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2026-02-25
2026-02-26
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Hotels with indoor pool in Key West

Classic King Balcony At The James House

Caroline Street 511, Key West, United States View map

**Welcome to the Classic King Balcony at The James House** in the heart of Key West. This charming retreat is ideally located just 500 meters from the pristine Simonton Street Beach, offering guests… More

From US$ 561 Book Now

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

Caroline Street 511, Key West, United States View map

Deluxe Queen At The Curry Mansion - Parking & Heated Pool! Hotel Key West, located only 9 minutes' walk from Duval Street, offers an outdoor pool and Wi-Fi throughout the property. The inn is a good… More

From US$ 533 Book Now

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

Happy Hour Haven

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

Located a 6-minute walk from the downtown commercial zoned Duval Street and San Carlos Institute, the spacious Happy Hour Haven Apartment Key West features views of the pool. Also, there is an… More

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Paradise Place By Avantstay Key West Old Town Condo W Shared Pool

905 White St #1, Key West, United States View map

The 1-bedroom Paradise Place By Avantstay Key West Old Town Condo W Shared Pool is located 15 minutes' walk from C. B. Harvey Rest Beach Park and offers quick access to the Minor Saint Mary Star of… More

From US$ 973 Book Now

Key West'S Best

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

Located just a 9-minute walk from the Higgs Beach Dog Park, the 2-bedroom Key West'S Best villa entices guests with a hot tub and a sauna. More

From US$ 644 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

Tropical Dreaming By Avantstay 4 Blks To Beach Private Pool

607 Amelia St, Key West, United States View map

Set close to South Beach, the 2-bedroom Tropical Dreaming By Avantstay 4 Blks To Beach Private Pool is a mere 600 metres from Duval Street. Guests of this property can use a free car park, a patio… More

From US$ 2326 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

Atlantic Ocean View

Key West, United States View map

The spacious 2-bedroom Atlantic Ocean View Apartment Key West is situated nearly a 5-minute walk from The Key West Nature Preserve and 5 km from Key West International airport. Set a short way from… More

From US$ 408 Book Now

High Tide In Key West

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

Offering an outdoor swimming pool, the 138 m² High Tide In Key West Apartment is located only a 5-minute walk from The Key West Nature Preserve. This 2-bedroom apartment with a sauna is a short way… More

From US$ 522 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

Secret Garden

Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Secret Garden Apartment Key West, which is 15 minutes' walk from Memorial Sculpture Garden and around a 5-minute ride from US 1 Mile Marker 0. More

From US$ 249 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

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$ 381 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

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$ 516 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$ 318 Book Now

Bahama Gardens - Conch House

710 Thomas Street, Key West, United States View map

Bahama Gardens - Conch House Villa is situated in Key West, within a 5-minute walk of The Ernest Hemingway Home and Museum and 1.1 km from Simonton Street. The 2-bedroom villa also comes with a fully… More

From US$ 599 Book Now

Grand Marina Suite -Waterfront Condo

Peninsular Avenue 6000, Key West, United States View map

**Discover Tranquility at Grand Marina Suites** More

From US$ 325 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$ 876 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

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

Tom'S Chicken Coop Key West

1800 Atlantic Blvd Unit A403, Key West, United States View map

Situated only 650 metres from Higgs Beach Dog Park, the 2-bedroom Tom'S Chicken Coop Key West Villa provides guests with a hot tub and a sauna for additional relaxation. Featuring a swimming pool… More

From US$ 598 Book Now

Duval Street Suite W Parking And Heated Pool

824 Duval Street, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Duval Street Suite W Parking And Heated Pool Key West, which is at a distance of 2.4 km from Higgs Beach Dog Park and merely 9 minutes' stroll… More

From US$ 636 Book Now

Sunrise Suites Tierra Bomba Suite #403

Key West, United States View map

The 74 m^2 Sunrise Suites Tierra Bomba Suite #403 Key West is located in Key West, at a distance of 6 km from Curry Mansion, and boasts a hot tub. The apartment features Wi-Fi throughout the property. More

From US$ 159 Book Now

Moonlight Paradise

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

The 126 m^2 Moonlight Paradise Apartment Key West is located a 19-minute walk from Higgs Beach and 2.7 km from Key West First Legal Rum Distillery. More

From US$ 709 Book Now

Botanical Island Delight

1800 Atlantic Blvd, #C120, Key West, United States View map

The 1-bedroom Botanical Island Delight Villa is within 3 km of Front Street, and within 25 minutes' walk of The Ernest Hemingway Home and Museum. Offering a sauna, a golf course and a Jacuzzi, the… More

From US$ 520 Book Now

Mar Y Sol Ocean Front

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

Mar Y Sol Ocean Front Villa is at a 2 km distance from the even Southernmost Point and approximately 5 minutes' drive from from The Ernest Hemingway Home and Museum. While staying at the 3-bedroom… More

From US$ 900 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$ 526 Book Now

Latitude Penthouse Key West

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

The 143 m^2 Latitude Penthouse Key West Apartment is located 2.2 km from Duval Street and around a 25-minute walk from The Ernest Hemingway Home and Museum. While staying in this 2-bedroom apartment,… More

From US$ 558 Book Now

Duval Sea Turtle By Avantstay Great Location Close To Shops Shared Pool

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

This 2-bathroom villa is at 300 metres from The Ernest Hemingway Home and Museum and walking distance from the even Southernmost Point. The Key West villa also features a kitchen and amenities such… More

From US$ 551 Book Now

Sandpiper On The Ocean

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

To enjoy your vacation in Key West, stay at the 2-room Sandpiper On The Ocean Apartment Key West, which is within a 3-km distance of Fort Zachary Taylor and around a 25-minute stroll from Key West… More

From US$ 615 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

The Grand Turk -Sunset View & Pool

Seaside Drive 3625, Key West, United States View map

The 2-bedroom Grand Turk Suite 404 is 4.8 km from the even Southernmost Point, while Sheriff s Animal Farm is approximately 20 minutes' walk away. The Key West villa has a kitchen provided with… More

From US$ 295 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$ 673 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

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$ 694 Book Now

Deluxe King With Balcony - At James House With Parking!

Caroline Street 511, Key West, United States View map

Deluxe King With Balcony - At James House With Parking! Hotel Key West, located 7 minutes' walk from Mile Marker 0 Store, offers an outdoor swimming pool and Wi-Fi throughout the property. The inn is… More

From US$ 763 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

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

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

Sunrise Suites Panama Suite #310

Key West, United States View map

The 72 m^2 Sunrise Suites Panama Suite #310 Key West is situated only 6 minutes on foot from Cow Key Channel and 5 km from Key West International airport. This 2-bedroom apartment is equipped with a… More

From US$ 122 Book Now