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

Kw275Aflr Island Retreat

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

Located only a 9-minute walk from Key West Butterfly and Nature Conservatory, the 2-bedroom Kw275Aflr Island Retreat Villa Key West features a heated pool and can accommodate up to 6 guests. This 2… More

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Sweet'S Spot

109 Front Street #309, Key West, United States Show map

Located just around the corner from the Harry S. Truman Little White House, Sweet'S Spot Villa Key West boasts an outdoor swimming pool and can accommodate up to 6. The 3-bedroom holiday home… More

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Lighthouse Suites Collection

419 Truman Avenue, Key West, United States Show map

Located in the Duval district, about 5 minutes' walk from Key West Lighthouse and Keeper's Quarters Museum, the 10-bedroom Lighthouse Suites Collection Key West villa offers city views. More

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Tropical Vineyard

210-10 Southard Street, Key West, United States Show map

Featuring an outdoor swimming pool, the 1-bedroom Tropical Vineyard Villa Key West is located just 6 minutes' walk from Jackson Square and is suitable for up to 4 guests. Providing guests with Wi-Fi… More

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Kwss108 Sunrise Suites - Martinique Suite 108

3625 Seaside Dr, Key West, United States Show map

Offering guests to unwind in a Jacuzzi, Kwss108 Sunrise Suites - Martinique Suite 108 Key West villa is located a 10-minute walk from Thompson Island. Guests can enjoy snorkelling, diving, and… More

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Conch House

330 Caroline Street, Key West, United States Show map

The 4-bedroom Conch House Villa Key West hosts up to 8 guests and provides proximity to the bustling plaza "Mallory Square", situated only a 7-minute walk away. The accommodation features… More

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Key West House 3 Bedroom 2Ba Private Pool Waterfront

West Cypress Terrace 11, Key West, United States Show map

Staying at the 3-bedroom Key West House 3 Bedroom 2Ba Private Pool Waterfront villa, guests can visit Key West Golf Club, which is just 1.7 km away. Providing cycling and fisheries, the Key West… More

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Kw49 Papa

309 Louisa St, Key West, United States Show map

Situated in the Downtown Key West district of Key West, within 25 minutes' walk of C. B. Harvey Rest Beach Park, the 6-bedroom Kw49 Papa Villa Key West comes with a swimming pool for guests to unwind… More

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About Time

620 Thomas Street Apt# 193, Key West, United States Show map

Featuring an outdoor swimming pool, About Time Villa Key West is suitable for up to 4 people and is located a 15-minute walk from Key West First Legal Rum Distillery. Providing guests with Wi-Fi and… More

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Seascape

620 Thomas Street #159, Key West, United States Show map

Situated only 8 minutes' walk from The Ernest Hemingway Home and Museum, the 2-bedroom Seascape Villa Key West is ideal for up to 4 guests. Providing guests with Wi-Fi and private car parking, the… More

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Paradise On The Ocean

105 Front Street #218, Key West, United States Show map

Located only 550 metres from Mile Marker 0 Store, the 2-bedroom Paradise On The Ocean Key West villa offers opportunities for snorkelling and fisheries in the area. This Key West holiday home hosts… More

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Happy Hour Haven

620 Thomas St #285, Key West, United States Show map

To enjoy your vacation in Key West, stay at Happy Hour Haven Apartment Key West, which is nearly 15 minutes' walk from Key West Butterfly and Nature Conservatory and only 0.7 km from the natural… More

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Absolute Key West

112 Admirals Lane, Key West, United States Show map

The 2-bedroom Absolute Key West Villa is situated around 5 minutes' walk from Front Street, featuring such comforts as Wi-Fi and a private parking lot. Providing opportunities for snorkelling and… More

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Eisenhower Retreat

719 Eisenhower Dr. #1, #1, Key West, United States Show map

Situated only 8 minutes' walk from Fleming Street, Eisenhower Retreat Key West villa entices guests with windsurfing, snorkelling, and fisheries in the area. Providing guests with Wi-Fi and private… More

From US$ 1498 Book Now

Sunset Suite-Historic 2 Bedroom K And Q, Sleeps 4, Spa

914 Center St, Key West, United States Show map

The spacious Sunset Suite-Historic 2 Bedroom K And Q, Sleeps 4, Spa Key West is located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor an 8-minute… More

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Kw245Wk Shipyard Seaclusion

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

Situated in the Downtown Key West district, just 1.1 km from the 19 - acre Key West Cemetery, the 2-bedroom Kw245Wk Shipyard Seaclusion Villa Key West comes with a swimming pool for guests to unwind.… More

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Kw219Flr Sunshine Drive

1615 Sunshine Dr., Key West, United States Show map

Situated just 500 metres from White Street Pier, the 2-bedroom Kw219Flr Sunshine Drive Villa Key West is suitable for 7 guests and provides a heated pool to relax in. Located within 25 minutes' walk… More

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Almost Paradise

106-7 Southard Street, Key West, United States Show map

The 2-bedroom Almost Paradise Key West villa accommodates up to 4 guests and offers proximity to The Ernest Hemingway Home and Museum, located merely 0.6 km away. Providing guests with Wi-Fi and… More

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Sun, Sea, And Sky

202-5 Southard Street, Key West, United States Show map

Located about 20 minutes' walk from Key West Firehouse Museum, the 1-bedroom Sun, Sea, And Sky Villa Key West has a heated pool and is ideal for up to 4 guests. Guests can enjoy snorkelling and… More

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Doc'S Paradise

61 Spoonbill Way, Key West, United States Show map

Located around 10 minutes' walk from Key West Tropical Forest and Botanical Garden, the 3-bedroom Doc'S Paradise Key West villa offers an outdoor swimming pool for guests to relax by. Offering a… More

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Bayview Retreat

719 Eisenhower #6, #6, Key West, United States Show map

Located just a 9-minute stroll from Fleming Street, the 4-bedroom Bayview Retreat Villa Key West can accommodate up to 10 guests, providing them with a Jacuzzi for a relaxing stay. Offering an… More

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Kw369Flr The Conch-Out Cottage

821 Terry Ln, Key West, United States Show map

Located only a 7-minute walk from Mile Marker 0 Store, the 1-bedroom Kw369Flr The Conch-Out Cottage Key West boasts a swimming pool and can accommodate up to 5. This villa features opportunities for… More

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Southern Palms

Whitehead Street 729, Key West, United States Show map

At the 5-bedroom Southern Palms Key West villa, guests can enjoy cycling and fisheries as well as a location approximately 5 minutes' walk from The Ernest Hemingway Home and Museum. Featuring a hot… More

From US$ 2203 Book Now

Key Lime Pie By Avantstay

1018 Thompson Lane, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Key Lime Pie By Avantstay Key West villa is situated only 7 minutes' walk from Key West Historic Seaport and can accommodate up to 4 guests. Providing… More

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Ecco Domani By Avantstay

1011-2 Simonton St, Key West, United States Show map

Located only 6 minutes' walk from The Ernest Hemingway Home and Museum, the 3-bedroom Ecco Domani By Avantstay Key West villa boasts an outdoor swimming pool and can accommodate up to 6. Providing… More

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Sand Crab Cabana Weekly Rental!

620 Thomas Street, #269, Key West, United States Show map

Offering a heated pool, the 1-bedroom Sand Crab Cabana Weekly Rental! Key West is located just 8 minutes' walk from the historical Key West Lighthouse and is ideal for up to 2 guests. The villa… More

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Paris Mango

2861 Key Cove Dr., Key West, United States Show map

During the stay at the 4-bedroom Paris Mango Villa Key West, guests can indulge in a Jacuzzi or visit South Beach, located 3.3 km away. Located 10 minutes by car from Fort East Martello Museum, this… More

From US$ 1670 Book Now

Casa Atlantic

Key West, United States Show map

Staying at Casa Atlantic Villa Key West, guests can easily reach Fort East Martello Museum, located approximately 3 km away. More

From US$ 258 Book Now

Colorful Cocktail

210-3 Southard Street, Key West, United States Show map

Nestled 13 minutes' walk from the 19-acre Key West Cemetery, Colorful Cocktail Villa Key West is boasting an aqua park and a golf course for guests' enjoyment. Located not far from the shopping mall… More

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The Curacao - Key West Condo With Pool, Balcony, Sunset Views

3625 Seaside Drive #204, Key West, United States Show map

To enjoy your vacation in Key West, stay at spacious The Curacao - Key West Condo With Pool, Balcony, Sunset Views, which is only 0.9 km from Thompson Island and approximately 25 minutes' walk from… More

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Bikes Provided! Central Condo W/ Pool In Key West

620 Thomas St Unit 252, Key West, United States Show map

Staying at the 2-bedroom Bikes Provided! Central Condo W/ Pool In Key West villa, guests can visit the Harry S. Truman Little White House, which is only 0.8 km away. The Key West holiday home is… More

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A Low Tide

620 Thomas Street #192, Key West, United States Show map

Situated in the Downtown Key West district, just 1.1 km from the 19 - acre Key West Cemetery, the 2-bedroom A Low Tide Key West villa comes with an outdoor swimming pool for guests to unwind. This… More

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Sundown Refuge By Avantstay

113 Front St #107, Key West, United States Show map

The 2-bedroom Sundown Refuge By Avantstay Key West apartment is situated merely a 6-minute walk from Key West Shipwreck Treasure Museum and 5 km from Key West International airport. While staying in… More

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Cool Breeze

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

The 3-bedroom Cool Breeze Villa Key West offers quick access to such city attractions as Key West Golf Club, located merely a 5-minute walk away. This Key West holiday home boasts barbecue and a golf… More

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A Gulfstream Drift

105 Front Street #319, Key West, United States Show map

Situated a mere 9 minutes on foot from the waterfront Mallory Square, the 2-bedroom A Gulfstream Drift Villa Key West is suitable for 7 guests and provides a heated pool to relax in. Offering a lift… More

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Sunrise Suites 308

3625 Seaside Dr Apt 308, Key West, United States Show map

Situated 10 minutes' drive from Higgs Beach Dog Park, Sunrise Suites 308 Key West villa provides access to numerous tourist attractions in the area. More

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Bayview Middle

801 Eisenhower Dr. #5, 5, Key West, United States Show map

The 3-bedroom Bayview Middle Villa Key West offers quick access to such tourist spots as Wreckers Sloop Mary, situated only a 5-minute walk away. This Key West holiday home boasts a picnic area and a… More

From US$ 1078 Book Now

Easy Livin By Avantstay

314 Admirals Lane, Key West, United States Show map

Located a mere 0.9 km from the natural history museum "Florida Keys Eco-Discovery Center", the 3-bedroom Easy Livin By Avantstay Key West villa has an outdoor swimming pool and is ideal for up to 8… More

From US$ 681 Book Now

Casa Rosa

331 Simonton Street, Key West, United States Show map

Located in the Downtown Key West district, 6 minutes' walk from US 1 Mile Marker 0, Casa Rosa Villa Key West offers pool views. Providing guests with Wi-Fi and parking, the 4-bedroom holiday home is… More

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Island Paradise

413 Virginia St, Key West, United States Show map

The 2-bedroom Island Paradise Key West villa is nestled within 5 minutes' walk of The Ernest Hemingway Home and Museum and entices guests with a Jacuzzi. Offering a prime location in the Duval… More

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An Island Retreat

403B Emma Street, Key West, United States Show map

Situated a mere 9 minutes' stroll from the downtown commercial zoned Duval Street, the 2-bedroom An Island Retreat Villa Key West ensures a great leisure experience by offering snorkelling and… More

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A Sanctuary Home

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

Located approximately a 5-minute stroll from Key West Golf Club, the 3-bedroom A Sanctuary Home Key West offers barbecue, a golf course, and a dining table for guests' enjoyment. Offering an outdoor… More

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Road'S End

Center Street 921, Key West, United States Show map

Road'S End Apartment Key West is located a mere 1.2 km from USCGC Ingham Maritime Museum and 16 minutes' walk from the Harry S. Truman Little White House. More

From US$ 488 Book Now

Royal Poinciana Weekly Rental!

620 Thomas Street #292, Key West, United States Show map

The 1-bedroom Royal Poinciana Weekly Rental! Key West villa offers easy access to such tourist spots as San Carlos Institute, located only a 6-minute walk away. Providing guests with Wi-Fi and… More

From US$ 428 Book Now

Tideview Haven

25 Key Haven Rd, Key West, United States Show map

Featuring a heated pool, the 5-bedroom Tideview Haven Villa Key West is suitable for up to 10 people and is located nearly a 25-minute walk from Key West Golf Club. Providing guests with Wi-Fi and… More

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Seaside Retreat

2865 Key Cove Dr., Key West, United States Show map

Seaside Retreat Villa Key West is located merely a 6-minute stroll from Dive Key West and offers guests to relish a terrace as well as an outdoor swimming pool. Featuring a Jacuzzi, the property is… More

From US$ 1139 Book Now

Adrift In Key West

620 Thomas Street, #195, Key West, United States Show map

Located just an 8-minute walk from The Ernest Hemingway Home and Museum, the 2-bedroom Adrift In Key West Villa boasts an outdoor swimming pool and can accommodate up to 4. Providing guests with Wi… More

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Dolce Vita

7001 Shrimp Rd, Key West, United States Show map

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From US$ 473 Book Now

Archipelago II

241 Southard Street, Key West, United States Show map

Located 8 minutes' walk from the downtown commercial zoned Duval Street, Archipelago II Key West villa is suitable for 6 guests and provides an outdoor swimming pool to relax in. Located in proximity… More

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Captain'S Wheel

203-1 Southard Street, Key West, United States Show map

Along with proximity to The Ernest Hemingway Home and Museum, merely 0.6 km away, the 2-bedroom Captain'S Wheel Key West villa offers opportunities for snorkelling and fisheries in the area. The Key… More

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