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2026-02-25
2026-02-26
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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$ 1090 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$ 682 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$ 519 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

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$ 512 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$ 595 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

Mesa House, Uno-Perfect Location

Simonton Street 220, Key West, United States View map

To enjoy your vacation in Key West, stay at the spacious 74 m^2 Mesa House, Uno-Perfect Location Apartment Key West, which is just 1.4 km from Florida Keys Eco-Discovery Center and within a 5-minute… More

From US$ 474 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$ 218 Book Now

Gardenia Getaway

Key West, United States View map

To enjoy your vacation in Key West, stay at Gardenia Getaway Apartment Key West, which is only 0.9 km from the historic Saint Mary Star of the Sea Church and a mere 10 minutes on foot from the Key… More

From US$ 64 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

Leeward Isle

Key West, United States View map

Nestled in the vibrant heart of Key West, Leeward Isle impressively combines casual elegance with modern comforts. More

From US$ 423 Book Now

Amelia House

Key West Florida 33040, Key West, United States View map

The 3-bedroom Amelia House Villa is located near the downtown commercial zoned Duval Street, at a 1.2 km distance from the fully accredited Mel Fisher Maritime Heritage Museum. The property also has… More

From US$ 270 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$ 414 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

Hemingway'S View

Key West, United States View map

The 3-bedroom Hemingway'S View Villa is located near The Ernest Hemingway Home and Museum, only 0.6 km from Southernmost Point. The property features a kitchen with a microwave, coffee/tea making… More

From US$ 1175 Book Now

Old Town Garden Villas - Andros Suite

921 Center Street #6, Key West, United States View map

Located around 15 minutes' walk from Audubon House and Tropical Gardens, the spacious 2-bedroom Old Town Garden Villas - Andros Suite Key West is merely 1.3 km from a top family-friendly place like… More

From US$ 372 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

Windward Isle

531 Olivia St, Key West, United States View map

Only 10 minutes' walk from the Harry S. Truman Little White House, Windward Isle Villa is just off The Ernest Hemingway Home and Museum. This villa comprises 2 bedrooms and 1 bathroom. More

From US$ 312 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$ 856 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

Conch Casa

Key West, United States View map

The Ernest Hemingway Home and Museum is situated 5 minutes on foot from the 2-bedroom Conch Casa Villa. Set close to Duval Street, the property is within close distance of Key West Aquarium. More

From US$ 614 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

Beachfront 2Bdr Condo Pool Hot Tub W Ocean Views Papaya Place By Avantstay

110A 1800 Atlantic Blvd, Key West, United States View map

The 0-bedroom Beachfront 2Bdr Condo Pool Hot Tub W Ocean Views Papaya Place By Avantstay Key West villa is situated around 400 metres from The Key West Nature Preserve and offers guests to relax with… More

From US$ 556 Book Now

Sunrise Suites Catalina Suite #311

Key West, United States View map

To enjoy your vacation in Key West, stay at the 2-room Sunrise Suites Catalina Suite #311 Key West, which is 6 km from the Harry S. Truman Little White House and 10 minutes by car from Edward B. More

From US$ 569 Book Now

Key Lime Calypso

409 Petronia Ave, Key West, United States View map

Key Lime Calypso Villa is situated in Key West, within a 5-minute walk of the downtown commercial zoned Duval Street and 15 minutes on foot from the secluded pocket Dog Beach. While staying at the 2… More

From US$ 333 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 Big Kahuna Suite #202

Key West, United States View map

The spacious 72 m^2 Sunrise Suites Big Kahuna Suite #202 Key West is situated in Key West, around 10 minutes' drive from Higgs Beach, and offers spa amenities such as a hot tub. Cow Key Channel is a… More

From US$ 339 Book Now

Tradewinds

529 531 Olivia St, Key West, United States View map

Nestled in the vibrant heart of Duval, Tradewinds Villa Key West offers an idyllic retreat steeped in island charm. This enchanting property welcomes guests with its captivating design and a warm… More

From US$ 1031 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

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$ 1033 Book Now

Duval Dream Loft On Duval

Duval Street 503, Key West, United States View map

Located 5 minutes on foot from Duval Street and 7 Artists & Friends Gallery, the spacious Duval Dream Loft On Duval Apartment Key West features views of the patio. Guests can make use of Wi-Fi for… More

From US$ 627 Book Now

Happy Hour Haven

620 Thomas St #285, Key West, United States View map

Located a 6-minute walk from the downtown commercial zoned Duval Street and San Carlos Institute, the spacious Happy Hour Haven Apartment Key West features views of the pool. Also, there is an… More

Book Now

Paradise Place By Avantstay Key West Old Town Condo W Shared Pool

905 White St #1, Key West, United States View map

The 1-bedroom Paradise Place By Avantstay Key West Old Town Condo W Shared Pool is located 15 minutes' walk from C. B. Harvey Rest Beach Park and offers quick access to the Minor Saint Mary Star of… More

From US$ 973 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

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

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

Tropical Dreaming By Avantstay 4 Blks To Beach Private Pool

607 Amelia St, Key West, United States View map

Set close to South Beach, the 2-bedroom Tropical Dreaming By Avantstay 4 Blks To Beach Private Pool is a mere 600 metres from Duval Street. Guests of this property can use a free car park, a patio… More

From US$ 2326 Book Now