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2026-11-05
2026-11-06
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Luxury accommodations in Key West

Tranquillity Guest House

302 Angela Street, Key West, United States Show map

Featuring luggage storage, the comfortable Tranquillity Guest House Key West lies approximately a 5-minute walk from the downtown commercial zoned Duval Street. Boasting access to the waterfront… More

From US$ 84 Book Now

Alexander Palms Court - No Hidden Resort Fees!

715 South Street, Key West, United States Show map

The 4-star Alexander Palms Court - No Hidden Resort Fees! Key West is situated in the Downtown Key West district, only a 12-minute walk from Key West Butterfly and Nature Conservatory and features 12… More

From US$ 135 Book Now

Authors Key West Guesthouse

725 White Street, Key West, United States Show map

The comfortable Authors Key West Guesthouse, situated nearly a 5-minute walk from Fleming Street, entices guests with a sunbathing terrace and a picnic area. Boasting a convenient location within a… More

From US$ 134 Book Now

Old Town Suites

517 Truman Avenue, Key West, United States Show map

Old Town Suites Key West hotel offers air-conditioned rooms approximately a 10-minute walk from Dog Beach. Guests who stay at this 3-star guest house can park their car on site. More

From US$ 114 Book Now

Rose Lane Villas

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

Situated in the Duval district of Key West, nearly a 25-minute walk from White Street Pier, the 6-room Rose Lane Villas Key West comes with a heated outdoor swimming pool for guests to unwind. Guests… More

From US$ 709 Book Now

Key West Villas

512 Angela Street, Key West, United States Show map

Offering a Jacuzzi for a relaxing experience, Key West Villas is located a 14-minute walk from the even Southernmost Point. This 7-room villa features opportunities for snorkelling in the area… More

From US$ 314 Book Now

La Te Da - Adult Only, 21 Or Older

1125 Duval Street, Key West, United States Show map

The sophisticated 3-star La Te Da - Adult Only, 21 Or Older Hotel Key West is located only 1.4 km from Ripley's Believe It or Not Museum and features a nightclub and a sunbathing terrace on site. More

From US$ 360 Book Now

Coconut Mallory Resort And Marina

1445 South Roosevelt Boulevard, Key West, United States Show map

Offering proximity to Stock Island, which is about a 20-minute walk away, the charming Coconut Mallory Resort And Marina Key West also provides guests with private car parking on site. Located… More

From US$ 244 Book Now

Grand Marina Suite -Waterfront Condo

Peninsular Avenue 6000, Key West, United States Show map

Featuring a swimming pool, the 3-room Grand Marina Suite -Waterfront Condo Key West villa is located about a 5-minute walk from Key West Harbour and is suitable for up to 6 guests. Featuring fitness… More

From US$ 325 Book Now

Hyatt Vacation Club At Sunset Harbor

200 Sunset Lane, Key West, United States Show map

The 4-star smoke-free Hyatt Vacation Club At Sunset Harbor Hotel Key West is located only 1 km from the vintage parish "Saint Paul's Episcopal Church of Key West" and has a swimming pool with a hot… More

From US$ 326 Book Now

Colors On White

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

Nestled in the Downtown Key West district, with Nancy Forrester's Secret Garden 13 minutes' walk away, Colors On White Apartment Key West boasts a shared outdoor swimming pool joined with a waterfall… More

From US$ 245 Book Now

The Gardens Hotel

526 Angela Street, Key West, United States Show map

The Gardens Hotel Key West is situated in the museum district of Key West, merely 5 minutes' walk from San Carlos Institute and features 21 rooms with views of the courtyard. While staying within… More

From US$ 309 Book Now

Kw23 Atlantic Ocean View

Key West, United States Show map

The 126 m² Kw23 Atlantic Ocean View Apartment Key West lies in a prime location in Key West, merely 5 minutes' walk from The Key West Nature Preserve. Wi-Fi and parking are also available at this 2… More

From US$ 408 Book Now

Kwss112 Sunrise Suites Cozumel Suite #112

3625 Seaside Dr #104, Key West, United States Show map

The 2-bedroom Kwss112 Sunrise Suites Cozumel Suite #112 Key West is located in Key West, approximately a 10-minute drive from Southernmost Point of the Continental US Monument, and offers guests a… More

From US$ 374 Book Now

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

Seaside Drive 3625, Key West, United States Show map

Situated around 25 minutes' walk from Fort East Martello Museum, the 2-bedroom Tortuga Suite At Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking Key West villa offers guests to enjoy a… More

From US$ 379 Book Now

Sailors Cabin - Prime Downtown Key West Spot - Walk To Duval

910 Simonton Street, Key West, United States Show map

The 1-bedroom Sailors Cabin - Prime Downtown Key West Spot - Walk To Duval offers a convenient location, only 1.4 km from USCGC Ingham Maritime Museum. The apartment with a terrace is located only a… More

From US$ 560 Book Now

Mesa House, Uno-Perfect Location

Simonton Street 220, Key West, United States Show map

The 1-bedroom Mesa House, Uno-Perfect Location Apartment Key West boasts a prime setting and in just 8 minutes' walk from the waterfront Mallory Square. The 74 m² apartment offers modern facilities… More

From US$ 474 Book Now

Orchid Bay Condo - Pool - Old Town - Walk To Duval

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

The 46 m² Orchid Bay Condo - Pool - Old Town - Walk To Duval Key West, situated in the Downtown Key West district, around a 25-minute walk from Fort Zachary Taylor, boasts a sunbathing terrace and a… More

From US$ 660 Book Now

The Bartlum-Luxurious Studio

533 Caroline Street, Key West, United States Show map

Located merely 1.9 km from Fort Zachary Taylor, the 51 m² The Bartlum-Luxurious Studio Key West is just an 8-minute walk from a top family-friendly place like Key West Aquarium. Wi-Fi and parking are… More

From US$ 186 Book Now

Sea Breeze -Great Location!

Whitehead Street 1025, Key West, United States Show map

During the stay at Sea Breeze -Great Location! Villa Key West, guests can indulge in cycling and fisheries or visit the Harry S. Truman Little White House, located 16 minutes' walk away. This 2… More

From US$ 355 Book Now

Papa'S Hideaway

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

The 3-star Papa'S Hideaway Hotel Key West, located approximately 25 minutes' walk from Key West First Legal Rum Distillery, offers an outdoor swimming pool and Wi-Fi throughout the property. Thanks… More

From US$ 399 Book Now

Traveler'S Palm

Whitehead Street 729, Key West, United States Show map

The spacious 74 m² Traveler'S Palm Apartment Key West is approximately a 5-minute stroll from The Ernest Hemingway Home and Museum and can accommodate up to 6 guests. The 1-bedroom apartment is… More

From US$ 470 Book Now

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

Duval Street 1075, Key West, United States Show map

Situated 2 km from Higgs Beach Dog Park, New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool Key West is suitable for 6 guests and provides a swimming pool for additional relaxation. Located… More

From US$ 343 Book Now

Casa Key West-Pool & Free Parking

Duval Street 1075, Key West, United States Show map

Located approximately a 5-minute walk from The Ernest Hemingway Home and Museum, the 3-bedroom Casa Key West-Pool & Free Parking Villa offers a swimming pool for guests to relax by. This… More

From US$ 1170 Book Now

Kwss310 Sunrise Suites Panama Suite #310

Key West, United States Show map

The 2-bedroom Kwss310 Sunrise Suites Panama Suite #310 Key West villa entices active guests with access to a fitness centre and is located nearly a 10-minute ride from the downtown commercial zoned… More

From US$ 122 Book Now

Kwss210 Sunrise Suites Bonaire Suite #210

Key West, United States Show map

The 72 m² Kwss210 Sunrise Suites Bonaire Suite #210 Key West is located 10 minutes by car from Key West Butterfly and Nature Conservatory and 4.9 km from the downtown commercial zoned Duval Street. More

From US$ 197 Book Now

Duval Street Suite W Parking And Pool

824 Duval Street, Key West, United States Show map

The 1-bedroom Duval Street Suite W Parking And Pool Key West is around a 5-minute stroll from the downtown commercial zoned Duval Street and can accommodate up to 4 guests. It enjoys a prime location… More

From US$ 636 Book Now

Kw353B Seagrass Suite

1011 Whitehead St. # 2 (Upper Unit), Key West, United States Show map

The 1-bedroom Kw353B Seagrass Suite Key West features a central location approximately 25 minutes' walk from White Street Pier and hosts up to 2 guests. You can engage in various activities, such as… More

From US$ 289 Book Now

Sky Loft In Key West

Southard Street 611, Key West, United States Show map

Situated only 0.7 km from the very unusual Key West Cemetery, the 1-bedroom Sky Loft In Key West Villa is ideal for up to 4 guests. This Key West holiday home boasts an aqua park and a golf course… More

From US$ 512 Book Now

Kw353C Mermaid'S Retreat

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

The 47 m² Kw353C Mermaid'S Retreat Key West apartment is situated in Duval with one of Key West's top culinary experiences, about a 5-minute walk from Key West Lighthouse and Keeper's Quarters Museum… More

From US$ 365 Book Now

Kwss311 Sunrise Suites Catalina Suite #311

Key West, United States Show map

Situated nearly a 25-minute walk from Sheriff s Animal Farm, the 72 m² Kwss311 Sunrise Suites Catalina Suite #311 Key West can host up to 6 guests in Key West. Providing a Jacuzzi, this 2-bedroom… More

From US$ 569 Book Now

Duval Dream Loft On Duval

Duval Street 503, Key West, United States Show map

The welcoming 150 m² Duval Dream Loft On Duval Apartment Key West features a prime location just 500 metres from The Oldest House Historical Place Museum and hosts up to 8 guests. This spacious… More

From US$ 627 Book Now

Kw44 Conch Casa

Key West, United States Show map

Located approximately a 5-minute walk from the historic Key West Lighthouse, the 2-bedroom Kw44 Conch Casa Villa Key West provides guests with a Jacuzzi. The holiday home hosts up to 4 guests and… More

From US$ 614 Book Now

St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet

915 Eisenhower Drive, Key West, United States Show map

Featuring a swimming pool, the 4-bedroom St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet Villa Key West is located about a 5-minute walk from Wreckers Sloop Mary and is suitable for up to… More

From US$ 2229 Book Now

New The Cottage At James House

512 Caroline Street, Key West, United States Show map

Offering an outdoor swimming pool, the 1-bedroom New The Cottage At James House Key West is located around 5 minutes' walk from Key West Historic Seaport and is ideal for up to 3 guests. This… More

From US$ 519 Book Now

Key West Downtown Waterfront, Sleeps 8, Dock & Pool Pet-Friendly

915 Eisenhower Drive, Key West, United States Show map

Key West Downtown Waterfront, Sleeps 8, Dock & Pool Pet-Friendly Villa is located 14 minutes' walk from Fleming Street and provides a swimming pool, ensuring a relaxing stay. Suitable for 8 guests… More

From US$ 1038 Book Now

Kw24 Key Lime Calypso

409 Petronia Ave, Key West, United States Show map

Located only 1.2 km from the shopping mall "Clinton Square Market", the 2-bedroom Kw24 Key Lime Calypso Villa Key West provides access to various tourist attractions in the vicinity. With a maximum… More

From US$ 333 Book Now

Sky Suite On Duval

Duval Street 718, Key West, United States Show map

The 2-bedroom Sky Suite On Duval Key West, located in Duval with one of Key West's top culinary experiences, approximately a 15-minute walk from the shopping mall "Clinton Square Market", features… More

From US$ 648 Book Now

Frost Free In Cayo Hueso

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

The 2-bedroom Frost Free In Cayo Hueso Villa entices guests to enjoy snorkelling, ping-pong, and fisheries and offers proximity to Higgs Beach Dog Park, located only 9 minutes' stroll away. Featuring… More

From US$ 696 Book Now

Atlantic Paradise By Avantstay

1800 Atlantic 108A, Key West, United States Show map

The welcoming Atlantic Paradise By Avantstay Key West villa enjoys a convenient location, a 25-minute walk from the even Southernmost Point, and offers guests to unwind in a Jacuzzi. The 2-bedroom… More

From US$ 1367 Book Now

Mesa House, Dos -Unreal Location

Simonton Street 220, Key West, United States Show map

Located just an 8-minute walk from the bustling plaza "Mallory Square", the 65 m² Mesa House, Dos -Unreal Location Apartment Key West accommodates up to 6 guests. This 2-bedroom apartment features Wi… More

From US$ 565 Book Now

Papaya Place By Avantstay

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

Papaya Place By Avantstay Key West villa is situated nearly a 5-minute walk from The Key West Nature Preserve, featuring such comforts as Wi-Fi and parking. Staying at this 2-bedroom welcoming… More

From US$ 556 Book Now

Lavender Jungle By Avantstay

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

Staying at the 2-bedroom Lavender Jungle By Avantstay Key West villa, guests can easily reach the arts theater "Red Barn Theatre", located merely 0.8 km away. With a maximum capacity of 4 guests, the… More

From US$ 425 Book Now

Crawl To Duval W/ Hot Tub

415 Truman Avenue, Key West, United States Show map

Situated merely an 8-minute stroll from Southernmost Point of the Continental US Monument, the 2-bedroom Crawl To Duval W/ Hot Tub Villa Key West can host up to 6 guests and offers a Jacuzzi… More

From US$ 1642 Book Now

Just Steps To Duval- Sleeps 10- Heated Pool House

Truman Avenue 417, Key West, United States Show map

Featuring a swimming pool, the 3-bedroom Just Steps To Duval- Sleeps 10- Heated Pool House Villa Key West is located about a 5-minute walk from The Ernest Hemingway Home and Museum and is suitable… More

From US$ 1183 Book Now

Salvador'S Seclusion

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

Situated only 6 minutes' stroll from the even Southernmost Point, the 1-bedroom Salvador'S Seclusion Villa Key West offers opportunities for snorkelling and fisheries in the area. Hosting up to 2… More

From US$ 258 Book Now

St Kitts - Downtown Waterfront Penthouse Pool Dock Parking

915 Eisenhower Drive, Key West, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom St Kitts - Downtown Waterfront Penthouse Pool Dock Parking Villa Key West is located only 5 minutes' walk from Wreckers Sloop Mary and is suitable… More

From US$ 547 Book Now

Sweet Caroline

Caroline Street 537, Key West, United States Show map

Situated in the historical Downtown Key West district, merely 650 metres from Mile Marker 0 Store, the 2-bedroom Sweet Caroline Villa Key West comes with a swimming pool for guests to unwind. This… More

From US$ 2148 Book Now

Kw42 Bahama House

522 Bahama Street Key West Historic District, Key West, United States Show map

Located merely 6 minutes' walk from Southernmost Point of the Continental US Monument, the 3-bedroom Kw42 Bahama House Villa Key West boasts a heated pool and can accommodate up to 8. The villa… More

From US$ 1932 Book Now

Amelia Home By Avantstay

605 Amelia Street, Key West, United States Show map

Located a mere 8 minutes' walk from The Ernest Hemingway Home and Museum, the welcoming Amelia Home By Avantstay Key West is suitable for 6 guests and provides an outdoor swimming pool to relax in. More

From US$ 903 Book Now