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

Banana Split

Caroline Street 537, Key West, United States Show map

Banana Split Apartment Key West is located in Duval with one of Key West's top culinary experiences 10 minutes' walk from the downtown commercial zoned Duval Street and accommodates up to 4 guests. More

From US$ 383 Book Now

Blue Haven Unit B416

1800 Atlantic Blvd, Unit B416, Key West, United States Show map

The 2-bedroom Blue Haven Unit B416 Villa Key West, located about 5 minutes' walk from The Key West Nature Preserve, entices guests with a heated pool as well as a sauna to relax in. This… More

From US$ 1571 Book Now

Ibis By Avantstay

714 Olivia #11, Key West, United States Show map

Offering an outdoor swimming pool, the 1-bedroom Ibis By Avantstay Key West villa is situated merely 0.6 km from the downtown commercial zoned Duval Street and can accommodate up to 2 guests. More

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Runaway Bills

812 Johnson Lane, Key West, United States Show map

Offering an outdoor swimming pool, the 3-bedroom Runaway Bills Key West villa is situated only a 7-minute walk from the downtown commercial zoned Duval Street and can accommodate up to 6 guests. More

From US$ 297 Book Now

Florida - Spacious Updated Waterfront Condo 2X2 Pool Dock

915 Eisenhower Drive, Key West, United States Show map

Featuring a swimming pool, the 2-bedroom Florida - Spacious Updated Waterfront Condo 2X2 Pool Dock Key West villa is located about a 5-minute walk from Bayview Park and is suitable for up to 8 guests… More

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Trumans Hideaway By Avantstay

113 Front St #108, Key West, United States Show map

To enjoy your vacation in Key West, stay at the spacious 123 m² Trumans Hideaway By Avantstay Key West apartment, which is only 1.6 km from Fort Zachary Taylor and only 500 metres from Key West… More

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Brisa Del Mar By Avantstay

1901 S.Roosevelt Blvd 206E, Key West, United States Show map

The spacious 110 m² Brisa Del Mar By Avantstay Key West apartment offers proximity to a number of tourist attractions, such as the 19-acre Key West Cemetery, located approximately a 25-minute walk… More

From US$ 615 Book Now

New The Windrose House - Pool & Pets

Shoreline Road 3, Key West, United States Show map

The 6-bedroom New The Windrose House - Pool & Pets Villa Key West is located about a 25-minute walk from the newly developed Stock Island Marina Village and welcomes its guests to enjoy fisheries. More

From US$ 2971 Book Now

Sailboat Stay And Resort Amenities

7005 Shrimp Road, Key West, United States Show map

Sailboat Stay And Resort Amenities Key West villa is a 5-minute walk from the newly developed Stock Island Marina Village, which includes bicycles for rent. More

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Awai'S Floating Villa - Houseboat In Luxury Village

Shrimp Road 7001, Key West, United States Show map

Awai's Floating Villa - Houseboat in Luxury Village Key West hotel, located at a distance of 6 km from Key West Firehouse Museum, offers an outdoor swimming pool and Wi-Fi throughout the property. More

From US$ 568 Book Now

Atlantic Paradise Found

1800 Atlantic Blvd C232, Key West, United States Show map

The Key West Nature Preserve is 5 minutes' walk from Atlantic Paradise Found Key West villa, offering a sauna for guests' relaxation. Located 3.2 km from the bustling plaza "Mallory Square", the 2… More

From US$ 674 Book Now

Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom

915 Eisenhower Drive, Key West, United States Show map

Located only a 9-minute walk from Fleming Street, the 2-bedroom Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom Key West villa features a swimming pool and can accommodate up to 8… More

From US$ 776 Book Now

Charming Key West Rental

3 Coral Way, Key West, United States Show map

Featuring an outdoor swimming pool, Charming Key West Rental villa is located within a 200-metre distance of FYT Fitness Center and is suitable for up to 8 guests. Located 10 minutes' drive from Fort… More

From US$ 680 Book Now

The Crestwood House - Private Heated Pool & Parking

Shoreline Road 17, Key West, United States Show map

Located around a 25-minute walk from Key West Golf Club, the 6-bedroom The Crestwood House - Private Heated Pool & Parking Villa Key West has an outdoor swimming pool and is ideal for up to 14 guests… More

From US$ 2726 Book Now

Aquaria House -Pool & Boat Dock

Shoreline Road 14, Key West, United States Show map

Situated approximately 15 minutes' walk from Key West Tropical Forest and Botanical Garden, the 4-bedroom Aquaria House -Pool & Boat Dock Villa Key West provides fitness classes, as well as a fitness… More

From US$ 3784 Book Now

Duval Sea Turtle By Avantstay

1075-29 Duval Square, Key West, United States Show map

Offering an outdoor swimming pool, the welcoming Duval Sea Turtle By Avantstay Key West villa is located only a 6-minute walk from Key West Butterfly and Nature Conservatory and is ideal for up to 6… More

From US$ 551 Book Now

Seashore At The Shipyard

Key West, United States Show map

If you want to stay in the Downtown Key West district, Seashore At The Shipyard Key West apartment is a good choice located, nearly a 25-minute walk from White Street Pier. More

From US$ 365 Book Now

Coastal Comfort

2851 Key Cove Dr., Key West, United States Show map

Coastal Comfort Key West villa is located about a 25-minute walk from Higgs Beach Dog Park and provides snorkelling, canyoning, and fisheries for active guests. Featuring a Jacuzzi, the holiday home… More

From US$ 1745 Book Now

Key West Charming By Avantstay

210-7 Southard St, Key West, United States Show map

Offering an outdoor swimming pool, the welcoming Key West Charming: Poolside Retreat Near Fort Zachary Taylor villa is situated a mere 8 minutes' walk from The Ernest Hemingway Home and Museum and… More

From US$ 396 Book Now

Andros - Spacious 2X2 Waterfront Condo

Eisenhower Drive 915, Key West, United States Show map

During the stay at Andros - Spacious 2X2 Waterfront Condo Key West villa, guests can indulge in cycling and fisheries or visit the downtown commercial zoned Duval Street, located 20 minutes' walk… More

From US$ 876 Book Now

Seas The Breeze, Poolside Condo Near The Beach

3625 Seaside Drive 25105, Key West, United States Show map

Situated 3.3 km from Higgs Beach Dog Park, the 2-bedroom Seas The Breeze, Poolside Condo Near The Beach Key West can host up to 6 guests in Key West. This 74 m² apartment offers the perfect ambiance… More

From US$ 457 Book Now

Curry House - Room 2

Fleming Street 806, Key West, United States Show map

The 19 m² Curry House - Room 2 Key West is located a mere 1.6 km from the secluded pocket Dog Beach and 16 minutes' walk from the downtown commercial zoned Duval Street. Offering access to a swimming… More

From US$ 342 Book Now

Two Duval Street Suites W Parking And Pool

Duval Street 824, Key West, United States Show map

Located only 5 minutes on foot from The Ernest Hemingway Home and Museum, the 2-bedroom Two Duval Street Suites W Parking And Pool Key West villa provides an outdoor swimming pool as well as cycling… More

From US$ 807 Book Now

Tropical Heron Hideaway With Hot Tub, Pool

907 White St 4, Key West, United States Show map

The 58 m² Tropical Heron Hideaway With Hot Tub, Pool Key West apartment is located a mere 1.8 km from the vintage parish "Saint Paul's Episcopal Church of Key West" and a 25-minute stroll from… More

From US$ 608 Book Now

Atlantic Parrot

1800 Atlantic Boulevard #435C, Key West, United States Show map

Located within 5 minutes' walk of The Key West Nature Preserve, Atlantic Parrot Villa Key West offers quick access to various city attractions in the vicinity. With a maximum capacity of 5 guests… More

From US$ 554 Book Now

Somewhere On The Beach

1800 Atlantic Blvd, Unit C238, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Somewhere On The Beach Key West villa is located nearly a 5-minute walk from The Key West Nature Preserve and is suitable for up to 6 guests. The… More

From US$ 972 Book Now

Dream Maker On The Atlantic

1800 Atlantic Blvd #C320, Key West, United States Show map

Featuring a heated pool, the 2-bedroom Dream Maker On The Atlantic Villa Key West is located approximately a 5-minute walk from The Key West Nature Preserve and is suitable for up to 6 guests. More

From US$ 813 Book Now

Beach House Condo By Avantstay

620 Thomas St, Key West, United States Show map

Featuring a convenient location a 6-minute walk from San Carlos Institute, the spacious Beach House Condo By Avantstay Key West accommodates up to 5 guests. Offering access to an outdoor swimming… More

From US$ 388 Book Now

The Elizabeth Suite

1501 Truman Avenue 1, Key West, United States Show map

Featuring an outdoor swimming pool, the 1-bedroom The Elizabeth Suite Key West villa is located approximately 5 minutes' walk from Wreckers Sloop Mary and is suitable for up to 4 guests. Providing… More

From US$ 383 Book Now

New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking

Duval Street 1075, Key West, United States Show map

The 2-bedroom New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking Key West entices guests to enjoy cycling and fisheries and offers proximity to Key West Butterfly and Nature… More

From US$ 718 Book Now

Key West On My Mind

1800 Atlantic Blvd Unit A305, Key West, United States Show map

Key West On My Mind Villa with a convenient location a 9-minute walk from Higgs Beach Dog Park entices guests with a hot tub and a sauna. Located 2.2 km from Key West Firehouse Museum, the 2-bedroom… More

From US$ 583 Book Now

Poolside Retreat

Center Street 832, Key West, United States Show map

Featuring a prime location around 300 metres from The Ernest Hemingway Home and Museum, the welcoming 47 m² Poolside Retreat Apartment Key West accommodates up to 4 guests. Offering access to an… More

From US$ 545 Book Now

Brand New Catchlight House With Private Pool

Mangrove Lane 7, Key West, United States Show map

During the stay at Brand New Catchlight House With Private Pool Villa Key West, guests can indulge in fisheries or visit Key West Tropical Forest and Botanical Garden, located a 15-minute walk away. More

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Always Your Paradise By Avantstay

620 Thomas Street #164, Key West, United States Show map

Situated just 6 minutes' walk from the downtown commercial zoned Duval Street, the 2-bedroom Always Your Paradise By Avantstay Key West villa is ideal for up to 4 guests. Providing guests with Wi-Fi… More

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New Rose Petal Petite Suite - Pool & Parking

Rose Lane 526, Key West, United States Show map

Located in a historical neighbourhood, about 5 minutes' walk from Vandenberg Wreck, the spacious 1-bedroom New Rose Petal Petite Suite - Pool & Parking Key West accommodates up to 2 guests. With a… More

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Sunrise Suites Big Kahuna Suite #202

Key West, United States Show map

Sunrise Suites Big Kahuna Suite #202 Key West is situated just 6 minutes' walk from Thompson Island and 0.8 km from Key West International airport. More

From US$ 339 Book Now

Sunrise Suites Antigua Suite #312

Key West, United States Show map

Sunrise Suites Antigua Suite #312 Key West is located 4.9 km from The Ernest Hemingway Home and Museum and 10 minutes' drive from Higgs Beach Dog Park. More

From US$ 166 Book Now

Sugar Palm Suite At Travelers Palm Inn Key West

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

The 1-bedroom Sugar Palm Suite At Travelers Palm Inn Key West villa is located nearly a 15-minute walk from San Carlos Institute and provides an outdoor swimming pool, ensuring a relaxing stay. More

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Tumis Time Out By Avantstay

606 Truman Ave #4, Key West, United States Show map

Located in the Duval district, a 6-minute walk from Saint Mary Star of the Sea Basilica, Tumis Time Out By Avantstay Key West villa offers pool views. Providing guests with Wi-Fi and parking, the 2… More

From US$ 251 Book Now

A Palm Oasis

405 Emma Street Unit B, Key West, United States Show map

Along with proximity to the Harry S. Truman Little White House, just 0.7 km away, the 2-bedroom A Palm Oasis Villa Key West offers opportunities for snorkelling and fisheries in the area. Providing… More

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Kw287Flr Keys Please

1408 Petronia St., Key West, United States Show map

Featuring a heated pool, the 3-bedroom Kw287Flr Keys Please Villa Key West is located approximately 5 minutes' walk from Wreckers Sloop Mary and is suitable for up to 6 guests. Guests can enjoy… More

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The Grande Vista

1800 Atlantic Blvd Unit C432, Key West, United States Show map

Up to 6 guests can stay at the 2-bedroom The Grande Vista Villa Key West and enjoy The Key West Nature Preserve, located approximately a 5-minute walk away. Featuring a hot tub and a sauna, the… More

From US$ 715 Book Now

American Shoal Light Suite

419 Truman Avenue, Key West, United States Show map

Located in the Downtown Key West district, 5 minutes' walk from the downtown commercial zoned Duval Street, American Shoal Light Suite Key West villa offers city views. The 2-bedroom holiday home… More

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The Green Gawdess

1325 Whitehead Street, Key West, United States Show map

Up to 8 guests can stay at the 4-bedroom The Green Gawdess Key West villa and enjoy Key West Lighthouse and Keeper's Quarters Museum, located about a 5-minute walk away. The property features… More

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Ascension Truman Annex

225 Southard Street, Key West, United States Show map

Located only 8 minutes on foot from the downtown commercial zoned Duval Street, the 2-bedroom Ascension Truman Annex Key West villa provides an outdoor swimming pool as well as snorkelling and… More

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A License To Chill

101 Front Street, #12, Key West, United States Show map

Located within a 700-metre distance of the waterfront Mallory Square, A License To Chill Villa Key West is suitable for 6 guests and provides an outdoor swimming pool to relax in. The 2-bedroom villa… More

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Flagler Station

1430 Flagler Ave., Key West, United States Show map

Offering a location 2.5 km from the bustling plaza "Mallory Square", Flagler Station Villa Key West gives access to various tourist spots in the area. More

From US$ 290 Book Now

Pelican'S Perch

202-1 Southard Street, Key West, United States Show map

Featuring an outdoor swimming pool, Pelican'S Perch Key West villa is suitable for up to 6 people and is located 15 minutes' walk from Key West Butterfly and Nature Conservatory. Providing guests… More

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Tailgate Key

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

Situated approximately 5 minutes' walk from FYT Fitness Center, the 2-bedroom Tailgate Key Villa Key West offers easy access to numerous tourist spots in the area. Providing guests with Wi-Fi and a… More

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Bachelorparty Hq For 16-Feet To Duval-Pool-Hot Tub

Truman Avenue 417, Key West, United States Show map

The 5-bedroom Bachelorparty Hq For 16-Feet To Duval-Pool-Hot Tub Villa Key West is located around a 15-minute walk from Memorial Sculpture Garden and provides an outdoor swimming pool, ensuring a… More

From US$ 1984 Book Now