Houses for Rent in 33040, FL

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ABOUT THIS HOME
House for Rent in 33040:
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

1009 Watson St, Key West, FL 33040

Laundry in unit • A/C • Dishwasher

(303) 475-8486

ABOUT THIS HOME
House for Rent in 33040:
Located in the heart of Old Town Key West! Walk, bike or drive your golf cart to famous restaurants, bars, tourist attractions and beaches. This 2 bedroom 2.5 bath home is being rented annually,...

$5,500/mo

2 beds2.5 baths728 sq ft

1002 Thomas St, Key West, FL 33040

Dogs welcome • Parking • A/C

(831) 869-8499

ABOUT THIS HOME
House for Rent in 33040:
$2800/month available now. Park Place Townhomes, 6440 2nd Street, unit #8, Stock Island, near the intersection of 3rd Ave., has 2 bedrooms, 1 bath, Half of a Duplex, unfurnished, tenant pays for all...

$2,800/mo

2 beds1 bath600 sq ft

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

Parking • A/C • Somewhat walkable

(305) 304-8000

ABOUT THIS HOME
House for Rent in 33040:
BRAND NEW CONSTRUCTION! PLUS - Location, Location, Location! This 4-bedroom, 2-bathroom home is just two blocks from Old Town's vibrant center, Duval Street, the Southernmost Point and the beaches....

$8,500/mo

3 beds2 baths1,673 sq ft

1315 William St, Key West, FL 33040

Very walkable • Some transit

(305) 896-7253

ABOUT THIS HOME
House for Rent in 33040:
Furnished 3-bedroom, 2-bath single-level home available for a one-year lease, November 1st. First, last, and security deposit required. Small pets may be considered with an additional deposit. The...

$5,000/mo

3 beds2 baths2,018 sq ft

3817 Duck Ave, Key West, FL 33040

Parking • Somewhat walkable • Minimal transit

(305) 923-6344

ABOUT THIS HOME
House for Rent in 33040:
Available November 1st! A short drive from Key West, this charming canal-front home is perfect for long-term living! Featuring 2 bedrooms, 2 baths, a spacious master suite with water views, and an...

$5,000/mo

2 beds2 baths1,408 sq ft

37 Blue Water Dr, Key West, FL 33040

Available 11/01 • Parking • A/C

(305) 587-7330

Property at 37 Palm Dr, Key West, FL, 33040, 3 beds, 3 baths, [object Object]

$5,000/mo

3 beds3 baths1,380 sq ft

37 Palm Dr, 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, 2 beds, 2 baths, [object Object]

$5,800/mo

2 beds2 baths1,280 sq ft

14 Aster Ter, Key West, FL 33040

Property at 1212 Varela St, Key West, FL, 33040, 2 beds, 2 baths, [object Object]

$6,500/mo

2 beds2 baths1,308 sq ft

1212 Varela St, Key West, FL 33040

Property at 727 Southard St, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$2,800/mo

1 bed1 bath— sq ft

727 Southard St, Key West, FL 33040

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

$2,695/mo

1 bed1 bath— sq ft

1515 Josephine St Unit C, Key West, FL 33040

Property at 116 4th St, Key West, FL, 33040, 2 beds, 1 bath, [object Object]

$3,000/mo

2 beds1 bath— sq ft

116 4th 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 2627 Staples Ave Unit B, Key West, FL, 33040, 2 beds, 1 bath, [object Object]

$3,900/mo

2 beds1 bath756 sq ft

2627 Staples Ave Unit B, 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 2401 Patterson Ave #101, Key West, FL, 33040, 3 beds, 2 baths, [object Object]

$4,900/mo

3 beds2 baths912 sq ft

2401 Patterson Ave #101, Key West, FL 33040

End of results (Download top 17)

Willing to be flexible? Here are some rentals that closely match your search.

NEW 26 HRS AGODEAL

ABOUT THIS HOME
House for Rent in 33040:
*Pricing and availability change daily. *Deposit terms may vary based on credit screening.

1 bd: $2,699

2 bd: $2,950

The Quarry

| 10 Betty Rose Dr, Key West, FL 33040

6 units match • Pets welcome • Laundry hookups

(786) 789-7675

ABOUT THIS HOME
House for Rent in 33040:
This is the first floor of a two story home, front porch, rear deck and large rear patio. One bedroom with attached den or sitting room. Home originally had another bedroom that was open to create a...

$3,800/mo

1 bed1 bath900 sq ft

1104 Virginia St, Key West, FL 33040

Available 10/20 • Pets welcome • Laundry in unit

(305) 240-0634

ABOUT THIS HOME
House for Rent in 33040:
1/1 waterfront condo in Big Coppitt, MM10. Tenant pays electric and wifi (water and trash included). First month/security deposit to move in. Background/credit check required, no previous evictions....

$2,700/mo

1 bed1 bath536 sq ft

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

Parking • A/C • Car-dependent

(304) 582-3327

ABOUT THIS HOME
House for Rent in 33040:
Available for annual lease starting August 1st, 2026, this 2 bedroom, 2 bathroom fourth-floor condo is located in the desirable SaltPonds community in Key West. The condo offers a comfortable split...

$3,000/mo

2 beds2 baths772 sq ft

3655 Seaside Dr #423, Key West, FL 33040

Laundry in unit • Parking • A/C

(305) 292-1922

ABOUT THIS HOME
House for Rent in 33040:
Key West Cottage - Long-Term or Short-Term Rentals Minimum 28-day reservation ! Available May 2027 onward! Rate: $3,595/mo. Plus utilities (for a 3-6 month lease) Refundable Security Deposit:...

$3,595/mo

1 bed1 bath300 sq ft

818 Whitehead St #5, Key West, FL 33040

Available 05/01 • A/C • Dishwasher

(404) 907-4179

ABOUT THIS HOME
House for Rent in 33040:
Offered for yearly rental in one of Key West's most iconic and desirable neighborhoods. This charming two-story townhouse features 2 bedrooms and 21/2 bathrooms, storage attic, along with a welcoming...

$4,100/mo

2 beds2.5 baths1,000 sq ft

208 Olivia St, Key West, FL 33040

Available 11/01 • Parking • A/C

(305) 240-8078

Property at 3312 Northside Dr #101, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$2,300/mo

1 bed1 bath408 sq ft

3312 Northside Dr #101, Key West, FL 33040

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

$3,000/mo

2 beds2 baths772 sq ft

3635 Seaside Dr #406, Key West, FL 33040

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.

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