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

Tortugas Harbor Light Suite

419 Truman Avenue, Key West, United States Show map

Located only a 5-minute walk from the downtown commercial zoned Duval Street, Tortugas Harbor Light Suite Key West villa offers cycling and fisheries to diversify guests' leisure. Offering city views… More

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Ashe Street Serenade

613 Ashe Street, Key West, United States Show map

Located within 5 minutes' walk of The Unitarian Universalist Fellowship of Key West, the 3-bedroom Ashe Street Serenade Key West villa offers quick access to various city attractions in the vicinity.… More

From US$ 390 Book Now

A Sunset Celebration

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

Featuring an outdoor swimming pool, the 3-bedroom A Sunset Celebration Villa Key West is suitable for up to 5 people and is located nearly a 20-minute walk from Key West Tropical Forest and Botanical… More

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Blue Heaven

620 Thomas St., #251, Key West, United States Show map

The 2-bedroom Blue Heaven Villa Key West entices guests to enjoy snorkelling and fisheries and offers proximity to the downtown commercial zoned Duval Street, located only 6 minutes' stroll away. More

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Aqua Breeze

105 Front Street #219, Key West, United States Show map

Offering a heated pool, the 2-bedroom Aqua Breeze Villa Key West is located approximately a 5-minute walk from the fully accredited Mel Fisher Maritime Heritage Museum and is ideal for up to 5 guests… More

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A Sunset Peace

109 Front Street #210, Key West, United States Show map

Offering a heated pool, the 2-bedroom A Sunset Peace Villa Key West is located nearly a 5-minute walk from Audubon House and Tropical Gardens and is ideal for up to 4 guests. The holiday home… More

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Coconut Palm Studio At Travelers Palm Inn Key West

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

The 1-bedroom Coconut Palm Studio At Travelers Palm Inn Key West villa hosts up to 2 guests and provides proximity to Key West Butterfly and Nature Conservatory, situated only a 9-minute walk away. More

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The Curry House - Entire Complex

Fleming Street 806, Key West, United States Show map

Featuring a swimming pool, the 9-bedroom The Curry House - Entire Complex Villa Key West is suitable for up to 18 people and is located 16 minutes' walk from Southernmost Point of the Continental US… More

From US$ 1415 Book Now

Rigby House - Brand New With Private Pool

Simonton Street 218, Key West, United States Show map

The 6-bedroom Rigby House - Brand New With Private Pool Villa Key West is located only 1.4 km from The Ernest Hemingway Home and Museum and has an aqua park and a golf course to ensure a memorable… More

From US$ 3023 Book Now

Tropical Executive

107 Front Street #116, Key West, United States Show map

Located only a 9-minute stroll from the bustling plaza "Mallory Square", the 2-bedroom Tropical Executive Villa Key West provides a heated pool as well as snorkelling and fisheries to diversify… More

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Captains Cove Canalfront With Pool And Boat Lift

3034 Riviera Drive, Key West, United States Show map

To enjoy your vacation in Key West, stay at Captains Cove Canalfront With Pool And Boat Lift Key West apartment, which is around a 10-minute ride from Nancy Forrester's Secret Garden and within a 3… More

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Dancing Palms

518 Porter Lane, Key West, United States Show map

The 2-bedroom Dancing Palms Villa Key West is nestled just a 9-minute walk from the Harry S. Truman Little White House and can accommodate up to 4 guests. Located not far from Key West First Legal… More

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New Rose Retreat - Pool & Parking

Rose Lane 526, Key West, United States Show map

Located just 0.6 km from Key West First Legal Rum Distillery, the 2-bedroom New Rose Retreat - Pool & Parking Villa Key West boasts an outdoor swimming pool and can accommodate up to 6. Providing… More

From US$ 741 Book Now

Sunrise Suites - Martinique Suite 108

3625 Seaside Dr #108, Key West, United States Show map

To enjoy your vacation in Key West, stay at Sunrise Suites - Martinique Suite 108 Key West, which is approximately a 10-minute drive from Higgs Beach Dog Park and just 1.9 km from Fort East Martello… More

From US$ 989 Book Now

Saltwater Angler

115 Front Street #203, Key West, United States Show map

Providing guests with an aqua park and a golf course to ensure a memorable stay, the 2-bedroom Saltwater Angler Villa Key West is merely a 9-minute walk from the waterfront Mallory Square. Located in… More

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Oyster'S Pearl

620 Thomas Street #169, Key West, United States Show map

The 1-bedroom Oyster'S Pearl Villa Key West is nestled only a 6-minute walk from the downtown commercial zoned Duval Street and can accommodate up to 2 guests. Located in proximity to Southernmost… More

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Ocean View

1800 Atlantic Blvd, Unit C226, Key West, United States Show map

Featuring a sauna, the 2-bedroom Ocean View Villa Key West is located only 5 minutes' walk from Higgs Beach Dog Park and can host up to 6 guests. This 2-bathroom villa features opportunities for… More

From US$ 615 Book Now

A Sunset Poolside

620 Thomas Street #156, Key West, United States Show map

Located merely a 6-minute walk from the downtown commercial zoned Duval Street, A Sunset Poolside Villa Key West features an outdoor swimming pool and can accommodate up to 4 guests. Located right… More

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The Grinnell Cottage By Avantstay

611 Grinnell St, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom The Grinnell Cottage By Avantstay Key West is located nearly a 5-minute walk from the 19-acre Key West Cemetery and is ideal for up to 4 guests. More

From US$ 217 Book Now

Sugar Palm Studio At Travelers Palm Inn Key West

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

Situated merely a 9-minute walk from Key West Butterfly and Nature Conservatory, Sugar Palm Studio At Travelers Palm Inn Key West villa offers guests to relax by an outdoor swimming pool. This 1… More

From US$ 567 Book Now

Dune Wind South By Avantstay

1901 S.Roosevelt Blvd 201S, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Dune Wind South: Beachside Extended Stay with Pool & Hot Tub Key West villa is suitable for up to 4 people and is located about a 25-minute walk from… More

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Southern Comfort

2855 Key Cove Dr., Key West, United States Show map

The 4-bedroom Southern Comfort Key West villa is situated approximately 500 metres from Kelly's Aerial Arts & Fitness and offers guests to relax with a Jacuzzi. Featuring access to a terrace, the… More

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Kw49B Papa

309 Louisa St. #2, Key West, United States Show map

Situated in the Downtown Key West district of Key West, just 1.4 km from Nancy Forrester's Secret Garden, the 1-bedroom Kw49B Papa Villa Key West comes with a swimming pool for guests to unwind. More

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Dolphin Watch

100-1 Eaton Street, Key West, United States Show map

Dolphin Watch Villa Key West boasts an aqua park and a golf course and enjoys its location in the Downtown Key West district, 6 minutes' walk from Audubon House and Tropical Gardens. Located 2.1 km… More

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Wk49D Papa

309 Louisa St #4, Key West, United States Show map

Featuring guided snorkelling trips to make your visit more entertaining, Wk49D Papa Key West villa is a 16-minute walk from USCGC Ingham Maritime Museum. Guests can enjoy snorkelling and diving at… More

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Another Three Hour Tour

620 Thomas Street #153, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Another Three Hour Tour Key West villa is located just 7 minutes' walk from the downtown commercial zoned Duval Street and is ideal for up to 4 guests… More

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Foster'S Folly

Snapper Lane, Key West, United States Show map

Featuring a heated pool, the 3-bedroom Foster'S Folly Villa Key West is suitable for up to 6 people and is located 4.3 km from National Key Deer Refuge Visitor Center. Providing guests with Wi-Fi and… More

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Suncoast House -Pool & Boat Dock

Shoreline Road 12, Key West, United States Show map

Situated just 1.3 km from Key Haven, the 5-bedroom Suncoast House -Pool & Boat Dock Villa Key West provides fitness classes, as well as a fitness room for active guests. Offering a swimming pool… More

From US$ 1786 Book Now

A Sunrise Cottage

204-1 Southard Street, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom A Sunrise Cottage Key West is located merely 6 minutes' walk from Mile Marker 0 Store and is suitable for up to 6 guests. Providing guests with Wi-Fi… More

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Kw242Flr Petronia Paradise

1121 Petronia St, Key West, United States Show map

Featuring horse riding tours to make your visit more entertaining, Kw242Flr Petronia Paradise Key West villa is a 25-minute walk from Fort Zachary Taylor. Guests can enjoy snorkelling, diving, and… More

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A Southard Pearl

202-11 Southard Street, Key West, United States Show map

Offering an outdoor swimming pool, the 1-bedroom A Southard Pearl Villa Key West is located just 8 minutes' walk from The Ernest Hemingway Home and Museum and is ideal for up to 2 guests. Located… More

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Poolside Hangover

620 Thomas Street #287, Key West, United States Show map

Up to 6 guests can stay at the 2-bedroom Poolside Hangover Key West villa and enjoy Mile Marker 0 Store, located merely a 6-minute walk away. Providing guests with Wi-Fi and private car parking, this… More

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Mother Ocean

2857 Key Cove Dr., Key West, United States Show map

The 4-bedroom Mother Ocean Key West villa, located merely a 6-minute walk from Kelly's Aerial Arts & Fitness, can host up to 8 guests. This property features opportunities for snorkelling and… More

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Beachy Keen Too

1500 Atlantic Boulevard #304, Key West, United States Show map

Located nearly 25 minutes' walk from Alan S Maltz Gallery, the 2-bedroom Beachy Keen Too Key West villa has an outdoor swimming pool and is ideal for up to 4 guests. Along with a lift and a tour desk… More

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Casa Grande By Avantstay

515 Amelia Street, Key West, United States Show map

Casa Grande By Avantstay Key West offers swift access to various city sites, such as South Beach, situated only 500 metres away. More

From US$ 1074 Book Now

A Conch Casita

14 Spoonbill Way, Key West, United States Show map

Situated within 5 minutes' walk of FYT Fitness Center, the 3-bedroom A Conch Casita Villa Key West offers easy access to numerous tourist spots in the area. This Key West holiday home features an… More

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Sailfish Suite On Duval

314 Duval St Unit 5, Key West, United States Show map

The 2-bedroom Sailfish Suite On Duval Key West is only an 8-minute stroll from Key West First Legal Rum Distillery and can accommodate up to 4 guests. The 56 m² apartment lies in the Downtown Key… More

From US$ 1128 Book Now

Secret Garden

Key West, United States Show map

Secret Garden Apartment Key West is located in the Downtown Key West district, a few moments from Key West Lighthouse and Keeper's Quarters Museum. More

From US$ 249 Book Now

Blue Lagoon

205 Southard Street, Key West, United States Show map

Offering an outdoor swimming pool, the 3-bedroom Blue Lagoon Key West villa is located approximately 10 minutes' walk from The Ernest Hemingway Home and Museum and is ideal for up to 6 guests. More

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Tennessee Williams By Avantstay

709 Bakers Lane, Key West, United States Show map

Offering pool views, Tennessee Williams By Avantstay Key West villa is situated a 5-minute walk from the downtown commercial zoned Duval Street. Providing guests with Wi-Fi and a car park, the 2… More

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Lighthouse Suites Collection

419 Truman Avenue, Key West, United States Show map

Staying at the 8-bedroom Lighthouse Suites Collection Key West villa, guests can visit Fort Zachary Taylor, which is just 1.6 km away. More

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Old Town Garden Villas - Andros Suite

921 Center Street #6, Key West, United States Show map

Old Town Garden Villas - Andros Suite Key West is located a mere 1.4 km from the bustling plaza "Mallory Square" and merely an 8-minute walk from Key West Butterfly and Nature Conservatory. More

From US$ 326 Book Now

Luxury Key West Compound With Pool And Guest Cottage

1221 Margaret Street, Key West, United States Show map

Located just 9 minutes' walk from Key West Butterfly and Nature Conservatory, the 2-room Luxury Key West Compound With Pool And Guest Cottage offers a heated pool for guests to relax by. Offering a… More

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Gypsy'S Palace In The Truman Annex

401B Emma Street, Key West, United States Show map

Located a mere 9 minutes' walk from the downtown commercial zoned Duval Street, the 2-bedroom Gypsy'S Palace In The Truman Annex Key West villa offers an outdoor swimming pool for guests to relax by.… More

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Central Condo W/ Deck & Pool Access In Key West!

204 Southard St Unit 229, Key West, United States Show map

Situated merely an 8-minute stroll from The Ernest Hemingway Home and Museum, the 1-bedroom Central Condo W/ Deck & Pool Access In Key West! villa is suitable for 2 guests and provides an outdoor… More

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Carpe Dium

1800 Atlantic Blvd Unit C119, Key West, United States Show map

Boasting a sauna, the 2-bedroom Carpe Dium Villa Key West is located only a 9-minute walk from Higgs Beach Dog Park and can accommodate 6 guests. This villa features opportunities for snorkelling… More

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Bayview South 801 Eisenhower Dr. #6

801 Eisenhower Dr. #6, 6, Key West, United States Show map

Up to 8 guests can stay at Bayview South 801 Eisenhower Dr. #6 Key West villa and enjoy Bayview Park, located only a 6-minute walk away. This Key West holiday home features opportunities for… More

From US$ 1670 Book Now

Our Island Office - Key West

25 Spoonbill Way, Key West, United States Show map

Our Island Office - Key West Villa offers quick access to such city attractions as Key West Golf Club, located merely a 5-minute walk away. More

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Casita Casa Marina

908 Flagler Avenue, Key West, United States Show map

Situated around a 25-minute walk from Fort Zachary Taylor, the 3-bedroom Casita Casa Marina Villa Key West offers guests to enjoy a patio and barbecue. Located not far from Key West Garden Club, this… More

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Porter Paradise

417 Porter Court, Key West, United States Show map

Porter Paradise Key West villa boasts an aqua park and a golf course and enjoys its location in the Downtown Key West district, 6 minutes' walk from the downtown commercial zoned Duval Street. More

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