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2026-02-25
2026-02-26
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Vacation Rentals in Key West

Dream Maker On The Atlantic

1800 Atlantic Blvd #C320, Key West, United States View map

The 2-room Dream Maker On The Atlantic Apartment Key West is located within 5 minutes' walk of The Key West Nature Preserve and overlooks the sea. The waterfront Mallory Square lies just a short… More

From US$ 813 Book Now

Nassau Suite Key West

921 Center Street #12, Key West, United States View map

**Nassau Suite Key West** is nestled in the vibrant heart of Duval, offering an enchanting retreat that perfectly blends luxury with a lively atmosphere. This striking suite boasts elegant leather… More

From US$ 546 Book Now

Duval Breeze By Avantstay Great Location Close To Beach Nightlife Shared Pool Week Long Stays

1075 Duval St #30, Key West, United States View map

South Beach is a mere 500 metres from the 2-bedroom and 2-bathroom villa, set right in the centre of Key West. A full kitchen with coffee/tea making equipment, fridges and an oven is included at this… More

From US$ 1572 Book Now

La Brisa Unit 105 North Building

South Roosevelt Boulevard 1901, Key West, United States View map

Higgs Beach is 1.2 km from La Brisa Unit 105 North Building Villa, while The Ernest Hemingway Home and Museum is a 10-minute drive from here. The 2-bedroom villa also comes with a kitchen, which is… More

From US$ 741 Book Now

The Collins On Duval

Duval Street 505, Key West, United States View map

Located 16 minutes on foot from the even Southernmost Point, the 150 m^2 The Collins On Duval Apartment Key West is within a 700-metre distance of a top family-friendly place like Key West Aquarium. More

From US$ 882 Book Now

African Queen - Harbor Walk Hideaways

Greene Street, Key West, United States View map

The 39 m² African Queen - Harbor Walk Hideaways Key West apartment is located 950 metres from Truman Little White House and nearly a 25-minute walk from Southernmost Point of the Continental US… More

From US$ 1001 Book Now

The Breeze

1901 South Roosevelt Blvd, Unit 301 East, Key West, United States View map

During the stay at The Breeze Villa Key West, guests can indulge in a sauna or visit the Higgs Beach Dog Park, located 14 minutes' walk away. More

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Coconut Palm

Whitehead Street 729, Key West, United States View map

**Coconut Palm Villa Key West** invites guests to experience the vibrant ambiance of Duval Street, where island-inspired charm meets contemporary luxury. Nestled amid a lively backdrop, this oasis… More

From US$ 1683 Book Now

Leo'S Lodge

1016 Howe St #7, Key West, United States View map

Located just a few steps from Key West Lighthouse and Keeper's Quarters Museum, the 1-bedroom Leo'S Lodge Key West offers quick access to various city attractions in the vicinity. More

From US$ 392 Book Now

Sunrise Suites - Cayo Cruz Suite 308

Key West, United States View map

Welcome to the impeccable Sunrise Suites - Cayo Cruz Suite 308, where luxury meets tranquility against the backdrop of breathtaking vistas. Located in one of the most sought-after destinations, this… More

From US$ 469 Book Now

Casa Havana @ Duval Square R22

1075 Duval St Unit R22, Key West, United States View map

Situated in the centre of Key West, the spacious 3-bedroom Casa Havana @ Duval Square R22 Apartment Key West is just 5 minutes on foot from The Ernest Hemingway Home and Museum. More

From US$ 390 Book Now

Ocean Vista 403E La Brisa

1901 S Roosevelt Blvd, Key West, United States View map

Offering a heated pool, the 108 m² Ocean Vista 403E La Brisa Apartment Key West is located just a 5-minute walk from The Key West Nature Preserve. Guests staying at this 2-bedroom apartment can enjoy… More

From US$ 376 Book Now

Old Town Main House Guest House Close To Duval

614 Virginia Street, Key West, United States View map

Situated 1.6 km from the Harry S. Truman Little White House, Old Town Main House Guest House Close To Duval Key West villa invites guests to relax at a patio. More

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Soul Of Duval By Last Key Realty

615½ Duval Street, Unit 1, Key West, United States View map

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From US$ 1106 Book Now

Contra House -Luxury Home With Pool

Simonton Street 720, Key West, United States View map

Situated in Key West, at 750 metres of Key West Firehouse Museum, the 4-bedroom New Listing Palm Escape- Luxury Home W Pool provides accommodation with complimentary parking and a swimming pool. This… More

From US$ 1909 Book Now

Artist Condo Duval Square 7

1075 Duval Street, Key West, United States View map

If you want to stay right in the centre of Key West, the 3-room Artist Condo Duval Square 7 Key West is a perfect choice located just 1.4 km from Papa's Pilar Rum Distillery. To elevate their stay… More

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Poolside Breeze Retreat

1800 Atlantic Blvd Unit A103, Key West, United States View map

Situated nearly 5 minutes' walk from The Key West Nature Preserve, the spacious 2-bedroom Poolside Breeze Retreat Apartment Key West offers guests easy access to various tourist attractions nearby. More

From US$ 1026 Book Now

Cohiba At Azul Mansion Key West

907 Truman Ave., Key West, United States View map

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Key West Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Month Long Stays Only

620 Thomas St Unit 210-4, Key West, United States View map

Located on a private beach, Key West Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Month Long Stays Only apartment overlooks the pool and is 6 minutes' walk from the San Carlos… More

From US$ 576 Book Now

Carey'S Corner

1016 Howe St #10, Key West, United States View map

The 1-bedroom Carey'S Corner Villa Key West offers swift access to various city sites, such as Southernmost Point, situated 500 metres away. More

From US$ 304 Book Now

Treetop Studio Eyebrow House

516 Olivia St Upstairs, Key West, United States View map

Set right in the centre of Key West, the 45 m² Treetop Studio Eyebrow House Key West is about a 20-minute walk from Bayview Park. Guests have the opportunity to make their stay at this apartment more… More

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The Mellow Macaw By Last Key Realty

1025D Whitehead Street, Key West, United States View map

The 1-bedroom The Mellow Macaw By Last Key Realty Key West villa offers swift access to various city sites, such as The Ernest Hemingway Home and Museum, situated nearly 5 minutes' walk away. More

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Cuban Paradise Cuban Club

1102 Duval St #D, Key West, United States View map

The spacious Cuban Paradise Cuban Club Key West apartment is nestled in the Downtown Key West district, a 5-minute walk from the seafood restaurant Nine One Five. The opportunity for windsurfing… More

From US$ 666 Book Now

Shipyard Perch

Key West, United States View map

The 54 m^2 Shipyard Perch Apartment Key West is situated approximately a 5-minute drive from San Carlos Institute and 10 km from Key West International airport. More

From US$ 443 Book Now

Ambrosia At Azul Mansion Key West

907 Truman Ave., Key West, United States View map

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Ibis By Avantstay Close To Duval Street W Shared Pool Month Long Stays Only

714 Olivia #11, Key West, United States View map

This Key West villa is a mere 1.1 km from Ripley's Believe It or Not Museum and walking distance from The Ernest Hemingway Home and Museum. The accommodation comes with 1 bedroom and a kitchen with a… More

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Atlantic Paradise Found

1800 Atlantic Blvd C232, Key West, United States View map

Welcome to Atlantic Paradise, a luxurious enclave nestled in the heart of Key West, where comfort meets coastal charm. Just a short 5 km from Key West International Airport, this exquisite retreat… More

From US$ 690 Book Now

Aquaria House -Pool & Boat Dock

Shoreline Road 14, Key West, United States View map

The 4-bedroom Smooth Sailing Villa is situated within 7 km of Key West Firehouse Museum in Key West and offers accommodation with a kitchen. It includes Wi Fi throughout the property along with… More

From US$ 1318 Book Now

A Siesta Bay By Avantstay Key West Walkable Gated Community Shared Pool Month-Long Stays

620 Thomas St #263, Key West, United States View map

Staying at the 1-bedroom A Siesta Bay By Avantstay Key West Walkable Gated Community Shared Pool Month-Long Stays villa, guests can visit the US 1 Mile Marker 0, which is only 500 metres away. More

From US$ 351 Book Now

Ocean Hideaway On The Atlantic

1800 Atlantic Blvd Suite A206, Key West, United States View map

### Ocean Hideaway On The Atlantic - Your Coastal Retreat Nestled just minutes away from the stunning shores of Smathers Beach, Ocean Hideaway On The Atlantic is a serene and luxurious getaway for… More

From US$ 738 Book Now

St Kitts - Downtown Waterfront Penthouse Pool Dock Parking

915 Eisenhower Drive, Key West, United States View map

Located around 5 minutes' walk from the Bayview Park, the 4-bedroom St Kitts - Downtown Waterfront Penthouse Pool Dock Parking Villa Key West offers quick access to various city attractions in the… More

From US$ 547 Book Now

Abaco - Large Waterfront 2X2 End Unit With Boat Slip

915 Eisenhower Drive, Key West, United States View map

**Abaco - Large Waterfront 2X2 End Unit With Boat Slip Villa** offers a charming blend of luxury and convenience, ideally situated just 5 kilometers from the vibrant Key West International Airport. More

From US$ 383 Book Now

Banana Split

Caroline Street 537, Key West, United States View map

For those traveling to the area, the nearest airport is conveniently located just 4 km away, ensuring an easy arrival and departure. More

From US$ 383 Book Now

The Geiger Suite At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

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Just Steps To Duval- Sleeps 10- Heated Pool House

Truman Avenue 417, Key West, United States View map

Set in the vibrant heart of Duval, the Just Steps To Duval- Sleeps 10- Heated Pool House offers a unique retreat blending casual elegance with island-inspired charm. This exquisite villa is renowned… More

From US$ 1183 Book Now

Breezy Retreat

606 Truman Avenue, Key West, United States View map

The 2-bedroom Breezy Retreat Villa Key West is located just 1.5 km from Key West First Legal Rum Distillery and provides a swimming pool, ensuring a relaxing stay. More

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Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub

427 B Catherine St, Key West, United States View map

The even Southernmost Point is set about a 5-minute stroll from the 1-bedroom Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub. Located off South Beach, this Key West villa is just near… More

From US$ 446 Book Now

Pool Access Near Fort Zachary Taylor Park Month-Long Stays Key West Charming By Avantstay

210-7 Southard St, Key West, United States View map

The 0-bedroom Key West Charming: Poolside Retreat Near Fort Zachary Taylor villa offers proximity to such city sites as Jackson Square, located merely a 6-minute walk away. More

From US$ 396 Book Now

Pilar Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

Located just 650 m from Red Barn Theatre, the 37 m² Pilar Cottage - Harbor Walk Hideaways Key West is merely a 12-minute walk from a top family-friendly place like Key West Aquarium. Offering access… More

From US$ 400 Book Now

Atlantic Sunrise Penthouse

1800 Atlantic Blvd, Unit C425, Key West, United States View map

The 3-bedroom Atlantic Sunrise Penthouse Villa Key West is situated about 5 minutes' walk from The Key West Nature Preserve and offers guests to relax with a hot tub and a sauna. Featuring a swimming… More

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Duval Delight

1108 Duval St, Key West, United States View map

Situated about a 20-minute walk from Key West Historic Seaport, the 1-bedroom Duval Delight Villa Key West provides access to numerous tourist attractions in the area. More

From US$ 1156 Book Now

Leaward Isle Island Retreat

1800 Atlantic Blvd, Unit A105, Key West, United States View map

Set in Key West, the 2-bedroom Leaward Isle Island Retreat Villa is 1.1 km from Higgs Beach. The accommodation also has an equipped kitchenette area with fridges, an oven and kitchenware. More

From US$ 480 Book Now

Rum Cay Sunrise Suites

3625 Seaside Drive #304, Key West, United States View map

The spacious 74 m² Rum Cay Sunrise Suites Key West is located within a 4-km distance of Higgs Beach and offers Wi-Fi for either business or leisure. The 2-bedroom apartment is within 20 minutes' walk… More

From US$ 405 Book Now

The Simonton Room At Inn On Fleming Key West

1016 Fleming St., Key West, United States View map

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Pescado Penthouse

1201 Duval Street, Key West, United States View map

The 3-bedroom Pescado Penthouse Villa Key West offers swift access to various city sites, such as Key West Lighthouse and Keeper's Quarters Museum, situated approximately 5 minutes' walk away. More

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Kingfish Keep

1201 Duval Street 3, Key West, United States View map

Located a 19-minute walk from Truman Little White House, Kingfish Keep Villa Key West gives access to various tourist sites in the vicinity. More

From US$ 421 Book Now

Two Duval Street Suites W Pool

Duval Street 824, Key West, United States View map

The spacious 2-bedroom Two Duval Street Suites W Pool Key West is situated right in the centre of Key West, nearly a 5-minute walk from Key West Lighthouse and Keeper's Quarters Museum. More

From US$ 979 Book Now

Mastway House -Pool & Dock!

Key Haven Terrace 4, Key West, United States View map

Sheriff s Animal Farm is set approximately a 25-minute walk from the 4-bedroom Sophisticated Sunsets Villa. The accommodation also has a kitchen with a microwave oven, coffee/tea makers and a… More

From US$ 2252 Book Now

Sunrise Suites Tahiti Suite #104

3625 Seaside Dr #101, Key West, United States View map

Welcome to the enchanting Sunrise Suites Tahiti Suite #104, the ideal retreat for those seeking comfort and convenience in the heart of Key West. This exquisite accommodation offers a seamless blend… More

From US$ 355 Book Now

The Andros - Sunrise Suites

3625 Seaside Drive #406, Key West, United States View map

The 2-room The Andros - Sunrise Suites Key West offers easy access to such tourist sites as Cow Key Channel, located merely 6 minutes' walk away. Also, the presence of a swimming pool guarantees a… More

From US$ 1117 Book Now