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2026-04-18
2026-04-19
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Hotels with indoor pool in Key West

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

Fleming Street 806, Key West, United States View map

Featuring Wi-Fi throughout the property, Curry House- 3Rd Floor, King Bed, & Balcony Room 8 Key West hotel is a mere 1.3 km from The Ernest Hemingway Home and Museum. Indulge in this inn's garden… More

From US$ 205 Book Now

St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet Villa Key West is located only 6 minutes' walk from the C. B. Harvey Rest Beach Park and offers guests to relish a patio as… More

From US$ 2229 Book Now

Sky Loft In Key West

Southard Street 611, Key West, United States View map

Positioned in the heart of Duval, the Sky Loft in Key West is an exquisite blend of laid-back luxury and sophisticated charm. This unique villa captures the essence of Key West while providing guests… More

From US$ 759 Book Now

New The Cottage At James House

512 Caroline Street, Key West, United States View map

Situated in the vibrant heart of Duval, New The Cottage At James House offers an inviting retreat, merging chic decor with a warm ambiance. This exquisite accommodation showcases stylish leather… More

From US$ 519 Book Now

Sunrise Suites Dominican Suite #110

Key West, United States View map

Featuring an outdoor pool, the 2-room Sunrise Suites Dominican Suite #110 Key West is 6 minutes on foot from Cow Key Channel. Guests can take advantage of a hot tub to enhance their experience. More

From US$ 243 Book Now

Duval Street Suite W Parking And Pool

824 Duval Street, Key West, United States View map

Set right in the centre of Key West, the 37 m^2 Duval Street Suite W Parking And Pool Key West is about a 15-minute walk from Key West Aquarium. More

From US$ 636 Book Now

St Kitts - Downtown Waterfront Penthouse Pool Dock Parking

915 Eisenhower Drive, Key West, United States View map

Located around 5 minutes' walk from the Bayview Park, the 4-bedroom St Kitts - Downtown Waterfront Penthouse Pool Dock Parking Villa Key West offers quick access to various city attractions in the… More

From US$ 547 Book Now

Lavender Jungle By Avantstay Great Location W Patio Shared Pool Month-Long Stays

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

Situated a 6-minute walk from Jackson Square, Lavender Jungle By Avantstay Great Location W Patio Shared Pool Month-Long Stays Key West villa entices guests with views of the pool. More

From US$ 425 Book Now

Baya House

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

**Baya House: A Premiere Stay in Key West** Nestled in the vibrant heart of Downtown Key West, Baya House invites travelers to indulge in a blend of comfort and elegance. More

From US$ 321 Book Now

Curry House - Room 5

Fleming Street 806, Key West, United States View map

Located merely 350 metres from The Oldest House, Curry House - Room 5 Key West hotel includes an outdoor swimming pool and a patio. More

From US$ 346 Book Now

Amelia Home By Avantstay In Historic Old Town W Pool

605 Amelia Street, Key West, United States View map

The 1-bedroom Amelia Home By Avantstay In Historic Old Town W Pool is a mere 1 km from Higgs Beach and it takes 10 minutes to drive to Key West International airport. Located in the Duval district… More

From US$ 903 Book Now

Key West Found By Avantstay Close To Shops W Patio Shared Pool Month Long Stays Only

101 Front St #13, Key West, United States View map

Located only a 5-minute walk from the Mel Fisher Maritime Heritage Museum, the welcoming Key West Found By Avantstay Close To Shops W Patio Shared Pool Month Long Stays Only villa offers a swimming… More

From US$ 544 Book Now

Duval Street Suite With Pool

Duval Street 824, Key West, United States View map

The Duval Street Suite With Pool is a refined retreat located in the heart of Key West. Just 200 metres from the iconic Ernest Hemingway Home and Museum, this exquisite accommodation places you at… More

From US$ 1091 Book Now

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

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock Villa Key West provides easy access to various city attractions, such as the Historic Charter Boat Row, situated a mere 6… More

From US$ 1741 Book Now

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

915 Eisenhower Drive, Key West, United States View map

Nestled in the heart of a vibrant coastal paradise, the Curacao - Large 2X2 Waterfront Condo boasts breathtaking views that immediately capture your attention. Just 5 km from Key West International… More

From US$ 766 Book Now

Pool 2 Blocks To Duval St Gated Community Month Long Stays Shipyard Treasure By Avantstay

208-5 Southard St, Key West, United States View map

Offering pool views, the 0-bedroom Pool 2 Blocks To Duval St Gated Community Month Long Stays Shipyard Treasure By Avantstay Key West villa is situated a mere 5 minutes' walk from the Ernest… More

From US$ 438 Book Now

Duval Street Suite Overlooking Duval With Parking And Pool

824 Duval Street, Key West, United States View map

Located in the Duval district with The Ernest Hemingway Home and Museum nearby, the 1-bedroom Duval Street Suite Overlooking Duval With Parking And Pool lies a mere 10 minutes' stroll from South… More

From US$ 763 Book Now

Curry House - Room 9

Fleming Street 806, Key West, United States View map

Nestled in the picturesque island of Key West, the Curry House offers a charming blend of tropical elegance and modern comfort. Just 10 km from the bustling Key West International Airport, this… More

From US$ 184 Book Now

Sunrise Suites - Martinique Suite 108

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

The spacious Sunrise Suites - Martinique Suite 108 Key West is located 6 minutes' walk from Cow Key Channel and looks out onto the pool. Guests can make use of Wi-Fi for both business and leisure… More

From US$ 989 Book Now

Green Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Located around 500 metres from Key West Aquarium, Green Room At The Grand Maloney Key West hotel includes an outdoor swimming pool and a patio. The inn provides guests with Wi-Fi throughout the… More

From US$ 555 Book Now

Blue Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Featuring a patio and an outdoor swimming pool, Blue Room At The Grand Maloney Key West hotel lies 25 minutes' stroll from Higgs Beach Dog Park. The inn provides guests with Wi-Fi throughout the… More

From US$ 568 Book Now

Curry House - Room 1

Fleming Street 806, Key West, United States View map

Notable for its location only 1.3 km from South Beach in the Downtown Key West district, the 1-room Curry House Room 1 apartment is placed within a 5-minute walk of Key West Express. The apartment… More

From US$ 234 Book Now

Deluxe King - Curry Mansion With Pool!

Caroline Street 511, Key West, United States View map

Featuring a patio and an outdoor pool, Deluxe King - Curry Mansion With Pool! Hotel Key West lies 17 minutes' walk from USCGC Ingham Maritime Museum. Wi-Fi is available throughout the property. More

From US$ 433 Book Now

Classic Queen - Curry Mansion With Heated Pool

Caroline Street 511, Key West, United States View map

Classic Queen - Curry Mansion With Heated Pool Hotel Key West, located about 5 minutes on foot from Mel Fisher Maritime Heritage Museum, offers an outdoor swimming pool and Wi-Fi throughout the… More

From US$ 403 Book Now

Key West Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Month Long Stays Only

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

Located on a private beach, Key West Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Month Long Stays Only apartment overlooks the pool and is 6 minutes' walk from the San Carlos… More

From US$ 576 Book Now

Sunrise Suites Saint Lucia Suite #201

3625 Seaside Dr #201, Key West, United States View map

**Sunrise Suites Saint Lucia Suite #201 Key West: A Tranquil Retreat** Nestled on the vibrant island of Key West, the Sunrise Suites Saint Lucia Suite #201 offers an exquisite haven for travelers… More

From US$ 445 Book Now

Andros - Spacious 2X2 Waterfront Condo

Eisenhower Drive 915, Key West, United States View map

Situated approximately a 25-minute walk from the Southernmost Point of the Continental US, the 2-bedroom Andros - Spacious 2X2 Waterfront Condo Key West villa invites guests to relax at a patio. More

From US$ 735 Book Now

Duval Street Suite Overlooking Duval W Parking And Pool

Duval Street 824, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Duval Street Suite Overlooking Duval W Parking And Pool Key West, which is only 1.2 km from Front Street and around 800 metres from San Carlos… More

From US$ 421 Book Now

Paradise Found Cayo Hueso

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

Featuring a swimming pool, the spacious Paradise Found Cayo Hueso Apartment is a 5-minute walk from The Key West Nature Preserve. Staying in this apartment, nestled within close proximity of Higgs… More

From US$ 597 Book Now

Parrot Perch By Avantstay Old Town Key West W Shared Pool Month-Long Stays Only

620 Thomas St #249, Key West, United States View map

Located in the historical Downtown Key West district, merely 6 minutes' walk from Mile Marker 0 Store, the 2-bedroom Parrot Perch By Avantstay Old Town Key West W Shared Pool Month-Long Stays Only… More

From US$ 223 Book Now

Poolside Retreat

Center Street 832, Key West, United States View map

Poolside Retreat Apartment Key West is situated 5 minutes' walk from Duval Street and 10 km from Key West International airport. Offering access to a swimming pool, this apartment is within arm's… More

From US$ 545 Book Now

La Brisa Unit 105 North Building

South Roosevelt Boulevard 1901, Key West, United States View map

Higgs Beach is 1.2 km from La Brisa Unit 105 North Building Villa, while The Ernest Hemingway Home and Museum is a 10-minute drive from here. The 2-bedroom villa also comes with a kitchen, which is… More

From US$ 741 Book Now

Sunrise Suites Saint Barts Suite #303

Key West, United States View map

Situated nearly a 25-minute walk from Key West Tropical Forest and Botanical Garden, the spacious 2-bedroom Sunrise Suites Saint Barts Suite #303 Key West provides guests with Wi-Fi for either… More

From US$ 596 Book Now

Key Lime Cottage

Caroline Street 537, Key West, United States View map

Located within 5 minutes' drive of Ripley's Believe It or Not Museum, Key Lime Cottage Key West hotel includes an outdoor swimming pool and a patio. Wi-Fi is offered throughout the property at this… More

From US$ 363 Book Now

Curry House - Rooms 3 & 4

Fleming Street 806, Key West, United States View map

Featuring a patio and a swimming pool, Curry House - Rooms 3 & 4 Key West hotel lies approximately 10 minutes' drive from Smathers Beach. Immerse yourself in this Key West inn's garden, complete with… More

From US$ 622 Book Now

Classic King- Curry Mansion With Heated Pool!

Caroline Street 511, Key West, United States View map

Classic King- Curry Mansion With Heated Pool! Hotel Key West, located about 10 minutes' drive from West Martello Tower, offers an outdoor swimming pool and Wi-Fi throughout the property. The inn is a… More

From US$ 724 Book Now

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

Fleming Street 806, Key West, United States View map

Featuring Wi-Fi throughout the property, Curry House - Pool, King Bed & Balcony! Room 7 Key West hotel is within a 5-minute drive of Dog Beach. Indulge in this inn's garden, offering guests a private… More

From US$ 301 Book Now

Sunnyside Up

United Street 1003, Key West, United States View map

The 2-room Sunnyside Up Apartment Key West is located within 5 minutes' walk of Key West Firehouse Museum and overlooks the patio. Key West Garden Club is only 1.3 km away, while The Oldest House… More

From US$ 954 Book Now

Duval Breeze By Avantstay Great Location Close To Beach Nightlife Shared Pool Week Long Stays

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

South Beach is a mere 500 metres from the 2-bedroom and 2-bathroom villa, set right in the centre of Key West. A full kitchen with coffee/tea making equipment, fridges and an oven is included at this… More

From US$ 1572 Book Now

The Crestwood House - Private Heated Pool & Parking

Shoreline Road 17, Key West, United States View map

Set about 25 minutes' walk from Key West Golf Club and around 20 minutes' walk from Safe Harbor, the 7-bedroom The Crestwood House - Private Heated Pool & Parking Villa is located in Key West. Guests… More

From US$ 3084 Book Now

Evershore House -Pool, Parking, Dock!

Key Haven Terrace 2, Key West, United States View map

The 4-bedroom Coastal Bliss Villa is set in Key West, approximately 25 minutes' walk from Sheriff s Animal Farm and at a 3.8 km distance from Fort East Martello Museum. This Key West villa also… More

From US$ 6269 Book Now

Keys Please!

Louisa Street 514, Key West, United States View map

The 3-bedroom Keys Please Villa is set in the Duval district of Key West and offers accommodation with a free carpark and an outdoor swimming pool. Mile Marker 0 Store is merely 1 km away, and Duval… More

From US$ 1910 Book Now

A Place In Paradise By Avantstay Key West Walkable W Shared Pool Month Long Stays Only

526 Porter Lane, Key West, United States View map

The 0-room A Place In Paradise By Avantstay Key West Walkable W Shared Pool Month Long Stays Only apartment lies in a historical neighbourhood and offers swift access to the Truman Little White… More

From US$ 742 Book Now

6 Bedroom 6 Bath Guesthouse On Duval Street

824 Duval Street, Key West, United States View map

The 5-bedroom 6 Bedroom 6 Bath Guesthouse On Duval Street is located 15 minutes on foot from Simonton Street and within 5 minutes' walk of The Ernest Hemingway Home and Museum. The Key West villa… More

From US$ 3636 Book Now

Last Minute

Key West, United States View map

More

From US$ 861 Book Now

Key West Light Suite

215 Eanes Lane, Key West, United States View map

The 1-bedroom Key West Light Suite villa provides easy access to various city attractions, such as the Ernest Hemingway Home and Museum, situated approximately 5 minutes' walk away. More

From US$ 853 Book Now

New Coastal Rose - Bright Loft With High Ceilings

Rose Lane 526, Key West, United States View map

Located 8 minutes on foot from Key West First Legal Rum Distillery and Key West Express, the spacious 84 m^2 New Coastal Rose - Bright Loft With High Ceilings Apartment Key West features views of the… More

From US$ 858 Book Now

Curry House Room 6

Fleming Street 806, Key West, United States View map

The 1-room Curry House Room 6 Key West is situated in the Downtown Key West district of Key West, just 5 minutes' stroll from the performing arts theater "Red Barn Theatre". Set right near Key West… More

From US$ 340 Book Now

New Grenada Suite - Parking Pool & Pets 209

Seaside Drive 3625, Key West, United States View map

New Grenada Suite - Parking Pool & Pets 209 is located at a 4.9 km distance from The Ernest Hemingway Home and Museum and 10 minutes' drive from Key West Firehouse Museum. This villa is equipped with… More

From US$ 513 Book Now

Key West On My Mind

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

Located just a 9-minute walk from Higgs Beach Dog Park and The Key West Nature Preserve, the 126 m^2 Key West On My Mind Apartment features views of the sea. More

From US$ 660 Book Now