Longboat Key, FL rental listings

130 rentals

Sort:

Recommended

ABOUT THIS HOME
Longboat Key, FL Rental Listings
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
Longboat Key, FL Rental Listings
LONGBOAT KEY...If you're looking for a Luxury winter vacation home, stop searching. You have just found the perfect house located on a private & peaceful cul-de-sac. This beautiful 5 bedroom, 5.1 bath

$29,000/mo

5 beds5.5 baths4,858 sq ft

591 Putting Green Ln, Longboat Key, FL 34228

Parking • A/C • Car-dependent

ABOUT THIS HOME
Longboat Key, FL Rental Listings
2-bed, 2-bath seasonal 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-bay communit

$6,500/mo

2 beds2 baths1,133 sq ft

3802 Gulf of Mexico Dr Unit A207, Longboat Key, FL 34228

Parking • A/C • Dishwasher

ABOUT THIS HOME
Longboat Key, FL Rental Listings
2-bed, 2-bath 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-bay community is packed with

$3,900/mo

2 beds2 baths1,085 sq ft

3802 Gulf of Mexico Dr Unit A107, Longboat Key, FL 34228

Parking • A/C • Dishwasher

ABOUT THIS HOME
Longboat Key, FL Rental Listings
BAYPORT BEACH and TENNIS CLUB, a Gulf to Bay, FULLY FURNISHED 2/2 residence. Bayport is an award winning community situated in theheart of Longboat Key. A friendly, popular, residential enclave of 136

$10,000/mo

2 beds2 baths1,601 sq ft

832 Bayport Way #832, Longboat Key, FL 34228

Dogs welcome • Parking • A/C

ABOUT THIS HOME
Longboat Key, FL Rental Listings
Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private entrance. Very Private screened lanai and patio area. Amenities abound at this

$9,500/mo

2 beds2 baths1,260 sq ft

517 Bayport Way #517, Longboat Key, FL 34228

Available 05/01 • Parking • A/C

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

$9,000/mo

2 beds2 baths1,456 sq ft

833 Bayport Way #833, 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 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 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 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 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 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 Way #716, 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 720 Bayport Way #720, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$10,000/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 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 Way #741, Longboat Key, FL 34228

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

$10,000/mo

3 beds3 baths1,744 sq ft

2823 Gulf of Mexico Dr, Longboat Key, FL 34228

Property at 744 Bayport Way #744, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$9,500/mo

2 beds2 baths1,456 sq ft

744 Bayport Way #744, 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 806 Bayport Way #806, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$13,000/mo

2 beds2 baths1,260 sq ft

806 Bayport Way #806, 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 3810 Gulf of Mexico Dr Unit F304, Longboat Key, FL, 34228, 1 bed, 1 bath, [object Object]

$4,000/mo

1 bed1 bath811 sq ft

3810 Gulf of Mexico Dr Unit F304, Longboat Key, FL 34228

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

$10,000/mo

2 beds2 baths1,260 sq ft

522 Bayport Way #522, Longboat Key, FL 34228

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

$5,000/mo

2 beds2 baths1,032 sq ft

540 Neptune Ave #7, Longboat Key, FL 34228

Property at 519 Bayport Way #519, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$9,500/mo

2 beds2 baths1,456 sq ft

519 Bayport Way #519, Longboat Key, FL 34228

Property at 609 Bayport Way #609, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$13,000/mo

2 beds2 baths1,260 sq ft

609 Bayport Way #609, 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 981 Longboat Club Rd Unit NA, Longboat Key, FL, 34228, 3 beds, 3 baths, [object Object]

$25,000/mo

3 beds3 baths4,322 sq ft

981 Longboat Club Rd Unit NA, Longboat Key, FL 34228

Property at 3810 Gulf of Mexico Dr Unit F206, Longboat Key, FL, 34228, 2 beds, 2 baths, [object Object]

$2,495/mo

2 beds2 baths1,007 sq ft

3810 Gulf of Mexico Dr Unit F206, Longboat Key, FL 34228

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

$4,000/mo

2 beds2 baths1,031 sq ft

3806 Gulf of Mexico Dr Unit C305, 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 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 3390 Bayou Sound, Longboat Key, FL, 34228, 3 beds, 3 baths, [object Object]

$11,000/mo

3 beds3 baths2,772 sq ft

3390 Bayou Sound, 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

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 1581 Gulf of Mexico Dr #307, Longboat Key, FL, 34228, 1 bed, 1.5 baths, [object Object]

$25,000/mo

1 bed1.5 baths1,721 sq ft

1581 Gulf of Mexico Dr #307, Longboat Key, FL 34228

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

$13,000/mo

3 beds2 baths1,871 sq ft

613 Buttonwood Dr, Longboat Key, FL 34228

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

$8,000+/mo

2 beds2 baths1,470-1,513 sq ft

Sea Gate Club

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

Property at 595 Bowsprit Ln, Longboat Key, FL, 34228, 4 beds, 2.5 baths, [object Object]

$14,500/mo

4 beds2.5 baths2,550 sq ft

595 Bowsprit Ln, Longboat Key, FL 34228

Viewing page 2 of 4

Based on information submitted to the MLS GRID as of Tue Dec 02 2025. 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.

More to explore in Longboat Key, FL

Property Types
Bedrooms
Amenities
Price

Popular rental markets in Florida

Rentals
Apartments

Related searches in Longboat Key, FL

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

Longboat Key, FL rental listings

More to explore in Longboat Key, FL

Rentals near Longboat Key, FL

Cities

Apartments for rent near Longboat Key, FL

Cities

Popular rental markets in Florida

Related searches in Longboat Key, FL