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2026-04-18
2026-04-19
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Luxury accommodations in Key West

The Key West Hotel

325 Duval Street, Key West, United States View map

Nestled in the Downtown Key West district, the 3-star The Key West Hotel is nearly 5 minutes' walk from the Grinnell Caroline Street. Boasting a location in the vicinity of the Key West First Legal… More

From US$ 794 Book Now

Pegasus International Hotel

501 Southard Street, Key West, United States View map

Ideally located in the heart of Key West, the Pegasus International Hotel offers a remarkable hospitality experience, combining the comforts of home with the convenience of a sophisticated Florida… More

From US$ 114 Book Now

Tranquillity Guest House

302 Angela Street, Key West, United States View map

Nestled in the Downtown Key West district, within 10 minutes' walk of the Harry S. Truman Little White House, the 3-star Tranquillity Guest House Key West offers a patio. Boasting a location just… More

From US$ 84 Book Now

Alexander Palms Court - No Hidden Resort Fees!

715 South Street, Key West, United States View map

Situated 2.3 km from the fully accredited Mel Fisher Maritime Heritage Museum, the 4-star Alexander Palms Court - No Hidden Resort Fees! Key West features Wi-Fi in public areas, and parking on site. More

From US$ 135 Book Now

Rose Lane Villas

511 Eaton Street (Check-In Location), Key West, United States View map

Only 13 km from the 6-room Rose Lane Villas takes guests to Key West Butterfly and Nature Conservatory, while Key West Aquarium is less than a 5-minute walk away. This Key West villa has a fully… More

From US$ 709 Book Now

Key West Villas

512 Angela Street, Key West, United States View map

**Key West Villas is a tropical retreat located in the heart of historic Key West.** Nestled less than a kilometer from the vibrant Duval Street, the Villas allow you to bask in the enchanting aromas… More

From US$ 399 Book Now

La Te Da - Adult Only, 21 Or Older

1125 Duval Street, Key West, United States View map

Experience the unparalleled beauty and charm of the La Te Da Hotel, an adult-only retreat nestled on the historic 1125 Duval Street. The property, crafted in 1892, is an establishment soaked in Key… More

From US$ 360 Book Now

Grand Marina Suite -Waterfront Condo

Peninsular Avenue 6000, Key West, United States View map

**Discover Tranquility at Grand Marina Suites** More

From US$ 325 Book Now

Hyatt Vacation Club At Sunset Harbor

200 Sunset Lane, Key West, United States View map

The luxurious Hyatt Residence Club Key West is Sunset Harbor, an oasis nestled in the heart of Old Town Key West. Immerse yourself in the relaxed Key West lifestyle as you enjoy the resort's prime… More

From US$ 682 Book Now

Colors On White

913 Duval Street (Check In Only), Key West, United States View map

Colors On White Apartment Key West includes a shared outdoor swimming pool with a waterfall and is located nearly a 5-minute ride from ART SPACE Gallery. The Oldest House is 20 minutes' stroll from… More

From US$ 245 Book Now

Tortuga Suite At Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking

Seaside Drive 3625, Key West, United States View map

Set at a 4.9 km distance from The Ernest Hemingway Home and Museum and nearly 20 minutes' walk from State Harbor, the 2-bedroom Tortuga Suite 301 is located in Key West. A full kitchen with a… More

From US$ 480 Book Now

Prime Downtown Key West Spot - The Cozy Little Cottage

910 Simonton Street, Key West, United States View map

27 m² Prime Downtown Key West Spot - The Cozy Little Cottage is located just 1.4 km from the Ripley's Believe It or Not and 18 minutes' walk from the bustling plaza "Mallory Square". Guests can make… More

From US$ 619 Book Now

The Island Suite At Kw Vacation

411 William Street Suite 16, Key West, United States View map

**Welcome to The Island Suite at KW Vacation, where comfort meets coastal charm.** Nestled in the heart of scenic Key West, this exceptional retreat is your gateway to sun-drenched beaches and… More

From US$ 528 Book Now

The Bartlum-Luxurious Studio

533 Caroline Street, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room The Bartlum-Luxurious Studio Apartment Key West, which is a 17-minute stroll from USCGC Ingham Maritime Museum and about 5 minutes by car from… More

From US$ 186 Book Now

Papa'S Hideaway

480 Gulf Shores Drive, Key West, United States View map

**Papa's Hideaway is a serene retreat nestled in the heart of Key West.** Just a short walk from nearby attractions such as the Ernest Hemingway Home and Museum and the enchanting Key West Butterfly… More

From US$ 399 Book Now

Traveler'S Palm

Whitehead Street 729, Key West, United States View map

The 74 m^2 Traveler'S Palm Apartment Key West is located merely 0.8 km from Southernmost Point of the Continental US and nearly 15 minutes on foot from Key West Firehouse Museum. Situated within a… More

From US$ 470 Book Now

Sea Breeze -Great Location!

Whitehead Street 1025, Key West, United States View map

The 2-bedroom Sea Breeze Villa is located near The Ernest Hemingway Home and Museum, at 750 metres from the secluded pocket Dog Beach. The property features a fully equipped kitchen with a microwave… More

From US$ 949 Book Now

Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo

915 Eisenhower Drive, Key West, United States View map

Welcome to Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo, where plush sophistication meets laid-back comfort in the heart of Key West. This exquisite two-bedroom condo boasts… More

From US$ 184 Book Now

New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool

Duval Street 1075, Key West, United States View map

Situated in the Duval district, the 3-bedroom New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool right next to Key West Butterfly and Nature Conservatory and nearly 20 minutes' walk from the… More

From US$ 343 Book Now

Cloud Suite On Duval

Duval Street 718, Key West, United States View map

The spacious 116 m^2 Cloud Suite On Duval Key West is in the centre of Key West, right at the downtown commercial zoned Duval Street. The 3-bedroom apartment has a patio with views of the city. More

From US$ 1044 Book Now

Casa Key West-Pool & Free Parking

Duval Street 1075, Key West, United States View map

The 3-bedroom Casa Key West At Duval Square Villa in Key West is a mere 1.3 km from Higgs Beach. A fully furnished kitchen with a microwave, coffee/tea making facilities and fridges is included at… More

From US$ 1090 Book Now

The Trinidad -Pool & Parking

Seaside Drive 3625, Key West, United States View map

Southernmost Point is within 4.8 km of the 2-bedroom Trinidad Suite 105 and Key West International airport is 5 minutes' drive away. The accommodation features a kitchen with a coffeemaker, a… More

From US$ 336 Book Now

Aruba - Downtown Waterfront 2X2 Dock & Pool Pet-Friendly

915 Eisenhower Drive, Key West, United States View map

**Welcome to Aruba - Downtown Waterfront 2X2 Dock & Pool, a serene retreat immersed in the vibrant spirit of Key West.** Situated just 5 km from Key West International Airport, this pet-friendly… More

From US$ 789 Book Now

Sky Suite On Duval

Duval Street 718, Key West, United States View map

Located approximately 10 minutes' walk from San Carlos Institute, the spacious 3-bedroom Sky Suite On Duval Key West is a great option to stay right in the centre of Key West. Staying in this 120 m^2… More

From US$ 779 Book Now

Curry House- 3Rd Floor, King Bed, & Balcony Room 8

Fleming Street 806, Key West, United States View map

Featuring Wi-Fi throughout the property, Curry House- 3Rd Floor, King Bed, & Balcony Room 8 Key West hotel is a mere 1.3 km from The Ernest Hemingway Home and Museum. Indulge in this inn's garden… More

From US$ 205 Book Now

St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet Villa Key West is located only 6 minutes' walk from the C. B. Harvey Rest Beach Park and offers guests to relish a patio as… More

From US$ 2229 Book Now

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

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

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