33040, FL rental listings

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NEW 7 HRS AGODEAL

ABOUT THIS HOME
33040, FL Rental Listings
*Pricing and availability change daily. *Deposit terms may vary based on credit screening.

1 bd: $2,750

2 bd: $2,995

The Quarry

| 10 Betty Rose Dr, Key West, FL 33040

11 units available • Pets welcome • Parking

(786) 789-7675

ABOUT THIS HOME
33040, 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

1009 Watson St, Key West, FL 33040

Available 09/01 • Laundry in unit • A/C

(303) 475-8486

ABOUT THIS HOME
33040, 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

25 Amaryllis Dr, Key West, FL 33040

Laundry in unit • A/C • Dishwasher

(305) 797-1338

ABOUT THIS HOME
33040, 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

1224 Seminary St Unit 1, Key West, FL 33040

Dogs welcome • A/C

(305) 363-8144

ABOUT THIS HOME
33040, FL Rental Listings
3 bedroom, 2.5 bath home for rent starting November 1, 2026. Everyone tells us they feel right at home there. Beautiful setting in a quiet neighborhood. Close to all that Key West offers. We may...

$5,500/mo

3 beds3 baths1,600 sq ft

56 Golf Club Dr, Key West, FL 33040

Available 10/01 • Dogs welcome • Laundry in unit

(570) 251-0306

ABOUT THIS HOME
33040, 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

1075 Duval St Unit R12, Key West, FL 33040

Available 11/01 • Laundry in unit • Parking

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

$3,350/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 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 24 Beach Dr, Key West, FL, 33040, 2 beds, 2 baths, [object Object]

$5,500/mo

2 beds2 baths932 sq ft

24 Beach Dr, 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 22 Ed Swift Rd, Key West, FL, 33040, 2 beds, 2.5 baths, [object Object]

$3,500/mo

2 beds2.5 baths1,250 sq ft

22 Ed Swift Rd, 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]

$3,350/mo

1 bed1 bath— 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 2402 Flagler Ave Unit 1, Key West, FL, 33040, 0 beds, 1 bath, [object Object]

$2,500/mo

Studio1 bath— sq ft

2402 Flagler Ave Unit 1, Key West, 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

$18,964/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 3389 Northside Dr Unit 3389, Key West, FL, 33040, 2 beds, 2 baths, [object Object]

$3,300/mo

2 beds2 baths952 sq ft

3389 Northside Dr Unit 3389, 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 4D 10th Ave Unit B units, Stock Island, FL, 33040, 1 bed, 1 bath, [object Object]

$1,400/mo

1 bed1 bath1,000 sq ft

4D 10th Ave Unit B units, Stock Island, 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]

$3,300/mo

2 beds1 bath825 sq ft

2421 Patterson Ave Unit A, Key West, FL 33040

Property at 1200 Duval St Apt 1, Key West, FL, 33040, 1 bed, 1 bath, [object Object]

$2,500/mo

1 bed1 bath— sq ft

1200 Duval St Apt 1, Key West, FL 33040

Property at 1527 Von Phister St Unit Up, Key West, FL, 33040, 2 beds, 1 bath, [object Object]

$3,200/mo

2 beds1 bath— sq ft

1527 Von Phister St Unit Up, Key West, FL 33040

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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

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