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

Duval Street Suite W Parking And Pool

824 Duval Street, Key West, United States Show map

The 1-bedroom Duval Street Suite W Parking And Pool Key West is around a 5-minute stroll from the downtown commercial zoned Duval Street and can accommodate up to 4 guests. It enjoys a prime location… More

From US$ 636 Book Now

Sky Loft In Key West

Southard Street 611, Key West, United States Show map

Situated only 0.7 km from the very unusual Key West Cemetery, the 1-bedroom Sky Loft In Key West Villa is ideal for up to 4 guests. This Key West holiday home boasts an aqua park and a golf course… More

From US$ 512 Book Now

The Exuma Cay -Pool View & Parking

Seaside Drive 3625, Key West, United States Show map

Nestled a 20-minute walk from State Harbor, The Exuma Cay -Pool View & Parking Villa Key West entices guests to explore various tourist destinations nearby. More

From US$ 579 Book Now

Classic King Balcony At The James House

Caroline Street 511, Key West, United States Show map

The comfortable Classic King Balcony At The James House Key West hotel, located only a 9-minute stroll from the downtown commercial zoned Duval Street, offers an outdoor swimming pool, Wi-Fi in… More

From US$ 696 Book Now

Kwss311 Sunrise Suites Catalina Suite #311

Key West, United States Show map

Situated nearly a 25-minute walk from Sheriff s Animal Farm, the 72 m² Kwss311 Sunrise Suites Catalina Suite #311 Key West can host up to 6 guests in Key West. Providing a Jacuzzi, this 2-bedroom… More

From US$ 569 Book Now

Deluxe Queen At The Curry Mansion - Parking & Heated Pool!

Caroline Street 511, Key West, United States Show map

Located just 550 metres from the Harry S. Truman Little White House, the comfortable Deluxe Queen At The Curry Mansion - Parking & Heated Pool! Key West hotel offers air-conditioned rooms within 5… More

From US$ 533 Book Now

St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet

915 Eisenhower Drive, Key West, United States Show map

Featuring a swimming pool, the 4-bedroom St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet Villa Key West is located about a 5-minute walk from Wreckers Sloop Mary and is suitable for up to… More

From US$ 2229 Book Now

New The Cottage At James House

512 Caroline Street, Key West, United States Show map

Offering an outdoor swimming pool, the 1-bedroom New The Cottage At James House Key West is located around 5 minutes' walk from Key West Historic Seaport and is ideal for up to 3 guests. This… More

From US$ 519 Book Now

Key West Downtown Waterfront, Sleeps 8, Dock & Pool Pet-Friendly

915 Eisenhower Drive, Key West, United States Show map

Key West Downtown Waterfront, Sleeps 8, Dock & Pool Pet-Friendly Villa is located 14 minutes' walk from Fleming Street and provides a swimming pool, ensuring a relaxing stay. Suitable for 8 guests… More

From US$ 1038 Book Now

Kw24 Key Lime Calypso

409 Petronia Ave, Key West, United States Show map

Located only 1.2 km from the shopping mall "Clinton Square Market", the 2-bedroom Kw24 Key Lime Calypso Villa Key West provides access to various tourist attractions in the vicinity. With a maximum… More

From US$ 333 Book Now

Sunrise Suites Paradise Escape #407

Key West, United States Show map

To enjoy your vacation in Key West, stay at Sunrise Suites Paradise Escape #407 Key West, which is just 1.9 km from Fort East Martello Museum and about a 10-minute drive from Higgs Beach Dog Park. More

From US$ 250 Book Now

Curry House- 3Rd Floor, King Bed, & Balcony Room 8

Fleming Street 806, Key West, United States Show map

The comfortable 3-star Curry House- 3Rd Floor, King Bed, & Balcony Room 8 Key West hotel offers a location nearly a 5-minute stroll from Mile Marker 0 Store and such amenities as an outdoor swimming… More

From US$ 205 Book Now

Frost Free In Cayo Hueso

1800 Atlantic Blvd Unit C439, Key West, United States Show map

The 2-bedroom Frost Free In Cayo Hueso Villa entices guests to enjoy snorkelling, ping-pong, and fisheries and offers proximity to Higgs Beach Dog Park, located only 9 minutes' stroll away. Featuring… More

From US$ 696 Book Now

Atlantic Paradise By Avantstay

1800 Atlantic 108A, Key West, United States Show map

The welcoming Atlantic Paradise By Avantstay Key West villa enjoys a convenient location, a 25-minute walk from the even Southernmost Point, and offers guests to unwind in a Jacuzzi. The 2-bedroom… More

From US$ 1367 Book Now

Papaya Place By Avantstay

110A 1800 Atlantic Blvd, Key West, United States Show map

Papaya Place By Avantstay Key West villa is situated nearly a 5-minute walk from The Key West Nature Preserve, featuring such comforts as Wi-Fi and parking. Staying at this 2-bedroom welcoming… More

From US$ 556 Book Now

Lavender Jungle By Avantstay

104 Southard Street #1, Key West, United States Show map

Staying at the 2-bedroom Lavender Jungle By Avantstay Key West villa, guests can easily reach the arts theater "Red Barn Theatre", located merely 0.8 km away. With a maximum capacity of 4 guests, the… More

From US$ 425 Book Now

Sunrise Suites Dominican Suite #110

Key West, United States Show map

Sunrise Suites Dominican Suite #110 Key West is located about a 25-minute walk from Sheriff s Animal Farm and about 6 km from the bustling plaza "Mallory Square". More

From US$ 243 Book Now

Casa Havana @ Duval Square R22

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

Located nearly a 20-minute walk from Fort Zachary Taylor, Casa Havana @ Duval Square R22 Key West apartment is a mere 1.4 km from a top family-friendly place like Key West Aquarium. More

From US$ 390 Book Now

St Kitts - Downtown Waterfront Penthouse Pool Dock Parking

915 Eisenhower Drive, Key West, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom St Kitts - Downtown Waterfront Penthouse Pool Dock Parking Villa Key West is located only 5 minutes' walk from Wreckers Sloop Mary and is suitable… More

From US$ 547 Book Now

Sweet Caroline

Caroline Street 537, Key West, United States Show map

Situated in the historical Downtown Key West district, merely 650 metres from Mile Marker 0 Store, the 2-bedroom Sweet Caroline Villa Key West comes with a swimming pool for guests to unwind. This… More

From US$ 2148 Book Now

Kw42 Bahama House

522 Bahama Street Key West Historic District, Key West, United States Show map

Located merely 6 minutes' walk from Southernmost Point of the Continental US Monument, the 3-bedroom Kw42 Bahama House Villa Key West boasts a heated pool and can accommodate up to 8. The villa… More

From US$ 1932 Book Now

Amelia Home By Avantstay

605 Amelia Street, Key West, United States Show map

Located a mere 8 minutes' walk from The Ernest Hemingway Home and Museum, the welcoming Amelia Home By Avantstay Key West is suitable for 6 guests and provides an outdoor swimming pool to relax in. More

From US$ 903 Book Now

Curacao - Large 2X2 Waterfront Condo Great View Pool & Dock

915 Eisenhower Drive, Key West, United States Show map

The 2-bedroom Curacao - Large 2X2 Waterfront Condo Great View Pool & Dock Key West villa is situated approximately 5 minutes' walk from Bayview Park, featuring such comforts as high-speed Internet… More

From US$ 949 Book Now

Duval Street Suite W Parking And Heated Pool

824 Duval Street, Key West, United States Show map

Located nearly 5 minutes' walk from Key West Lighthouse and Keeper's Quarters Museum and The Ernest Hemingway Home and Museum, the 1-bedroom Duval Street Suite W Parking And Heated Pool Key West… More

From US$ 636 Book Now

Key West'S Best

1800 Atlantic Blvd, Unit C326, Key West, United States Show map

Located only 9 minutes' stroll from Higgs Beach Dog Park, the 2-bedroom Key West'S Best villa comes with an outdoor swimming pool, a Jacuzzi and a sauna. Hosting up to 6 guests, the accommodation… More

From US$ 644 Book Now

Latitude Penthouse Key West

1800 Atlantic Blvd Unit B417, Key West, United States Show map

Latitude Penthouse Key West Villa enjoys a prime location, a 17-minute walk from Bayview Park, and offers guests to unwind in a hot tub and a sauna. Guests can enjoy windsurfing, snorkelling, and… More

From US$ 685 Book Now

Baya House

606 Truman Ave, #13, Key West, United States Show map

Situated within 5 minutes' walk of Saint Mary Star of the Sea Basilica, Baya House Villa Key West offers easy access to numerous tourist spots in the area. More

From US$ 321 Book Now

Curry House - Room 5

Fleming Street 806, Key West, United States Show map

The 3-star Curry House - Room 5 Key West hotel offers its guests air-conditioned rooms only a 5-minute walk from Key West First Legal Rum Distillery. Located a mere 1.6 km from the historic fort… More

From US$ 346 Book Now

Curry House - Room 1

Fleming Street 806, Key West, United States Show map

Offering luggage storage, the comfortable Curry House - Room 1 Key West hotel lies in the Downtown Key West district, 16 minutes' walk from The Ernest Hemingway Home and Museum and 2.8 km from… More

From US$ 234 Book Now

Tropical Dreaming By Avantstay

607 Amelia St, Key West, United States Show map

Overlooking the pool, the welcoming Tropical Dreaming By Avantstay Key West villa enjoys a prime setting a 6-minute walk from the Minor Saint Mary Star of the Sea Basilica. Offering parking as well… More

From US$ 2051 Book Now

High Tide In Key West

1800 Atlantic Blvd #B117, Key West, United States Show map

Located a mere 9 minutes' stroll from Higgs Beach Dog Park, the 2-bedroom High Tide In Key West Villa can accommodate up to 6 guests, providing them with a sauna for a relaxing stay. The Key West… More

From US$ 522 Book Now

Sandpiper On The Ocean

1800 Atlantic Blvd C420, Key West, United States Show map

Located approximately 25 minutes' walk from the downtown commercial zoned Duval Street, the 2-bedroom Sandpiper On The Ocean Key West villa features an outdoor swimming pool, a hot tub and a sauna… More

From US$ 613 Book Now

Duval Street Suite With Pool

Duval Street 824, Key West, United States Show map

Located in the Downtown Key West district, 5 minutes' walk from The Ernest Hemingway Home and Museum, Duval Street Suite With Pool Key West accommodates up to 4 guests. Offering access to a swimming… More

From US$ 323 Book Now

St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock

915 Eisenhower Drive, Key West, United States Show map

Featuring an outdoor swimming pool, St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock Villa Key West is located merely a 5-minute walk from Wreckers Sloop Mary and is suitable for up to… More

From US$ 1741 Book Now

Nautical Adventures In Paradise

1800 Atlantic Blvd #C126, Key West, United States Show map

Located 0.8 km from Higgs Beach Dog Park, Nautical Adventures In Paradise Key West villa is suitable for 6 guests and provides a sauna for a truly relaxing stay. The 2-bedroom holiday home features… More

From US$ 732 Book Now

Paradise Found Cayo Hueso

1800 Atlantic Blvd Unit A111, Key West, United States Show map

Located nearly 25 minutes' walk from the historical Key West Lighthouse, the 2-bedroom Paradise Found Cayo Hueso villa boasts an outdoor swimming pool with a hot tub and a sauna. Staying at this… More

From US$ 597 Book Now

Curry House - Room 9

Fleming Street 806, Key West, United States Show map

Located only 5 minutes' walk from The Oldest House Historical Place Museum, the 1-bedroom Curry House - Room 9 Key West villa features an outdoor swimming pool and can accommodate up to 2 guests. More

From US$ 184 Book Now

The Grand Turk -Sunset View & Pool

Seaside Drive 3625, Key West, United States Show map

The Grand Turk -Sunset View & Pool Villa Key West is located around 10 minutes' drive from Higgs Beach Dog Park, giving access to various tourist spots nearby. More

From US$ 295 Book Now

Blue Room At The Grand Maloney

Caroline Street 529, Key West, United States Show map

The comfortable Blue Room At The Grand Maloney Key West hotel, located only a 7-minute walk from the waterfront Mallory Square and about 500 metres from the Harry S. Truman Little White House… More

From US$ 377 Book Now

Green Room At The Grand Maloney

Caroline Street 529, Key West, United States Show map

Offering a patio and a golf course, the comfortable Green Room At The Grand Maloney Key West hotel is situated in Key West, approximately a 20-minute walk from the even Southernmost Point. This inn… More

From US$ 420 Book Now

Classic King With Balcony At Curry Mansion

Caroline Street 511, Key West, United States Show map

The comfortable Classic King With Balcony At Curry Mansion Key West hotel, located around a 5-minute walk from Ripley's Believe It or Not Museum and around 300 metres from Key West First Legal Rum… More

From US$ 394 Book Now

Deluxe King - Curry Mansion With Pool!

Caroline Street 511, Key West, United States Show map

The comfortable Deluxe King - Curry Mansion With Pool! Hotel Key West, located only a 6-minute walk from Key West Shipwreck Treasure Museum and merely 1.4 km from USCGC Ingham Maritime Museum… More

From US$ 420 Book Now

Curry House - Pool, King Bed & Balcony! Room 7

Fleming Street 806, Key West, United States Show map

Situated merely a 5-minute stroll from Mile Marker 0 Store, the comfortable 3-star Curry House - Pool, King Bed & Balcony! Room 7 Key West hotel offers air-conditioned rooms, Wi-Fi, and a car park. More

From US$ 301 Book Now

Key West Casa By Avantstay

620 Thomas St Unit 210-4, Key West, United States Show map

The spacious 83 m² Key West Casa By Avantstay apartment is located in an old part of Key West, only 6 minutes on foot from the downtown commercial zoned Duval Street. The welcoming apartment features… More

From US$ 576 Book Now

Duval Breeze By Avantstay

1075 Duval St #30, Key West, United States Show map

The welcoming Duval Breeze By Avantstay Key West villa is located 20 minutes' walk from Bayview Park and provides an outdoor swimming pool, ensuring a relaxing stay. Offering a prime location in a… More

From US$ 1572 Book Now

Keys Please!

Louisa Street 514, Key West, United States Show map

Keys Please! Villa Key West accommodates guests in the Duval district, a 12-minute walk from the vintage parish "Saint Paul's Episcopal Church of Key West", and offers a private garden for guests to… More

From US$ 1910 Book Now

Mermaids Retreat At Coral Hammock

41 Coral Way, Key West, United States Show map

The 3-bedroom Mermaids Retreat At Coral Hammock Key West villa offers swift access to various city sites, such as FYT Fitness Center, situated a mere 6 minutes' walk away. This accommodation features… More

From US$ 827 Book Now

Duval Street Suite Overlooking Duval W Parking And Pool

Duval Street 824, Key West, United States Show map

Featuring views of the city, the 37 m² Duval Street Suite Overlooking Duval W Parking And Pool Key West is located around 5 minutes' walk from The Ernest Hemingway Home and Museum. This 1-bedroom… More

From US$ 421 Book Now

Moonlight Paradise

1800 Atlantic Blvd C224, Key West, United States Show map

Moonlight Paradise Key West villa provides an opportunity to stay a 5-minute walk from The Key West Nature Preserve and offers a sauna, perfect for decompressing. Located 2.6 km from Key West… More

From US$ 709 Book Now

Mar Y Sol Ocean Front

1800 Atlantic Blvd #101, Key West, United States Show map

Situated only 650 metres from Higgs Beach Dog Park, the 3-bedroom Mar Y Sol Ocean Front Villa Key West is suitable for 8 guests and provides an outdoor swimming pool to relax in. Featuring a sauna… More

From US$ 871 Book Now