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2026-11-09
2026-11-10
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Luxury accommodations in Key West

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

915 Eisenhower Drive, Key West, United States Show map

The 2-bedroom Curacao - Large 2X2 Waterfront Condo Great View Pool & Dock Key West villa is situated approximately 5 minutes' walk from Bayview Park, featuring such comforts as high-speed Internet… More

From US$ 949 Book Now

Duval Street Suite W Parking And Heated Pool

824 Duval Street, Key West, United States Show map

Located nearly 5 minutes' walk from Key West Lighthouse and Keeper's Quarters Museum and The Ernest Hemingway Home and Museum, the 1-bedroom Duval Street Suite W Parking And Heated Pool Key West… More

From US$ 636 Book Now

Leaward Isle Island Retreat

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

The 2-bedroom Leaward Isle Island Retreat Villa Key West is located around a 25-minute walk from The Ernest Hemingway Home and Museum and provides a swimming pool, ensuring a relaxing stay. Suitable… More

From US$ 529 Book Now

Key West'S Best

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

Located only 9 minutes' stroll from Higgs Beach Dog Park, the 2-bedroom Key West'S Best villa comes with an outdoor swimming pool, a Jacuzzi and a sauna. Hosting up to 6 guests, the accommodation… More

From US$ 644 Book Now

Latitude Penthouse Key West

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

Latitude Penthouse Key West Villa enjoys a prime location, a 17-minute walk from Bayview Park, and offers guests to unwind in a hot tub and a sauna. Guests can enjoy windsurfing, snorkelling, and… More

From US$ 685 Book Now

Paradise Place By Avantstay

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

The welcoming Paradise Place By Avantstay Key West villa is nestled only a 9-minute walk from Fleming Street and offers a swimming pool as well as a patio, ensuring a fun stay. Featuring a car park… More

From US$ 527 Book Now

Tropical Dreaming By Avantstay

607 Amelia St, Key West, United States Show map

Overlooking the pool, the welcoming Tropical Dreaming By Avantstay Key West villa enjoys a prime setting a 6-minute walk from the Minor Saint Mary Star of the Sea Basilica. Offering parking as well… More

From US$ 2051 Book Now

Coral Hammock Poolside Home

28 Coral Way, Key West, United States Show map

Staying at the 3-bedroom Coral Hammock Poolside Home Key West, guests can visit Key West Tropical Forest and Botanical Garden, which is nearly a 15-minute walk away. Guests can enjoy windsurfing… More

From US$ 753 Book Now

High Tide In Key West

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

Located a mere 9 minutes' stroll from Higgs Beach Dog Park, the 2-bedroom High Tide In Key West Villa can accommodate up to 6 guests, providing them with a sauna for a relaxing stay. The Key West… More

From US$ 522 Book Now

Sandpiper On The Ocean

1800 Atlantic Blvd C420, Key West, United States Show map

Located approximately 25 minutes' walk from the downtown commercial zoned Duval Street, the 2-bedroom Sandpiper On The Ocean Key West villa features an outdoor swimming pool, a hot tub and a sauna… More

From US$ 613 Book Now

Duval Street Suite With Pool

Duval Street 824, Key West, United States Show map

Located in the Downtown Key West district, 5 minutes' walk from The Ernest Hemingway Home and Museum, Duval Street Suite With Pool Key West accommodates up to 4 guests. Offering access to a swimming… More

From US$ 323 Book Now

Kwss403 Sunrise Suites Tierra Bomba Suite #403

Key West, United States Show map

The 2-bedroom Kwss403 Sunrise Suites Tierra Bomba Suite #403 Key West villa entices active guests with access to a fitness area and is located within a 5-km distance of the downtown commercial zoned… More

From US$ 159 Book Now

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

915 Eisenhower Drive, Key West, United States Show map

Featuring an outdoor swimming pool, St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock Villa Key West is located merely a 5-minute walk from Wreckers Sloop Mary and is suitable for up to… More

From US$ 1741 Book Now

Nautical Adventures In Paradise

1800 Atlantic Blvd #C126, Key West, United States Show map

Located 0.8 km from Higgs Beach Dog Park, Nautical Adventures In Paradise Key West villa is suitable for 6 guests and provides a sauna for a truly relaxing stay. The 2-bedroom holiday home features… More

From US$ 732 Book Now

Casita De Catherine By Avantstay

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

Boasting a Jacuzzi, the 1-bedroom Casita De Catherine By Avantstay Key West villa is located a mere 6 minutes' walk from The Ernest Hemingway Home and Museum and can accommodate 3 guests. Located… More

From US$ 446 Book Now

Paradise Found Cayo Hueso

1800 Atlantic Blvd Unit A111, Key West, United States Show map

Located nearly 25 minutes' walk from the historical Key West Lighthouse, the 2-bedroom Paradise Found Cayo Hueso villa boasts an outdoor swimming pool with a hot tub and a sauna. Staying at this… More

From US$ 597 Book Now

Chicken Run At Custom House Inn

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

Set in the Downtown Key West district of Key West, nearly a 5-minute walk from Memorial Sculpture Garden, the 31 m² Chicken Run At Custom House Inn Key West accommodates up to 4 guests. More

From US$ 781 Book Now

Osprey Suite | Charming Hideaway, Hot Tubs!

1330 Simonton Street #4, Key West, United States Show map

The 1-bedroom Osprey Suite | Charming Hideaway, Hot Tubs! Key West villa offers swift access to various city sites, such as the secluded pocket Dog Beach, situated approximately a 5-minute walk away.… More

From US$ 321 Book Now

Curry House - Room 9

Fleming Street 806, Key West, United States Show map

Located only 5 minutes' walk from The Oldest House Historical Place Museum, the 1-bedroom Curry House - Room 9 Key West villa features an outdoor swimming pool and can accommodate up to 2 guests. More

From US$ 184 Book Now

Key West Casa By Avantstay

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

The spacious 83 m² Key West Casa By Avantstay apartment is located in an old part of Key West, only 6 minutes on foot from the downtown commercial zoned Duval Street. The welcoming apartment features… More

From US$ 576 Book Now

Duval Breeze By Avantstay

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

The welcoming Duval Breeze By Avantstay Key West villa is located 20 minutes' walk from Bayview Park and provides an outdoor swimming pool, ensuring a relaxing stay. Offering a prime location in a… More

From US$ 1572 Book Now

Atocha Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States Show map

The spacious 70 m² Atocha Cottage - Harbor Walk Hideaways Key West is just a 9-minute stroll from Nancy Forrester's Secret Garden and can accommodate up to 6 guests. The 2-bedroom apartment has a… More

From US$ 668 Book Now

Duval Square Courtyard Condo 31

1075 Duval Street, Key West, United States Show map

The 138 m² Duval Square Courtyard Condo 31 Key West enjoys a prime location and provides easy access to Bayview Park around 20 minutes' walk away. This 3-bedroom apartment, suitable for a maximum of… More

From US$ 952 Book Now

Keys Please!

Louisa Street 514, Key West, United States Show map

Keys Please! Villa Key West accommodates guests in the Duval district, a 12-minute walk from the vintage parish "Saint Paul's Episcopal Church of Key West", and offers a private garden for guests to… More

From US$ 1910 Book Now

Yellowfin Ledge

1201 Duval Street 2, Key West, United States Show map

Yellowfin Ledge Key West villa, located a 5-minute walk from Key West Butterfly and Nature Conservatory, can host up to 3 guests. More

From US$ 236 Book Now

Rooftop Penthouse

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

Up to 6 guests can stay at Rooftop Penthouse Key West villa and enjoy The Ernest Hemingway Home and Museum, located a 5-minute walk away. Offering a car park as well as Wi-Fi, the 2-bedroom holiday… More

From US$ 1123 Book Now

Mermaids Retreat At Coral Hammock

41 Coral Way, Key West, United States Show map

The 3-bedroom Mermaids Retreat At Coral Hammock Key West villa offers swift access to various city sites, such as FYT Fitness Center, situated a mere 6 minutes' walk away. This accommodation features… More

From US$ 827 Book Now

Tropical Paradise Key West

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

Featuring a swimming pool, Tropical Paradise Key West villa is suitable for up to 6 people and is located 12 minutes' walk from White Street Pier. Offering perfect service, the 2-bedroom holiday home… More

From US$ 506 Book Now

Duval Street Suite Overlooking Duval W Parking And Pool

Duval Street 824, Key West, United States Show map

Featuring views of the city, the 37 m² Duval Street Suite Overlooking Duval W Parking And Pool Key West is located around 5 minutes' walk from The Ernest Hemingway Home and Museum. This 1-bedroom… More

From US$ 421 Book Now

The Salt Cay - Sunrise Suites

3625 Seaside Drive #410, Key West, United States Show map

The 2-bedroom The Salt Cay - Sunrise Suites Key West is located approximately a 25-minute walk from Smathers Beach and 3.3 km from Higgs Beach Dog Park. The spacious 74 m² apartment can hold up to 6… More

From US$ 332 Book Now

Moonlight Paradise

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

Moonlight Paradise Key West villa provides an opportunity to stay a 5-minute walk from The Key West Nature Preserve and offers a sauna, perfect for decompressing. Located 2.6 km from Key West… More

From US$ 709 Book Now

Mar Y Sol Ocean Front

1800 Atlantic Blvd #101, Key West, United States Show map

Situated only 650 metres from Higgs Beach Dog Park, the 3-bedroom Mar Y Sol Ocean Front Villa Key West is suitable for 8 guests and provides an outdoor swimming pool to relax in. Featuring a sauna… More

From US$ 871 Book Now

Kwss201 Sunrise Suites Saint Lucia Suite #201

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

The 2-bedroom Kwss201 Sunrise Suites Saint Lucia Suite #201 Key West is located in Key West, approximately 25 minutes on foot from Key West Golf Club, and offers guests an outdoor swimming pool and a… More

From US$ 445 Book Now

The Perch On Duval

Duval Street- Upstairs Front 610, Key West, United States Show map

If you want to stay in the Downtown Key West district of Key West, the spacious 2-bedroom The Perch On Duval Apartment Key West is a good choice located, nearly 25 minutes' walk from White Street… More

From US$ 828 Book Now

The Pirates Penthouse By Last Key Realty

300 Petronia Street #3, Key West, United States Show map

The spacious 2-bedroom The Pirates Penthouse By Last Key Realty Key West apartment is located in the Downtown Key West district of Key West, just 6 minutes' walk from the even Southernmost Point. The… More

From US$ 819 Book Now

Tom'S Chicken Coop Key West

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

The 2-bedroom Tom'S Chicken Coop Key West Villa is located about 5 minutes' walk from The Key West Nature Preserve and offers a hot tub and a sauna for guests' relaxation. The accommodation can… More

From US$ 598 Book Now

Botanical Island Delight

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

Botanical Island Delight Villa Key West with a convenient location a 9-minute stroll from Higgs Beach Dog Park entices guests with a Jacuzzi and a sauna. Located 3 km from the Harry S. Truman Little… More

From US$ 455 Book Now

The Fleming Suite

1501 Truman Avenue 3, Key West, United States Show map

Located within 5 minutes' walk of Wreckers Sloop Mary, the 1-bedroom The Fleming Suite Key West villa offers quick access to various city attractions in the vicinity. With a maximum capacity of 4… More

From US$ 357 Book Now

Bahama Gardens - Conch House

710 Thomas Street, Key West, United States Show map

Situated just 5 minutes on foot from the downtown commercial zoned Duval Street, the 2-bedroom Bahama Gardens - Conch House Villa Key West is suitable for 5 guests and provides a heated pool to relax… More

From US$ 599 Book Now

Curry House Room 6

Fleming Street 806, Key West, United States Show map

The 1-bedroom Curry House Room 6 Key West is located in the Downtown Key West district of Key West, nearly 5 minutes' walk from the arts theater "Red Barn Theatre". This 26 m² apartment, suitable for… More

From US$ 340 Book Now

New Coastal Rose - Bright Loft With High Ceilings

Rose Lane 526, Key West, United States Show map

Located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor nearly a 5-minute walk from Vandenberg Wreck, the 1-bedroom New Coastal Rose - Bright Loft… More

From US$ 858 Book Now

Sunrise Suites Saint Barts Suite #303

Key West, United States Show map

Sunrise Suites Saint Barts Suite #303 Key West is located about a 25-minute walk from Smathers Beach and 4.8 km from Southernmost Point of the Continental US Monument. More

From US$ 596 Book Now

Rum Cay Sunrise Suites

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

To enjoy your vacation in Key West, stay at the 2-bedroom Rum Cay Sunrise Suites Key West, which is approximately 6 km from the bustling plaza "Mallory Square" and about 25 minutes' walk from… More

From US$ 324 Book Now

The Geiger Suite At Inn On Fleming Key West!

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

Offering air-conditioned rooms and Wi-Fi in the rooms, the 3-star The Geiger Suite At Inn On Fleming Key West! is a mere 1 km from US 1 Mile Marker 0 and a 14-minute stroll from the downtown… More

From US$ 392 Book Now

Southard Getaway By Avantstay

203 Southard #3, Key West, United States Show map

Along with access to such natural sites as Higgs Beach Dog Park, nearly a 25-minute walk away, the 2-bedroom Southard Getaway By Avantstay Key West villa offers an outdoor swimming pool. Providing… More

From US$ 612 Book Now

Treetop Oasis Eyebrow House

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

Located just 7 minutes' stroll from the downtown commercial zoned Duval Street, the spacious 45 m² Treetop Oasis Eyebrow House Key West accommodates up to 4 guests. The apartment is a stone's throw… More

Book Now

Duval Hideaway

1124 Duval Street B, Key West, United States Show map

Up to 6 guests can stay at the 2-bedroom Duval Hideaway Villa Key West and enjoy South Beach, located approximately 5 minutes' walk away. More

From US$ 515 Book Now

Evershore House -Pool, Parking, Dock!

Key Haven Terrace 2, Key West, United States Show map

Featuring a swimming pool for guests' relaxation, the 4-bedroom Evershore House -Pool, Parking, Dock! Key West villa is located approximately 15 minutes' walk from Key West Tropical Forest and… More

From US$ 3115 Book Now

La Casa Cubana The Cuban Club

1108 Duval St #G, Key West, United States Show map

The 1-bedroom La Casa Cubana The Cuban Club Apartment Key West lies in a prime location in Key West, about a 5-minute walk from The Ernest Hemingway Home and Museum. Guests have the opportunity to… More

From US$ 721 Book Now

Blue Moonshine On The Atlantic

1800 Atlantic Blvd, Unit A413, Key West, United States Show map

Blue Moonshine On The Atlantic Villa Key West offers a lift and a tour desk as well as a convenient location 9 minutes' walk from Higgs Beach Dog Park. Staying at the 2-bedroom villa, which is 2.2 km… More

From US$ 602 Book Now