Key West, FL rental listings

44 rentals

Sort:

Recommended

DEAL

ABOUT THIS HOME
Key West, FL Rental Listings
*Pricing and availability change daily. *Deposit terms may vary based on credit screening.

1 bd: $2,750

2 bd: $2,995 • 3 bd: $3,599

9 units available • Pets welcome • Parking

The Quarry

| 10 Betty Rose Dr, Key West, FL 33040

(786) 789-7675

ABOUT THIS HOME
Key West, FL Rental Listings
Unfurnished for long term lets only. 1009 Watson is a beautiful, well-cared for, large (1700sqft) two story Old Town house that rarely comes on the long term rental market. Built in 1918 it blends...

$4,500/mo

3 beds2.5 baths1,700 sq ft

Laundry in unit • A/C • Dishwasher

1009 Watson St, Key West, FL 33040

(303) 475-8486

ABOUT THIS HOME
Key West, FL Rental Listings
Bright, open, and airy Old Florida one story, updated, single family home. Safe, family neighborhood and quiet street. Deep water canal with 50+ footage of seawall for in-water boat dockage. Quick...

$5,500/mo

3 beds2 baths1,419 sq ft

Laundry in unit • A/C • Dishwasher

25 Amaryllis Dr, Key West, FL 33040

(305) 797-1338

ABOUT THIS HOME
Key West, FL Rental Listings
This charming 12 month rental is located on a quiet street in the mid-town neighborhood of Key West. There is a large front deck which is a nice space to relax with your morning coffee or a c*******...

$3,500/mo

2 beds1 bath1,351 sq ft

Dogs welcome • A/C

1224 Seminary St Unit 1, Key West, FL 33040

(305) 363-8144

NEW 9 HRS AGO

ABOUT THIS HOME
Key West, FL Rental Listings
Key West by the Sea Rentals & Sales, Inc. presents this top-floor unit in the desirable "B" building, offering breathtaking direct beach and ocean views. This 1-bedroom, 1-bathroom condo features an...

$2,800/mo

1 bed1 bath754 sq ft

Available 10/10 • Parking • Car-dependent

2601 S Roosevelt Blvd Unit 603B, Key West, FL 33040

(305) 296-6667

ABOUT THIS HOME
Key West, FL Rental Listings
Monthly vacation rental with seasonal pricing ($6,000 - $15,000) Located on the quieter end of iconic Duval Street, this two-bedroom split-level condo is within walking distance to all that Key West...

$6,000/mo

2 beds2.5 baths1,240 sq ft

Available 11/01 • Laundry in unit • Parking

1075 Duval St Unit R12, Key West, FL 33040

(410) 978-7656

Property at 1002 Thomas St, Key West, FL, 33040, 2 beds, 2.5 baths, [object Object]

$5,500/mo

2 beds2.5 baths728 sq ft

1002 Thomas St, Key West, FL 33040

Property at 201 Coppitt Rd Unit 205A, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$2,700/mo

1 bed1 bath536 sq ft

201 Coppitt Rd Unit 205A, Key West, FL 33040

Property at 3655 Seaside Dr #423, Key West, FL, 33040, 2 beds, 2 baths, [object Object]

$3,250/mo

2 beds2 baths772 sq ft

3655 Seaside Dr #423, Key West, FL 33040

Property at 818 Whitehead St #5, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$3,595/mo

1 bed1 bath300 sq ft

818 Whitehead St #5, Key West, FL 33040

Property at 6440 2nd St #8, Stock Island, FL, 33040, 2 beds, 1 bath, [object Object]

$2,800/mo

2 beds1 bath600 sq ft

6440 2nd St #8, Stock Island, FL 33040

Property at 55 Boca Chica Rd #459, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$2,500/mo

1 bed1 bath446 sq ft

55 Boca Chica Rd #459, Key West, FL 33040

Property at 3708 Duck Ave, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$2,700/mo

1 bed1 bath— sq ft

3708 Duck Ave, Key West, FL 33040

Property at 208 Olivia St, Key West, FL, 33040, 2 beds, 2.5 baths, [object Object]

$4,100/mo

2 beds2.5 baths1,000 sq ft

208 Olivia St, Key West, FL 33040

Property at 1315 William St, Key West, FL, 33040, 3 beds, 2 baths, [object Object]

$8,500/mo

3 beds2 baths1,673 sq ft

1315 William St, Key West, FL 33040

Property at 3817 Duck Ave, Key West, FL, 33040, 3 beds, 2 baths, [object Object]

$5,400/mo

3 beds2 baths2,018 sq ft

3817 Duck Ave, Key West, FL 33040

Property at 22 Ed Swift Rd, Key West, FL, 33040, 2 beds, 2.5 baths, [object Object]

$3,400/mo

2 beds2.5 baths1,250 sq ft

22 Ed Swift Rd, Key West, FL 33040

Property at 3635 Seaside Dr #406, Key West, FL, 33040, 2 beds, 2 baths, [object Object]

$3,250/mo

2 beds2 baths772 sq ft

3635 Seaside Dr #406, Key West, FL 33040

Property at 3675 Seaside Dr #337, Key West, FL, 33040, 2 beds, 2 baths, [object Object]

$3,250/mo

2 beds2 baths770 sq ft

3675 Seaside Dr #337, Key West, FL 33040

Property at 918 Southard St #205, Key West, FL, 33040, 3 beds, 2 baths, [object Object]

$14,000/mo

3 beds2 baths1,700 sq ft

918 Southard St #205, Key West, FL 33040

Property at 3312 Northside Dr #107, Key West, FL, 33040, 2 beds, 2 baths, [object Object]

$3,400/mo

2 beds2 baths696 sq ft

3312 Northside Dr #107, Key West, FL 33040

Property at 1211 Varela St, Key West, FL, 33040, 2 beds, 2.5 baths, [object Object]

$4,500/mo

2 beds2.5 baths— sq ft

1211 Varela St, Key West, FL 33040

Property at 14 Aster Ter, Key West, FL, 33040, 3 beds, 2 baths, [object Object]

$5,800/mo

3 beds2 baths— sq ft

14 Aster Ter, Key West, FL 33040

Property at 1513 Josephine St, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$3,250/mo

1 bed1 bath568 sq ft

1513 Josephine St, Key West, FL 33040

Property at 3430 Eagle Ave #6, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$1,500/mo

1 bed1 bath— sq ft

3430 Eagle Ave #6, Key West, FL 33040

Property at 1515 Josephine St Unit C, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$2,850/mo

1 bed1 bath— sq ft

1515 Josephine St Unit C, Key West, FL 33040

Property at 41G Miriam St Unit F, Stock Island, FL, 33040, 2 beds, 1 bath, [object Object]

$3,200/mo

2 beds1 bath1,020 sq ft

41G Miriam St Unit F, Stock Island, FL 33040

Property at 1411 Truman Ave, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$1,650/mo

1 bed1 bath434 sq ft

1411 Truman Ave, Key West, FL 33040

Property at 725 Southard St, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$2,650/mo

1 bed1 bath— sq ft

725 Southard St, Key West, FL 33040

Property at 921 White St Unit 921-3, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$2,800/mo

1 bed1 bath900 sq ft

921 White St Unit 921-3, Key West, FL 33040

Property at 901 White St Unit 2, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$3,400/mo

1 bed1 bath675 sq ft

901 White St Unit 2, Key West, FL 33040

Property at 3930 S Roosevelt Blvd Unit 402W, Key West, FL, 33040, 3 beds, 2 baths, [object Object]

$4,000/mo

3 beds2 baths1,100 sq ft

3930 S Roosevelt Blvd Unit 402W, Key West, FL 33040

Property at 3930 S Roosevelt Blvd Unit S309, Key West, FL, 33040, 2 beds, 2 baths, [object Object]

$3,200/mo

2 beds2 baths805 sq ft

3930 S Roosevelt Blvd Unit S309, Key West, FL 33040

$19,161/mo

2 beds2 baths2,023 sq ft

536 Fleming St Unit 1297611P, Key West, FL 33040

Property at 1315 Whitehead St Unit 1297834P, Key West, FL, 33040, 4 beds, 3 baths, [object Object]

$6,690/mo

4 beds3 baths1,797 sq ft

1315 Whitehead St Unit 1297834P, Key West, FL 33040

Property at 2627 Staples Ave Unit A, Key West, FL, 33040, 2 beds, 1 bath, [object Object]

$4,500/mo

2 beds1 bath756 sq ft

2627 Staples Ave Unit A, Key West, FL 33040

Property at 717 Emma St Unit 717-B Emma, Key West, FL, 33040, 2 beds, 1 bath, [object Object]

$3,200/mo

2 beds1 bath816 sq ft

717 Emma St Unit 717-B Emma, Key West, FL 33040

Property at 1315 First St Unit 1315-2, Key West, FL, 33040, 2 beds, 1 bath, [object Object]

$3,000/mo

2 beds1 bath750 sq ft

1315 First St Unit 1315-2, Key West, FL 33040

Property at 218 Whitehead St, Key West, FL, 33040, 3 beds, 2 baths, [object Object]

$5,000/mo

3 beds2 baths1,407 sq ft

218 Whitehead St, Key West, FL 33040

Property at 800 Elizabeth St #624, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$2,500/mo

1 bed1 bath330 sq ft

800 Elizabeth St #624, Key West, FL 33040

Property at 2421 Patterson Ave Unit A, Key West, FL, 33040, 2 beds, 1 bath, [object Object]

$3,100/mo

2 beds1 bath825 sq ft

2421 Patterson Ave Unit A, Key West, FL 33040

Viewing page 1 of 2

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys Board of Realtors®, Florida Keys MLS, Inc. Real Estate Listings held by brokerage firms other than (name of displaying real estate firm) are marked with the MLS logo and detailed information about them includes the name of the listing broker’s office.

All listings featuring the BMLS logo are provided by BeachesMLS Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright 2026 Beaches Multiple Listing Service, Inc

More to explore in Key West, FL

Property Types
Bedrooms
Amenities
Price

Rentals near Key West, FL

Cities

Neighborhoods

SeaSide rental listings

Apartments for rent near Key West, FL

Cities
Rental Buildings

Popular rental markets in Florida

Rentals
Apartments

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

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.

Key West, FL rental listings

More to explore in Key West, FL

Rentals near Key West, FL

Cities

Neighborhoods

Apartments for rent near Key West, FL

Popular rental markets in Florida

Related searches in Key West, FL