

Property at 619 Cedars Ct, Longboat Key, FL, 34228, 1 bed, 2 baths, [object Object]

$3,800/mo

1 bed2 baths1,244 sq ft

619 Cedars Ct, Longboat Key, FL 34228

Property at 5801 Gulf of Mexico Dr, Longboat Key, FL, 34228, 4 beds, 4 baths, [object Object]

$19,975/mo

4 beds4 baths4,236 sq ft

5801 Gulf of Mexico Dr, Longboat Key, FL 34228

Property at 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 #208, Longboat Key, FL 34228

Property at 4401 Gulf of Mexico Dr #907, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$6,000/mo

2 beds2 baths1,314 sq ft

4401 Gulf of Mexico Dr #907, 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 Tiffany Plaza - 4325 Gulf of Mexico Dr, Longboat Key, FL, 34228, 2-3 beds, 2-2.5 baths, [object Object]

$5,500+/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 3802 Gulf of Mexico Dr Unit A204, Longboat Key, FL, 34228, 1 bed, 1.5 baths, [object Object]

$2,000/mo

1 bed1.5 baths761 sq ft

3802 Gulf of Mexico Dr Unit A204, Longboat Key, FL 34228

Property at 840 Bayport Way #840, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$4,200/mo

2 beds2 baths1,640 sq ft

840 Bayport Way #840, Longboat Key, FL 34228

Property at 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 Way #720, 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 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 Way #750, Longboat Key, FL 34228

Property at 3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$3,000/mo

2 beds2 baths1,031 sq ft

3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228

Property at 3390 Bayou Sound, Longboat Key, FL, 34228, 4 beds, 3 baths, [object Object]

$11,000/mo

4 beds3 baths2,772 sq ft

3390 Bayou Sound, Longboat Key, FL 34228

Property at 3210 Bayou Sound, Longboat Key, FL, 34228, 3 beds, 2 baths, [object Object]

$11,900/mo

3 beds2 baths2,091 sq ft

3210 Bayou Sound, Longboat Key, FL 34228

Property at 3240 Gulf of Mexico Dr Unit B303, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$7,200/mo

2 beds2 baths1,260 sq ft

3240 Gulf of Mexico Dr Unit B303, Longboat Key, FL 34228

Property at 2823 Gulf of Mexico Dr, Longboat Key, FL, 34228, 3 beds, 3 baths, [object Object]

$12,500/mo

3 beds3 baths1,744 sq ft

2823 Gulf of Mexico Dr, Longboat Key, FL 34228

Property at 613 Buttonwood Dr, Longboat Key, FL, 34228, 3 beds, 2 baths, [object Object]

$14,900/mo

3 beds2 baths1,871 sq ft

613 Buttonwood Dr, Longboat Key, FL 34228

Property at 540 Neptune Ave #7, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$5,700/mo

2 beds2 baths1,160 sq ft

540 Neptune Ave #7, Longboat Key, FL 34228

Property at Sea Gate Club - 2425 Gulf of Mexico Dr, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$9,000+/mo

2 beds2 baths1,470 sq ft

Sea Gate Club

| 2425 Gulf of Mexico Dr, Longboat Key, FL 34228

Property at 2301 Gulf of Mexico Dr Unit 102N, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$10,000/mo

2 beds2 baths1,235 sq ft

2301 Gulf of Mexico Dr Unit 102N, Longboat Key, FL 34228

Property at 1928 Harbourside Dr #1402, Longboat Key, FL, 34228, 2 beds, 2.5 baths, [object Object]

$3,500/mo

2 beds2.5 baths1,626 sq ft

1928 Harbourside Dr #1402, Longboat Key, FL 34228

Property at 2012 Harbourside Dr #2102, Longboat Key, FL, 34228, 2 beds, 2.5 baths, [object Object]

$3,500/mo

2 beds2.5 baths1,590 sq ft

2012 Harbourside Dr #2102, Longboat Key, FL 34228

Property at 2109 Gulf of Mexico Dr #1203, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$10,000/mo

2 beds2 baths1,463 sq ft

2109 Gulf of Mexico Dr #1203, Longboat Key, FL 34228

Property at 2089 Gulf of Mexico Dr Unit G1-302, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$3,500/mo

2 beds2 baths1,257 sq ft

2089 Gulf of Mexico Dr Unit G1-302, Longboat Key, FL 34228

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

$3,750/mo

2 beds2 baths928 sq ft

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

Property at 1511 Gulf of Mexico Dr #201, Longboat Key, FL, 34228, 3 beds, 3.5 baths, [object Object]

$24,750/mo

3 beds3.5 baths2,940 sq ft

1511 Gulf of Mexico Dr #201, Longboat Key, FL 34228

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Based on information submitted to the MLS GRID as of Sat Aug 29 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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