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2026-11-05
2026-11-06
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Holiday Homes in Key West

The Salt Cay -Modern & Pet Friendly

Seaside Drive 3625, Key West, United States Show map

Situated about 6 km from the waterfront Mallory Square, The Salt Cay -Modern & Pet Friendly Villa Key West entices guests to explore various tourist attractions in the area. More

From US$ 992 Book Now

Knowles House

1004 Eaton Street, Key West, United States Show map

Knowles House Villa Key West offers quick access to such tourist spots as Vandenberg Wreck, situated just a 5-minute stroll away. More

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The Grand Turk -Sunset View & Pool

Seaside Drive 3625, Key West, United States Show map

The Grand Turk -Sunset View & Pool Villa Key West is located around 10 minutes' drive from Higgs Beach Dog Park, giving access to various tourist spots nearby. More

From US$ 295 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

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

Windward Isle

531 Olivia St, Key West, United States Show map

Situated within 5 minutes' walk of the downtown commercial zoned Duval Street, Windward Isle Villa Key West offers easy access to numerous tourist spots in the area. More

From US$ 312 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

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

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

Parrot Perch By Avantstay

620 Thomas St #249, Key West, United States Show map

The 2-bedroom Parrot Perch By Avantstay Key West villa, located merely a 6-minute walk from US 1 Mile Marker 0, can host up to 5 guests. More

From US$ 223 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

Truman @ Duval

Key West, United States Show map

Truman @ Duval Key West villa offers quick access to such city attractions as Key West Butterfly and Nature Conservatory, located just 7 minutes' walk away. More

From US$ 210 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

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

New Private Pool & Docking - Floralee House

Mangrove Lane 11, Key West, United States Show map

Located nearly a 20-minute walk from Safe Harbor, the 6-bedroom New Private Pool & Docking - Floralee House Villa Key West has an outdoor swimming pool and is ideal for up to 16 guests. Guests can… More

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Tom'S Oceanfront Penthouse

1800 Atlantic Blvd Unit A401, Key West, United States Show map

Tom'S Oceanfront Penthouse Villa Key West is located a 17-minute walk from the historic fort "West Martello Tower" and invites guests to join windsurfing, snorkelling, and canyoning. Featuring a… More

From US$ 1057 Book Now

Duval Delight

1108 Duval St, Key West, United States Show map

Situated only 6 minutes' stroll from South Beach, the 1-bedroom Duval Delight Villa Key West offers opportunities for snorkelling and fisheries in the area. Hosting up to 8 guests, the Key West… More

From US$ 587 Book Now

Bahama Gardens - Main House

704 Thomas Street, Key West, United States Show map

Located around a 5-minute ride from Key West Butterfly and Nature Conservatory, the 4-bedroom Bahama Gardens - Main House Villa Key West features a swimming pool with a hot tub. Hosting up to 8… More

From US$ 2304 Book Now

Conch Adventure By Avantstay

104 Southard Street #3, Key West, United States Show map

Featuring an outdoor swimming pool, the welcoming Conch Adventure By Avantstay Key West villa is suitable for up to 4 people and is located a 17-minute walk from Southernmost Point of the Continental… More

From US$ 369 Book Now

Pilars Secret

716 Duval St Rear, Key West, United States Show map

Located merely 200 metres from The Ernest Hemingway Home and Museum, the 3-bedroom Pilars Secret Villa Key West offers opportunities for windsurfing, snorkelling, and canyoning in the area. Providing… More

From US$ 1217 Book Now

Darling Of Duval By Last Key Realty

425 Caroline Street, Key West, United States Show map

The 2-bedroom Darling Of Duval By Last Key Realty Key West villa is situated approximately 5 minutes' walk from Vandenberg Wreck and offers guests to relax with a Jacuzzi. Offering a prime location… More

From US$ 1598 Book Now

Petes East Cottage

507 Louisa Street, Key West, United States Show map

The 2-bedroom Petes East Cottage Key West is situated approximately 5 minutes' walk from The Ernest Hemingway Home and Museum, featuring such comforts as Wi-Fi and a car park. Providing opportunities… More

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Harbor House Suite A

Front Street, Key West, United States Show map

The 4-bedroom Harbor House Suite A Key West villa offers proximity to such city sites as the bustling plaza "Mallory Square", located only a 5-minute walk away. Offering a prime location in the… More

From US$ 1520 Book Now

Breezy Retreat

606 Truman Avenue, Key West, United States Show map

Featuring an outdoor swimming pool, Breezy Retreat Villa Key West is suitable for up to 4 people and is located a 16-minute walk from Key West Aquarium. Providing guests with Wi-Fi and parking, this… More

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Oceanfront Oasis

1901 South Roosevelt Blvd, Unit 304, Key West, United States Show map

Located within 5 minutes' walk of Higgs Beach Dog Park, the 2-bedroom Oceanfront Oasis Villa Key West provides an outdoor swimming pool, a sauna for a more relaxing experience. Hosting up to 6 guests… More

From US$ 550 Book Now

First Breath By Avantstay

1106 Eaton Street, Key West, United States Show map

The 3-bedroom First Breath By Avantstay Key West villa offers swift access to various city sites, such as Papa's Pilar Rum Distillery, situated only a 6-minute walk away. Offering a prime location in… More

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Nassau Suite Key West

921 Center Street #12, Key West, United States Show map

Located only 600 metres from Key West Butterfly and Nature Conservatory, the 1-bedroom Nassau Suite Key West villa offers opportunities for windsurfing, snorkelling, and fisheries in the area. With a… More

From US$ 431 Book Now

Tranquility By Avantstay

714-5 Olivia St, Key West, United States Show map

Offering a patio and barbecue for guests' leisure, the welcoming Tranquility By Avantstay Key West villa is situated 19 minutes' walk from Key West Aquarium. Offering pool views as well as an outdoor… More

From US$ 448 Book Now

Hemingways Atlantic Retreat

1800 Atlantic Blvd Unit C339, Key West, United States Show map

Located only 0.8 km from Higgs Beach Dog Park, the 2-bedroom Hemingways Atlantic Retreat Villa Key West provides a heated pool, a sauna for a more relaxing experience. Hosting up to 6 guests, this… More

From US$ 404 Book Now

The Breeze

1901 South Roosevelt Blvd, Unit 301 East, Key West, United States Show map

Offering a lift and a tour desk for up to 6, the 3-bedroom The Breeze Villa Key West is located approximately 25 minutes on foot from the well-known historical sight, the historic fort "West Martello… More

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Wahoo Way

1201 Duval Street 1, Key West, United States Show map

Offering access to entertainment venues such as Key West First Legal Rum Distillery, situated only 1.5 km away, the 1-bedroom Wahoo Way Villa Key West can host up to 2 guests. More

From US$ 227 Book Now

Coconut Palm

Whitehead Street 729, Key West, United States Show map

Situated within 5 minutes' walk of The Ernest Hemingway Home and Museum, the 3-bedroom Coconut Palm Villa Key West entices guests with cycling in the area. Providing guests with high-speed Internet… More

From US$ 1683 Book Now

American Shoal Light Suite

419 Truman Avenue, Key West, United States Show map

American Shoal Light Suite Key West villa is nestled a 7-minute walk from Key West Butterfly and Nature Conservatory and can accommodate up to 6 guests. More

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Conch Cove

Simonton Lane 720, Key West, United States Show map

Conch Cove Villa Key West offers quick access to such city attractions as Nancy Forrester's Secret Garden, located approximately a 5-minute walk away. More

From US$ 2574 Book Now

Alligator Reef Light Suite

419 Truman Avenue #1 F, Key West, United States Show map

Alligator Reef Light Suite Key West villa hosts up to 6 guests and provides proximity to Key West Butterfly and Nature Conservatory, situated a 7-minute stroll away. More

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Key West Light Suite

215 Eanes Lane, Key West, United States Show map

Key West Light Suite villa, located a 6-minute walk from the even Southernmost Point, can host up to 4 guests. More

From US$ 853 Book Now

Casa Bonita - Duval Square

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

Casa Bonita - Duval Square Villa Key West provides easy access to various city attractions, such as The Ernest Hemingway Home and Museum, situated approximately a 5-minute walk away. More

From US$ 951 Book Now

Great Key West Location

100 Admirals Lane, Key West, United States Show map

Offering a location about a 25-minute walk from White Street Pier, Great Key West Location Villa gives access to various tourist spots in the area. More

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Jasmine Place

919 Whitehead Street, Key West, United States Show map

Located just 200 metres from The Ernest Hemingway Home and Museum, the 2-bedroom Jasmine Place Key West villa offers opportunities for windsurfing, snorkelling, and canyoning in the area. The Key… More

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Heron Suite | Vibrant Retreat, Hot Tubs, Steps From Duval

1330 Simonton Street #2, Key West, United States Show map

The 1-bedroom Heron Suite | Vibrant Retreat, Hot Tubs, Steps From Duval Key West villa hosts up to 4 guests and provides proximity to the even Southernmost Point, situated just 5 minutes' walk away. More

From US$ 219 Book Now

Octopus Garden By Last Key Realty

55 Coral Way, Key West, United States Show map

The 3-bedroom Octopus Garden By Last Key Realty Key West villa offers quick access to such tourist spots as FYT Fitness Center, situated nearly a 5-minute stroll away. The Key West holiday home is… More

From US$ 615 Book Now

Kw335Wk Dancing Palms

606 Truman Ave 9, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Kw335Wk Dancing Palms Villa Key West is suitable for up to 4 people and is located nearly a 25-minute walk from Fort Zachary Taylor. The villa boasts… More

From US$ 533 Book Now