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2026-11-05
2026-11-06
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Hotels with indoor pool in Key West

Papa'S Casita

405 Olivia Street, Key West, United States Show map

Located in close proximity to The Ernest Hemingway Home and Museum, Papa'S Casita Villa Key West has a heated pool and is ideal for up to 6 guests. Offering private car parking as well as Wi-Fi, this… More

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Kw275Flr Tropical Vibes

1216 Margaret St., Key West, United States Show map

Located merely a 9-minute walk from Key West Butterfly and Nature Conservatory, the 4-bedroom Kw275Flr Tropical Vibes Villa Key West features a private outdoor pool and can accommodate up to 8 guests… More

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Kw230 Last Minute

219 Whitehead St. (Rear), Key West, United States Show map

Located about a 5-minute walk from The Oldest House Historical Place Museum, the 3-bedroom Kw230 Last Minute Key West villa offers a private outdoor swimming pool for guests to relax by. The holiday… More

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A & E'S Tranquil Tides

620 Thomas Street #190, Key West, United States Show map

The 2-bedroom A & E'S Tranquil Tides Villa Key West accommodates up to 4 guests and offers proximity to the downtown commercial zoned Duval Street, located only a 6-minute walk away. This Key West… More

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Island Oasis

101 Front Street, #25, Key West, United States Show map

Situated in the Downtown Key West district of Key West, within 10 minutes' walk of the downtown commercial zoned Duval Street, the 2-bedroom Island Oasis Villa Key West comes with an outdoor swimming… More

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Blue Heron By Avantstay

906-2 Truman Avenue, Key West, United States Show map

Featuring an outdoor swimming pool as well as views of the pool, the welcoming Blue Heron By Avantstay Key West villa offers a prime location just a 5-minute walk from the Minor Saint Mary Star of… More

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Four Suites On Duval Street W Parking And Pool

Duval Street 824, Key West, United States Show map

The 149 m² Four Suites On Duval Street W Parking And Pool Key West is a great place to stay in the Downtown Key West district, around a 15-minute walk from the Harry S. Truman Little White House. More

From US$ 1630 Book Now

Booty Caye

73 Golf Club Drive, Key West, United States Show map

Offering a location nearly 5 minutes' walk from FYT Fitness Center, the 2-bedroom Booty Caye Villa Key West gives access to various tourist spots in the area. Guests can enjoy windsurfing… More

From US$ 179 Book Now

1 Island Time Escape

101 Front Street, #15, Key West, United States Show map

Situated nearly a 5-minute stroll from the Harry S. Truman Little White House, the 2-bedroom 1 Island Time Escape Villa Key West ensures a great leisure experience by offering snorkelling and… More

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Elegant Sailboat Stay

The Perry Hotel & Marina Key West N25, Key West, United States Show map

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From US$ 292 Book Now

The Caroline Suite

1501 Truman Avenue 2, Key West, United States Show map

Up to 4 guests can stay at the 1-bedroom The Caroline Suite Key West villa and enjoy Wreckers Sloop Mary, located merely a 5-minute walk away. Providing guests with Wi-Fi and parking, the property is… More

From US$ 514 Book Now

Center Court-Boutique Old Town Lodging

916 Center Street, Key West, United States Show map

Located about 5 minutes' walk from Key West Firehouse Museum, the 9-room Center Court-Boutique Old Town Lodging Key West villa boasts a year-round outdoor swimming pool, a Jacuzzi for a relaxing… More

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Breezy Bungalow By Avantstay

550 Porter Lane, Key West, United States Show map

Offering an outdoor swimming pool, Breezy Bungalow By Avantstay Key West is located just 9 minutes' walk from Audubon House and Tropical Gardens and is ideal for up to 4 guests. Situated in the… More

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A Conch Escape

620 Thomas Street #274, Key West, United States Show map

Along with proximity to the natural history museum "Florida Keys Eco-Discovery Center", a mere 350 metres away, the 2-bedroom A Conch Escape Villa Key West offers opportunities for snorkelling and… More

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Archipelago I

245 Southard Street, Key West, United States Show map

Featuring an outdoor swimming pool, Archipelago I Key West villa is suitable for up to 6 people and is located a 14-minute walk from the waterfront Mallory Square. Providing guests with Wi-Fi and… More

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Salty Palm Retreat By Avantstay

620 Thomas Street, Unit 175, Key West, United States Show map

Located in the Downtown Key West district 25 minutes' walk from Higgs Beach Dog Park, the 56 m² Salty Palm Retreat By Avantstay Key West apartment accommodates up to 4 guests. Offering access to an… More

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Gulf Getaway

Porter Lane 524, Key West, United States Show map

Featuring an outdoor swimming pool, Gulf Getaway Villa Key West is suitable for up to 6 people and is located a 25-minute walk from the vintage parish "Saint Paul's Episcopal Church of Key West". More

From US$ 342 Book Now

Parking Pool Dock - Starboard House

18 Andrea Lane, Key West, United States Show map

Parking Pool Dock - Starboard House Villa Key West is located about a 15-minute walk from Key West Tropical Forest and Botanical Garden and provides an outdoor swimming pool, ensuring a relaxing stay… More

From US$ 3814 Book Now

Tropical Breezes

620 Thomas Street #294, Key West, United States Show map

Situated merely 6 minutes on foot from the downtown commercial zoned Duval Street, the 2-bedroom Tropical Breezes Villa Key West is suitable for 4 guests and provides an outdoor swimming pool to… More

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Buttonwood Corner By Avantstay

1430 Flagler Ave, Key West, United States Show map

Located just a 6-minute walk from Higgs Beach Dog Park, the 3-bedroom Buttonwood Corner By Avantstay Key West villa boasts an outdoor swimming pool and can accommodate up to 6. Providing guests with… More

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A Harbour Roost

109 Front Street #114, Key West, United States Show map

Located just 0.6 km from the vintage parish "Saint Paul's Episcopal Church of Key West", the 2-bedroom A Harbour Roost Villa Key West has an outdoor swimming pool and is ideal for up to 5 guests. More

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Southernmost View -Pool & Water Views

Whitehead Street 1315, Key West, United States Show map

Situated about a 25-minute walk from Higgs Beach Dog Park, the 4-bedroom Southernmost View -Pool & Water Views Key West villa offers guests to enjoy an aqua park and a golf course. The holiday home… More

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