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2026-06-03
2026-06-04
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Hotels with indoor pool in Key West

Atlantic Paradise By Avantstay

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

The welcoming Atlantic Paradise By Avantstay Key West villa offers swift access to various city sites, such as The Key West Nature Preserve, situated approximately 5 minutes' walk away. Staying at… More

From US$ 1367 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

Amelia Home By Avantstay

605 Amelia Street, Key West, United States View map

Located around 10 minutes' walk from the downtown commercial zoned Duval Street, the 0-bedroom Amelia Home By Avantstay Key West boasts a swimming pool with a patio for additional relaxation. More

From US$ 903 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$ 1170 Book Now

Paradise Place By Avantstay

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

Featuring a swimming pool for guests' relaxation, the 1-bedroom Paradise Place By Avantstay Key West villa is located nearly 20 minutes' walk from the Higgs Beach. This welcoming holiday home in… More

From US$ 789 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

Tropical Dreaming By Avantstay

607 Amelia St, Key West, United States View map

Nestled only a 12-minute walk from the San Carlos Institute, the welcoming Tropical Dreaming By Avantstay Key West villa features a swimming pool along with a patio to help guests unwind. Boasting… More

From US$ 2051 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

Bahama House

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

Situated in Key West, within 350 metres of Southernmost Point, the 3-bedroom Bahama House Villa provides accommodation with free self parking, an outdoor swimming pool and a picnic area. This Key… More

From US$ 2223 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

Green Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Green Room At The Grand Maloney Key West hotel is located in Key West, around 25 minutes' walk from the Higgs Beach Dog Park, and offers an outdoor swimming pool. Enhancing the overall experience… 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 a mere 1.3 km from the natural history museum "Florida Keys Eco-Discovery Center". Enhancing the… More

From US$ 568 Book Now

Deluxe King - Curry Mansion With Pool!

Caroline Street 511, Key West, United States View map

Located merely 6 minutes' walk from the bustling plaza "Mallory Square", Deluxe King - Curry Mansion With Pool! Hotel Key West includes an outdoor swimming pool and a patio. Enhancing the overall… More

From US$ 422 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

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

Nautical Adventures In Paradise

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

**Nautical Adventures in Paradise Key West** Connected to the vibrant pulse of Key West, Nautical Adventures In Paradise is ideally situated just 2.5 km from the historic Southernmost Point and only… More

From US$ 545 Book Now

Sweet Caroline

Caroline Street 537, Key West, United States View map

Sweet Caroline Villa offers accommodation just 400 metres from Simonton Beach, while Key West Aquarium is about a 5-minute stroll away. This villa is equipped with 2 bedrooms plus a kitchen with a… More

From US$ 932 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 just 250 metres from the historical Key West Lighthouse and only 1.1… More

From US$ 421 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

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 within a 1-km distance of the Key West Firehouse Museum and merely 14 minutes'… More

From US$ 636 Book Now

Duval Sea Turtle By Avantstay

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

Located only 6 minutes' walk from the Key West Aquarium, the 1-bedroom Duval Sea Turtle By Avantstay Key West villa boasts a swimming pool, a hot tub for a relaxing experience. Offering Wi-Fi, this… More

From US$ 551 Book Now

Mermaids Retreat At Coral Hammock

41 Coral Way, Key West, United States View map

Situated just 6 minutes' walk from FYT Fitness Center, the 3-bedroom Mermaids Retreat At Coral Hammock Key West villa offers easy access to numerous tourist spots in the area. More

From US$ 595 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$ 695 Book Now

Parrot Perch By Avantstay

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

Located just 6 minutes' walk from the downtown commercial zoned Duval Street, the 2-bedroom Parrot Perch By Avantstay Key West villa offers a swimming pool for guests to relax by. More

From US$ 223 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

Curry House - Rooms 3 & 4

Fleming Street 806, Key West, United States View map

Nestled in the Downtown Key West district, within 20 minutes' walk of the Key West Garden Club, the 3-star Curry House - Rooms 3 & 4 Key West hotel offers a patio. Located a stone's throw from the… More

From US$ 622 Book Now

Classic King With Balcony At Curry Mansion

Caroline Street 511, Key West, United States View map

**Welcome to the Classic King With Balcony at Curry Mansion, your serene haven in the heart of Key West.** This enchanting retreat merges contemporary comforts with historic charm, situated perfectly… More

From US$ 523 Book Now

Yellow Room At Grand Maloney

Caroline Street 529, Key West, United States View map

**Discover an Oasis in the Heart of Key West** Nestled amidst the vibrant energy of downtown Key West, the Grand Maloney offers a contemporary retreat in a historically restored two-story brick home. More

From US$ 680 Book Now

Sugar Pie Suite

Caroline Street 537, Key West, United States View map

Located within 5 minutes' walk of the Key West First Legal Rum Distillery, Sugar Pie Suite Key West hotel is a mere 450 metres from the fully accredited Mel Fisher Maritime Heritage Museum. Situated… More

From US$ 486 Book Now

Atlantic Paradise Found

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

Welcome to Atlantic Paradise, a luxurious enclave nestled in the heart of Key West, where comfort meets coastal charm. Just a short 5 km from Key West International Airport, this exquisite retreat… More

From US$ 690 Book Now

A Siesta Bay By Avantstay

620 Thomas St #263, Key West, United States View map

The 1-bedroom A Siesta Bay By Avantstay Key West villa is located just 6 minutes on foot from the downtown commercial zoned Duval Street and features a swimming pool as well as a patio for guests'… More

From US$ 351 Book Now

Banana Split

Caroline Street 537, Key West, United States View map

For those traveling to the area, the nearest airport is conveniently located just 4 km away, ensuring an easy arrival and departure. More

From US$ 383 Book Now

Sunnyside Up

United Street 1003, Key West, United States View map

The 2-room Sunnyside Up Apartment Key West is situated right in the centre of Key West, around 500 metres from Statue of Bishop Albert Kee. Set not far from the Minor Saint Mary Star of the Sea… More

From US$ 954 Book Now

First Breath By Avantstay

1106 Eaton Street, Key West, United States View map

Situated a 6-minute walk from the Papa's Pilar Rum Distillery, the welcoming First Breath By Avantstay Key West villa entices guests with views of the pool. More

Book Now

Southard Getaway By Avantstay

203 Southard #3, Key West, United States View map

The welcoming Southard Getaway By Avantstay Key West villa offers proximity to nearby tourist spots, such as the Vandenberg Wreck, situated 13 minutes' walk away. More

From US$ 612 Book Now

Conch Adventure By Avantstay

104 Southard Street #3, Key West, United States View map

Situated merely a 6-minute walk from Mile Marker 0 Store, the 0-bedroom Conch Adventure By Avantstay Key West villa offers easy access to numerous tourist spots in the area. Located 2.1 km from The… More

From US$ 369 Book Now

Aruba - Downtown Waterfront 2X2 Dock & Pool Pet-Friendly

915 Eisenhower Drive, Key West, United States View map

**Welcome to Aruba - Downtown Waterfront 2X2 Dock & Pool, a serene retreat immersed in the vibrant spirit of Key West.** Situated just 5 km from Key West International Airport, this pet-friendly… More

From US$ 856 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

Poolside Suite

Olivia Street 517, Key West, United States View map

To enjoy your vacation in Key West, stay at the welcoming 1-bedroom Poolside Suite Key West, which is merely 0.7 km from the Key West Butterfly and Nature Conservatory and about 10 minutes by car… More

From US$ 914 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$ 6637 Book Now

Last Minute

Key West, United States View map

More

From US$ 861 Book Now

Tranquility By Avantstay

714-5 Olivia St, Key West, United States View map

Located in the Downtown Key West district of Key West, a mere 6 minutes' walk from the Minor Saint Mary Star of the Sea Basilica, the 0-bedroom Tranquility By Avantstay Key West villa offers patio… More

From US$ 448 Book Now

Shipyard Seaclusion

Key West, United States View map

Located about a 5-minute ride from Key West Historic Seaport, the 1-room Shipyard Seaclusion Apartment Key West is within 1 km of a top family-friendly place like Key West Aquarium. More

From US$ 500 Book Now

Key Lime Cottage

Caroline Street 537, Key West, United States View map

Located merely a 6-minute walk from the fully accredited Mel Fisher Maritime Heritage Museum, Key Lime Cottage Key West hotel includes a swimming pool and a patio. Guests of this inn can immerse… More

From US$ 363 Book Now

Curry House - Room 5

Fleming Street 806, Key West, United States View map

Offering an outdoor swimming pool, the 3-star Curry House - Room 5 Key West hotel is nestled in the Downtown Key West district of Key West, just 1.3 km from the downtown commercial zoned Duval Street… More

From US$ 346 Book Now

Bunk Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

The 3-star Bunk Room At The Grand Maloney Key West hotel, located approximately a 25-minute walk from the secluded pocket Dog Beach, boasts an outdoor swimming pool. Indulge in the inn's garden… More

From US$ 768 Book Now

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

Caroline Street 511, Key West, United States View map

Located about a 5-minute stroll from the vintage parish "Saint Paul's Episcopal Church of Key West", Deluxe Queen At The Curry Mansion - Parking & Heated Pool! Key West hotel has a patio. This Key… More

From US$ 533 Book Now

Creme Brulee Suite

Caroline Street 537, Key West, United States View map

Ideally located a 15-minute walk from the historic Key West Lighthouse, Creme Brulee Suite Key West hotel features rooms with views of the city. This inn also includes a patio with a BBQ grill. More

From US$ 223 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! Key West hotel offers proximity to the historical Key West Lighthouse, situated only 1.2 km away. Boasting a location just a 9-minute stroll from the… More

From US$ 414 Book Now