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2026-04-18
2026-04-19
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All Key West hotels

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

Sky Loft In Key West

Southard Street 611, Key West, United States View map

Positioned in the heart of Duval, the Sky Loft in Key West is an exquisite blend of laid-back luxury and sophisticated charm. This unique villa captures the essence of Key West while providing guests… More

From US$ 759 Book Now

Frost Free In Cayo Hueso

1800 Atlantic Blvd Unit C439, Key West, United States View map

Located merely a 9-minute walk from Higgs Beach Dog Park and The Key West Nature Preserve, the 2-room Frost Free In Cayo Hueso Apartment features views of the sea. More

From US$ 696 Book Now

New The Cottage At James House

512 Caroline Street, Key West, United States View map

Situated in the vibrant heart of Duval, New The Cottage At James House offers an inviting retreat, merging chic decor with a warm ambiance. This exquisite accommodation showcases stylish leather… More

From US$ 519 Book Now

Sunrise Suites Dominican Suite #110

Key West, United States View map

Featuring an outdoor pool, the 2-room Sunrise Suites Dominican Suite #110 Key West is 6 minutes on foot from Cow Key Channel. Guests can take advantage of a hot tub to enhance their experience. More

From US$ 243 Book Now

Mesa House, Dos -Unreal Location

Simonton Street 220, Key West, United States View map

The spacious 1-bedroom Mesa House, Dos -Unreal Location Apartment Key West is situated right in the centre of Key West, only 6 minutes' walk from Nancy Forrester's Secret Garden. This 65 m^2… More

From US$ 565 Book Now

Duval Street Suite W Parking And Pool

824 Duval Street, Key West, United States View map

Set right in the centre of Key West, the 37 m^2 Duval Street Suite W Parking And Pool Key West is about a 15-minute walk from Key West Aquarium. More

From US$ 636 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

Crawl To Duval W/ Hot Tub

415 Truman Avenue, Key West, United States View map

Crawl To Duval W/ Hot Tub Villa is an 8-minute stroll from the even Southernmost Point, and within 8 minutes' stroll of Southernmost Point of the Continental US Monument. The 1-bedroom villa… More

From US$ 1642 Book Now

Lavender Jungle By Avantstay Great Location W Patio Shared Pool Month-Long Stays

104 Southard Street #1, Key West, United States View map

Situated a 6-minute walk from Jackson Square, Lavender Jungle By Avantstay Great Location W Patio Shared Pool Month-Long Stays Key West villa entices guests with views of the pool. More

From US$ 425 Book Now

Salvador'S Seclusion

1016 Howe St #4, Key West, United States View map

Offering a location merely a 14-minute walk from Mel Fisher Maritime Heritage Museum, the 1-bedroom Salvador'S Seclusion Villa Key West gives access to various tourist spots in the area. More

From US$ 258 Book Now

Mermaid'S Retreat

1011 Whitehead St. #3 (Middle Unit), Key West, United States View map

Guests can stay at the 2-room Mermaid'S Retreat Apartment Key West, which is located in the centre of Key West and approximately 25 minutes' walk from Fort Zachary Taylor Historic State Park. More

From US$ 365 Book Now

Baya House

606 Truman Ave, #13, Key West, United States View map

**Baya House: A Premiere Stay in Key West** Nestled in the vibrant heart of Downtown Key West, Baya House invites travelers to indulge in a blend of comfort and elegance. More

From US$ 321 Book Now

Casa Bonita - Duval Square

1075 Duval Street R1, Key West, United States View map

Casa Bonita - Duval Square Villa Key West offers proximity to such city sites as Southernmost Point of the Continental US, located only a 6-minute walk away. More

From US$ 951 Book Now

Curry House - Room 5

Fleming Street 806, Key West, United States View map

Located merely 350 metres from The Oldest House, Curry House - Room 5 Key West hotel includes an outdoor swimming pool and a patio. More

From US$ 346 Book Now

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

Casa Papa Del Mar

1800 Atlantic Blvd, Unit C438, Key West, United States View map

The 2-bedroom Casa Papa Del Mar Villa Key West is nestled nearly a 5-minute walk from The Key West Nature Preserve and entices guests with a Jacuzzi and a sauna. Featuring a swimming pool, this… More

From US$ 709 Book Now

Key West'S Best

1800 Atlantic Blvd, Unit C326, Key West, United States View map

Located just a 9-minute walk from the Higgs Beach Dog Park, the 2-bedroom Key West'S Best villa entices guests with a hot tub and a sauna. More

From US$ 644 Book Now

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

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

Coral Hammock Poolside Home

28 Coral Way, Key West, United States View map

Coral Hammock Poolside Home is located at a 7 km distance from The Ernest Hemingway Home and Museum and 5 minutes' walk from Key West Baptist Temple. There is an equipped kitchenette area with… More

From US$ 690 Book Now

Amelia Home By Avantstay In Historic Old Town W Pool

605 Amelia Street, Key West, United States View map

The 1-bedroom Amelia Home By Avantstay In Historic Old Town W Pool is a mere 1 km from Higgs Beach and it takes 10 minutes to drive to Key West International airport. Located in the Duval district… More

From US$ 903 Book Now

Key West Found By Avantstay Close To Shops W Patio Shared Pool Month Long Stays Only

101 Front St #13, Key West, United States View map

Located only a 5-minute walk from the Mel Fisher Maritime Heritage Museum, the welcoming Key West Found By Avantstay Close To Shops W Patio Shared Pool Month Long Stays Only villa offers a swimming… More

From US$ 544 Book Now

High Tide In Key West

1800 Atlantic Blvd #B117, Key West, United States View map

Offering an outdoor swimming pool, the 138 m² High Tide In Key West Apartment is located only a 5-minute walk from The Key West Nature Preserve. This 2-bedroom apartment with a sauna is a short way… More

From US$ 522 Book Now

Duval Street Suite With Pool

Duval Street 824, Key West, United States View map

The Duval Street Suite With Pool is a refined retreat located in the heart of Key West. Just 200 metres from the iconic Ernest Hemingway Home and Museum, this exquisite accommodation places you at… More

From US$ 1091 Book Now

St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock Villa Key West provides easy access to various city attractions, such as the Historic Charter Boat Row, situated a mere 6… More

From US$ 1741 Book Now

Curacao - Large 2X2 Waterfront Condo Great View Pool & Dock

915 Eisenhower Drive, Key West, United States View map

Nestled in the heart of a vibrant coastal paradise, the Curacao - Large 2X2 Waterfront Condo boasts breathtaking views that immediately capture your attention. Just 5 km from Key West International… More

From US$ 766 Book Now

Pool 2 Blocks To Duval St Gated Community Month Long Stays Shipyard Treasure By Avantstay

208-5 Southard St, Key West, United States View map

Offering pool views, the 0-bedroom Pool 2 Blocks To Duval St Gated Community Month Long Stays Shipyard Treasure By Avantstay Key West villa is situated a mere 5 minutes' walk from the Ernest… More

From US$ 438 Book Now

Latitude Penthouse Key West

1800 Atlantic Blvd Unit B417, Key West, United States View map

The 143 m^2 Latitude Penthouse Key West Apartment is located 2.2 km from Duval Street and around a 25-minute walk from The Ernest Hemingway Home and Museum. While staying in this 2-bedroom apartment,… More

From US$ 685 Book Now

Duval Street Suite Overlooking Duval With Parking And Pool

824 Duval Street, Key West, United States View map

Located in the Duval district with The Ernest Hemingway Home and Museum nearby, the 1-bedroom Duval Street Suite Overlooking Duval With Parking And Pool lies a mere 10 minutes' stroll from South… More

From US$ 763 Book Now

Curry House - Room 9

Fleming Street 806, Key West, United States View map

Nestled in the picturesque island of Key West, the Curry House offers a charming blend of tropical elegance and modern comfort. Just 10 km from the bustling Key West International Airport, this… More

From US$ 184 Book Now

Sunrise Suites - Martinique Suite 108

3625 Seaside Dr #108, Key West, United States View map

The spacious Sunrise Suites - Martinique Suite 108 Key West is located 6 minutes' walk from Cow Key Channel and looks out onto the pool. Guests can make use of Wi-Fi for both business and leisure… More

From US$ 989 Book Now

Duval Corner

Amelia Street 422, Key West, United States View map

The 1-bedroom Duval Corner Villa is situated in the centre of Key West only 1.5 km from Mallory Square. Located in the Duval district, this property provides guests with a fully equipped kitchen with… More

From US$ 676 Book Now

Green Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Located around 500 metres from Key West Aquarium, Green Room At The Grand Maloney Key West hotel includes an outdoor swimming pool and a patio. The inn provides guests with Wi-Fi throughout the… More

From US$ 555 Book Now

Blue Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Featuring a patio and an outdoor swimming pool, Blue Room At The Grand Maloney Key West hotel lies 25 minutes' stroll from Higgs Beach Dog Park. The inn provides guests with Wi-Fi throughout the… More

From US$ 568 Book Now

Curry House - Room 1

Fleming Street 806, Key West, United States View map

Notable for its location only 1.3 km from South Beach in the Downtown Key West district, the 1-room Curry House Room 1 apartment is placed within a 5-minute walk of Key West Express. The apartment… More

From US$ 234 Book Now

Deluxe King - Curry Mansion With Pool!

Caroline Street 511, Key West, United States View map

Featuring a patio and an outdoor pool, Deluxe King - Curry Mansion With Pool! Hotel Key West lies 17 minutes' walk from USCGC Ingham Maritime Museum. Wi-Fi is available throughout the property. More

From US$ 433 Book Now

Classic Queen - Curry Mansion With Heated Pool

Caroline Street 511, Key West, United States View map

Classic Queen - Curry Mansion With Heated Pool Hotel Key West, located about 5 minutes on foot from Mel Fisher Maritime Heritage Museum, offers an outdoor swimming pool and Wi-Fi throughout the… More

From US$ 403 Book Now

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

Sunrise Suites Saint Lucia Suite #201

3625 Seaside Dr #201, Key West, United States View map

**Sunrise Suites Saint Lucia Suite #201 Key West: A Tranquil Retreat** Nestled on the vibrant island of Key West, the Sunrise Suites Saint Lucia Suite #201 offers an exquisite haven for travelers… More

From US$ 445 Book Now

Andros - Spacious 2X2 Waterfront Condo

Eisenhower Drive 915, Key West, United States View map

Situated approximately a 25-minute walk from the Southernmost Point of the Continental US, the 2-bedroom Andros - Spacious 2X2 Waterfront Condo Key West villa invites guests to relax at a patio. More

From US$ 735 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

Atocha Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

The 70 m² Atocha Cottage - Harbor Walk Hideaways Key West is located just 1.8 km from USCGC Ingham Maritime Museum and 18 minutes' walk from The Ernest Hemingway Home and Museum. Offering access to a… More

From US$ 668 Book Now

Duval Street Suite Overlooking Duval W Parking And Pool

Duval Street 824, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Duval Street Suite Overlooking Duval W Parking And Pool Key West, which is only 1.2 km from Front Street and around 800 metres from San Carlos… More

From US$ 421 Book Now

Tropical Paradise Key West

1800 Atlantic Blvd Unit A113, Key West, United States View map

Located nearly a 25-minute walk from Southernmost Point of the Continental US, the 2-room Tropical Paradise Key West Apartment is at a distance of 2.9 km from a top family-friendly place like Key… More

From US$ 506 Book Now

Rooftop Penthouse

623 Duval Street Penthouse Suite, Key West, United States View map

Situated just a 13-minute walk from the natural history museum "Florida Keys Eco-Discovery Center", the 1-bedroom Rooftop Penthouse Key West villa provides access to numerous tourist attractions in… More

From US$ 1123 Book Now

Tom'S Chicken Coop Key West

1800 Atlantic Blvd Unit A403, Key West, United States View map

Situated only 650 metres from Higgs Beach Dog Park, the 2-bedroom Tom'S Chicken Coop Key West Villa provides guests with a hot tub and a sauna for additional relaxation. Featuring a swimming pool… More

From US$ 598 Book Now

Moonlight Paradise

1800 Atlantic Blvd C224, Key West, United States View map

The 126 m^2 Moonlight Paradise Apartment Key West is located a 19-minute walk from Higgs Beach and 2.7 km from Key West First Legal Rum Distillery. More

From US$ 709 Book Now

Chicken Run At Custom House Inn

124 Duval Street #2, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Chicken Run At Custom House Inn Key West, which is about 700 metres from Saint Paul's Episcopal Church of Key West and merely 1.4 km from USCGC… More

From US$ 781 Book Now

Botanical Island Delight

1800 Atlantic Blvd, #C120, Key West, United States View map

The 1-bedroom Botanical Island Delight Villa is within 3 km of Front Street, and within 25 minutes' walk of The Ernest Hemingway Home and Museum. Offering a sauna, a golf course and a Jacuzzi, the… More

From US$ 455 Book Now