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

Havana Views

620 Thomas Street #268, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Havana Views Key West villa is located only 8 minutes' walk from The Ernest Hemingway Home and Museum and is ideal for up to 4 guests. Providing… More

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Luxury Retreat-Old Town; Pool, Parking, Near Duval

921 Windsor Lane, Key West, United States Show map

Overlooking the pool, Luxury Retreat-Old Town; Pool, Parking, Near Duval Villa Key West enjoys a prime setting 5 minutes' walk from Key West Firehouse Museum. More

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Boat House By Avantstay

711 Bakers Lane, Key West, United States Show map

Located merely 6 minutes' walk from the downtown commercial zoned Duval Street, Boat House By Avantstay Key West villa features an outdoor swimming pool and can accommodate up to 2 guests. This 1… More

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Caroline On My Mind

616 Caroline St #4, Key West, United States Show map

Offering a heated pool, the 2-bedroom Caroline On My Mind Villa Key West is located around 5 minutes' walk from Vandenberg Wreck and is ideal for up to 4 guests. This property features opportunities… More

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Monkey House By Avantstay

709 Bakers Lane, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Monkey House By Avantstay Key West villa is located merely 0.6 km from Key West First Legal Rum Distillery and is ideal for up to 4 guests. Providing… More

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Shady Nook

620 Thomas Street, #149, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Shady Nook Villa Key West is located about 5 minutes' walk from Mile Marker 0 Store and is suitable for up to 4 guests. Providing guests with Wi-Fi… More

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1 Aqua Oasis

202-4 Southard Street, Key West, United States Show map

The 2-bedroom 1 Aqua Oasis Villa Key West hosts up to 4 guests and provides proximity to The Ernest Hemingway Home and Museum, situated merely 0.7 km away. Providing guests with Wi-Fi and private… More

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Blue Gem

5 Sapphire Dr, Key West, United States Show map

Located around a 10-minute walk from Big Coppitt Key Island, the 4-bedroom Blue Gem Villa Key West offers a heated pool for guests to relax by. This holiday home features opportunities for… More

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The Lighthouse Penthouse Suite

419 Truman Avenue, Key West, United States Show map

The Lighthouse Penthouse Suite Key West villa is located about a 15-minute walk from the Harry S. Truman Little White House and provides cycling and fisheries for active guests. Located in proximity… More

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High Tide

229 Southard Street, Key West, United States Show map

Located 650 metres from the Harry S. Truman Little White House, High Tide Villa Key West is suitable for 4 guests and provides an outdoor swimming pool to relax in. Located in close proximity to the… More

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Land Of Love By Avantstay

611 Grinnell St #7, Key West, United States Show map

Situated approximately a 25-minute walk from the bustling plaza "Mallory Square", the welcoming Land Of Love By Avantstay Key West villa offers guests to enjoy grill and a golf course. This 2-bedroom… More

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Sombrero Reef Light Suite

419 Truman Avenue, Key West, United States Show map

Located only a 9-minute walk from Mile Marker 0 Store, the 1-bedroom Sombrero Reef Light Suite Key West villa features an outdoor swimming pool and can accommodate up to 4 guests. The holiday home… More

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Casa Havana - Duval Square

1075 Duval Street Unit R22, Key West, United States Show map

Offering an outdoor swimming pool, Casa Havana - Duval Square Key West is situated merely 7 minutes' walk from the downtown commercial zoned Duval Street and can accommodate up to 4 guests. More

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Ocean Breeze

105 Front Street #119, Key West, United States Show map

Situated merely a 5-minute stroll from USCGC Ingham Maritime Museum, the 2-bedroom Ocean Breeze Villa Key West is suitable for 5 guests and provides a heated pool to relax in. Located in the vicinity… More

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The Lighthouse Group Suite

419 Truman Avenue, Key West, United States Show map

The Lighthouse Group Suite Key West villa is nestled 7 minutes' walk from Key West Butterfly and Nature Conservatory and can accommodate up to 12 guests. More

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Seafarer'S Refuge

719 Eisenhower Drive #2, #2, Key West, United States Show map

Seafarer'S Refuge Villa Key West is located around a 25-minute walk from Southernmost Point of the Continental US Monument and provides a heated pool, ensuring a relaxing stay. Featuring a hot tub… More

From US$ 1483 Book Now

A Latitude Adjustment

101 Front Street, #17, Key West, United States Show map

Situated just a 7-minute walk from Key West Aquarium, the 2-bedroom A Latitude Adjustment Villa Key West offers guests to relax by an outdoor swimming pool. This 2-bathroom villa features… More

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Key West Light Suite

419 Truman Avenue, Key West, United States Show map

Located just an 8-minute walk from the even Southernmost Point, the 2-bedroom Key West Light Suite villa offers cycling and fisheries to diversify guests' leisure. Offering city views as well as an… More

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It'S A Salt Life After All

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

Featuring an outdoor swimming pool, the 2-bedroom It'S A Salt Life After All Key West villa is suitable for up to 6 people and is located around 3 km from Fort East Martello Museum. Providing guests… More

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Kw275Bflr Island Hideaway

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

Offering an aqua park and playground for an enjoyable stay, Kw275Bflr Island Hideaway Villa Key West is merely a 5-minute walk from Key West Firehouse Museum. This 2-bedroom villa features… More

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Coconut Palm Suite At Travelers Palm Inn Key West

815 Catherine St., Key West, United States Show map

Featuring an outdoor swimming pool, the 1-bedroom Coconut Palm Suite At Travelers Palm Inn Key West villa is located about 5 minutes' walk from Saint Mary Star of the Sea Basilica and is suitable for… More

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A Sunset View

104-5 Southard Street, Key West, United States Show map

Located merely a 6-minute walk from the downtown commercial zoned Duval Street, A Sunset View Villa Key West features an outdoor swimming pool and can accommodate up to 5 guests. Located in close… More

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A Change In Latitude

620 Thomas Street #183, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom A Change In Latitude Key West villa is located a mere 6 minutes' walk from Southernmost Point of the Continental US Monument and is ideal for up to 4… More

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Kw49E Papa

309 Louisa St, Key West, United States Show map

Featuring a heated pool, Kw49E Papa Villa Key West is suitable for up to 6 people and is located a 19-minute walk from the Harry S. Truman Little White House. More

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Southard Comfort

202-9 Southard Street, Key West, United States Show map

Located 18 minutes' walk from South Beach, Southard Comfort Key West villa has an outdoor swimming pool and is ideal for up to 4 guests. Offering private parking as well as Wi-Fi, the 2-bedroom… More

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Southernmost Sanctuary

620 Thomas Street, #191, Key West, United States Show map

Located 700 metres from the natural history museum "Florida Keys Eco-Discovery Center", Southernmost Sanctuary Key West villa features an outdoor swimming pool and can accommodate up to 4 guests. More

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Marlin Blue

208 Southard Street #7, Key West, United States Show map

Featuring an outdoor swimming pool, Marlin Blue Villa Key West is suitable for up to 2 people and is located a 16-minute walk from Saint Mary Star of the Sea Basilica. Providing guests with Wi-Fi and… More

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Peachy Keen

619 Thomas Street, Key West, United States Show map

Along with proximity to The Ernest Hemingway Home and Museum, just a 5-minute walk away, the 3-bedroom Peachy Keen Key West villa offers opportunities for snorkelling, diving, and canyoning in the… More

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A Fish Bowl

620 Thomas Street #189, Key West, United States Show map

Situated just 6 minutes on foot from the downtown commercial zoned Duval Street, the 1-bedroom A Fish Bowl Villa Key West is suitable for 2 guests and provides a heated pool to relax in. Offering a… More

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A Sunset Breeze

511 Noah Lane, Key West, United States Show map

Featuring an outdoor swimming pool, A Sunset Breeze Villa Key West is suitable for up to 6 people and is located a 17-minute walk from Southernmost Point of the Continental US Monument. Providing… More

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A Pleasant Stay

102-11 Southard Street, Key West, United States Show map

A Pleasant Stay Key West villa is located a 17-minute walk from South Beach and provides snorkelling and fisheries for active guests. Located in the vicinity of the bustling plaza "Mallory Square"… More

From US$ 152 Book Now

Spacious 52' Sailboat | 6 Cabins | Dockside Escape

7005 Shrimp Road, Key West, United States Show map

The 6-bedroom Spacious 52' Sailboat | 6 Cabins | Dockside Escape Key West is situated about 5 minutes' walk from the newly developed Stock Island Marina Village, featuring such comforts as Wi-Fi and… More

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Lighthouse Villa By Avantstay

921 Whitehead Street, Key West, United States Show map

Offering an outdoor swimming pool, Lighthouse Villa By Avantstay Key West is situated only 8 minutes' walk from Key West Butterfly and Nature Conservatory and can accommodate up to 8 guests. More

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Green Spot

620 Thomas Street #258, Key West, United States Show map

Located only an 8-minute walk from The Ernest Hemingway Home and Museum, the 2-bedroom Green Spot Key West villa features an outdoor swimming pool and can accommodate up to 4 guests. This holiday… More

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Sunset Dalite

109 Front Street #212, Key West, United States Show map

Situated approximately 5 minutes' walk from the fully accredited Mel Fisher Maritime Heritage Museum, the 2-bedroom Sunset Dalite Villa Key West is ideal for up to 4 guests. Providing guests with Wi… More

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A Palm Tree Paradise

7 Spoonbill Way, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom A Palm Tree Paradise Key West villa is situated approximately 10 minutes' walk from Key West Tropical Forest and Botanical Garden and can accommodate… More

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Alligator Reef Light Suite

419 Truman Avenue, Key West, United States Show map

Situated a mere 7 minutes' stroll from Key West Butterfly and Nature Conservatory, the 2-bedroom Alligator Reef Light Suite Key West villa ensures a great leisure experience by offering cycling and… More

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Ahoy Mate!

210-1 Southard Street, Key West, United States Show map

Staying at the 2-bedroom Ahoy Mate! Villa Key West, guests can visit Key West Butterfly and Nature Conservatory, which is just 1.2 km away. Offering a private parking lot as well as Wi-Fi, the Key… More

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Old Town Proximity - Island Serenity!

28 Merganser Ln, Key West, United States Show map

The 2-bedroom Old Town Proximity - Island Serenity! Key West villa is located about 20 minutes' walk from Safe Harbor and provides an outdoor swimming pool, ensuring a relaxing stay. With a maximum… More

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Takeover At The Grand Maloney

Caroline Street 529, Key West, United States Show map

Located just a 9-minute walk from the downtown commercial zoned Duval Street, the 6-bedroom Takeover At The Grand Maloney Key West villa is suitable for 16 guests and provides a swimming pool to… More

From US$ 4224 Book Now

Serenity By Avantstay

907 Emma St, Key West, United States Show map

Offering an outdoor swimming pool, Serenity By Avantstay Key West villa is located about 5 minutes' walk from The Ernest Hemingway Home and Museum and is ideal for up to 2 guests. This 1-bedroom… More

From US$ 204 Book Now

Another Siesta

620 Thomas St #168, Key West, United States Show map

The 1-bedroom Another Siesta Key West villa accommodates up to 2 guests and offers proximity to The Ernest Hemingway Home and Museum, located merely 0.6 km away. Providing guests with Wi-Fi and a… More

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Sailor'S Son

2867 Key Cove Dr., Key West, United States Show map

Featuring a heated pool, Sailor'S Son Villa Key West is suitable for up to 8 people and is located nearly a 25-minute walk from Key West Tropical Forest and Botanical Garden. Providing guests with Wi… More

From US$ 1325 Book Now

Beachy Keen

620 Thomas Street #284, Key West, United States Show map

The 2-bedroom Beachy Keen Key West apartment lies in the Downtown Key West district of Key West and offers swift access to The Ernest Hemingway Home and Museum, which is only an 8-minute walk away. More

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Walkable Cottage W/ Pool Access In Key West!

620 Thomas St Unit 108, Key West, United States Show map

Featuring an outdoor swimming pool, Walkable Cottage W/ Pool Access In Key West! is suitable for up to 6 people and is located a 14-minute walk from the waterfront Mallory Square. More

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Amberjack

253 Southard Street, Key West, United States Show map

The 2-bedroom Amberjack Villa Key West is nestled only a 9-minute walk from the downtown commercial zoned Duval Street and can accommodate up to 6 guests. Located a short way from Fort Zachary Taylor… More

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The Tahiti Suite - Updated Key West Condo With Pool, Hot Tub, & Balcony!

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

Located about a 25-minute walk from Sheriff s Animal Farm, The Tahiti Suite - Updated Key West Condo With Pool, Hot Tub, & Balcony! villa gives access to various tourist sites in the vicinity. More

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Nautical Wheeler

2869 Key Cove Drive, Key West, United States Show map

Nautical Wheeler Villa Key West is located 25 minutes' walk from Higgs Beach Dog Park and provides an outdoor swimming pool, ensuring a relaxing stay. Suitable for 8 guests, the 4-bedroom holiday… More

From US$ 2027 Book Now

Golf Villa

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

The 2-bedroom Golf Villa Key West offers proximity to such city sites as FYT Fitness Center, located nearly a 5-minute walk away. Providing guests with Wi-Fi and private car parking, this property is… More

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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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