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

Blue Moonshine On The Atlantic

1800 Atlantic Blvd, Unit A413, Key West, United States View map

The 2-bedroom Blue Moonshine On The Atlantic Villa is situated just 200 metres from The Key West Nature Preserve and a mere 0.9 km from C. B. Harvey Rest Beach Park. This property features an… More

From US$ 685 Book Now

The Gato Room At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

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From US$ 424 Book Now

Lavender Jungle By Avantstay

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

Lavender Jungle By Avantstay Key West villa offers proximity to nearby tourist spots, such as the Harry S. Truman Little White House, situated 8 minutes' walk away. Located just 1.7 km from the Key… More

From US$ 425 Book Now

Royal Palm Suite At Travelers Palm Inn Key West

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

Situated in the Downtown Key West district of Key West, merely 14 minutes' walk from Nancy Forrester's Secret Garden, Royal Palm Suite At Travelers Palm Inn Key West villa comes with a swimming pool… More

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Jasmine Place

919 Whitehead Street, Key West, United States View map

Situated a 16-minute walk from Key West Aquarium, Jasmine Place Key West villa entices guests to explore various tourist attractions in the area. More

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Trumans Hideaway By Avantstay

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

Featuring a swimming pool and a patio, the spacious Trumans Hideaway By Avantstay Key West apartment is situated in the Downtown Key West district, 800 metres from the Key West First Legal Rum… More

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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

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

Curry House - Room 2

Fleming Street 806, Key West, United States View map

The 19 m² Curry House - Room 2 Key West lies in the Downtown Key West district of Key West and offers swift access to the US 1 Mile Marker 0, which is merely 5 minutes' walk away. Situated 350 metres… More

From US$ 342 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

Upper Bayview South

801 Eisenhower Dr. #10, 10, Key West, United States View map

**Discover Coastal Bliss at Upper Bayview South** With complimentary WiFi and private parking available onsite, exploring the captivating attractions around the area becomes effortless. More

From US$ 1763 Book Now

Sunrise Suites Saint Croix Suite #212

Key West, United States View map

Sunrise Suites Saint Croix Suite #212 Key West is located in Key West, 4.7 km from Saint Mary Star of the Sea, and pampers guests with a hot tub. This apartment features Wi-Fi throughout the property. More

From US$ 250 Book Now

Havana Vieja At Azul Mansion Key West

907 Truman Ave., Key West, United States View map

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From US$ 522 Book Now

Flor De Cana At Azul Mansion Key West

907 Truman Ave., Key West, United States View map

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From US$ 200 Book Now

Awai'S Floating Villa - Houseboat In Luxury Village

Shrimp Road 7001, Key West, United States View map

**Experience Awai's Floating Villa - Houseboat In Luxury Village** Nestled in the serene heart of Key West, Awai's Floating Villa offers a unique escape on the tranquil waters of Luxury Village. More

From US$ 568 Book Now

The Truman Room At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

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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$ 455 Book Now

Somewhere On The Beach

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

The 2-bedroom Somewhere On Beach Villa is situated 15 minutes on foot from Higgs Beach in Key West and offers accommodation with an equipped kitchenette area. The property is located in Key West and… More

From US$ 972 Book Now

The Cornish Suite At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

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Alligator Reef Light Suite

419 Truman Avenue #1 F, Key West, United States View map

The 1-bedroom Alligator Reef Light Suite Key West villa provides easy access to various city attractions, such as the downtown commercial zoned Duval Street, situated nearly 5 minutes' walk away. More

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American Shoal Light Suite

419 Truman Avenue, Key West, United States View map

The 1-bedroom American Shoal Light Suite Key West villa provides easy access to various city attractions, such as Key West Lighthouse and Keeper's Quarters Museum, situated approximately 5 minutes'… More

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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

Shipyard Treasure By Avantstay

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

Situated a mere 5 minutes' walk from the Ernest Hemingway Home and Museum, the 0-bedroom Pool 2 Blocks To Duval St Gated Community Month Long Stays Shipyard Treasure By Avantstay Key West villa… More

From US$ 438 Book Now

Aria At Azul Mansion Key West

907 Truman Ave., Key West, United States View map

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From US$ 889 Book Now

Sombrero Reef Light Suite

419 Truman Avenue #2F, Key West, United States View map

The 1-bedroom Sombrero Reef Light Suite Key West villa offers swift access to various city sites, such as Key West Lighthouse and Keeper's Quarters Museum, situated nearly 5 minutes' walk away. More

From US$ 429 Book Now

Flaglers Oasis By Avantstay

2209 Flagler Ave Is #B, Key West, United States View map

Guests can enjoy a seaside sea view from a terrace at the welcoming Flaglers Oasis By Avantstay Key West villa, 3 km from the Ripley's Believe It or Not. More

From US$ 181 Book Now

The Mallory Suite At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

Along with proximity to the 19 - acre Key West Cemetery, just a 9-minute walk away, The Mallory Suite At Inn On Fleming Key West! villa offers opportunities for windsurfing, snorkelling, and fishing… More

From US$ 441 Book Now

Sunrise Suites Bonaire Suite #210

Key West, United States View map

Featuring an outdoor swimming pool, the spacious 2-bedroom Sunrise Suites Bonaire Suite #210 Key West is 6 minutes' stroll from Cow Key Channel. Guests can take advantage of a hot tub to enhance… More

From US$ 197 Book Now

Dancing Palms

606 Truman Ave 9, Key West, United States View map

The enchanting Dancing Palms Villa is ideally nestled in the heart of Duval. This exquisite retreat seamlessly combines the vibrant energy of Key West with the tranquility you crave, making it a… More

From US$ 533 Book Now

New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool

Duval Street 1075, Key West, United States View map

Situated in the Duval district, the 3-bedroom New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool right next to Key West Butterfly and Nature Conservatory and nearly 20 minutes' walk from the… More

From US$ 343 Book Now

Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom

915 Eisenhower Drive, Key West, United States View map

The 2-bedroom Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom Key West villa is located around 5 minutes' walk from Wreckers Sloop Mary and offers guests to relish a patio as well as a… More

From US$ 776 Book Now

St John - Downtown Waterfront Penthouse Pool Parking Dock

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St John - Downtown Waterfront Penthouse Pool Parking Dock 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$ 2344 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$ 685 Book Now

Duval Street Suite W Kitchen And Shared Heated Pool

824 Duval Street, Key West, United States View map

Located 15 minutes' walk from the Harry S. Truman Little White House, Duval Street Suite W Kitchen And Shared Heated Pool Key West overlooks the garden. Offering access to a swimming pool, this… More

From US$ 501 Book Now

Brisa Del Mar By Avantstay

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

The welcoming Brisa Del Mar By Avantstay Key West villa is located a 10-minute drive from the Key West Firehouse Museum and provides a swimming pool, ensuring a relaxing stay. More

From US$ 615 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 The Windrose House - Pool & Pets

Shoreline Road 3, Key West, United States View map

The 6-bedroom New Windrose House By Brightwild - Pool & Pets Villa is at a 7 km distance from Key West Firehouse Museum and it takes 10 minutes to drive to Key West International airport. The… More

From US$ 2971 Book Now

New Private Pool & Docking - Floralee House

Mangrove Lane 11, Key West, United States View map

**Discover the Charm of New Private Pool & Docking - Floralee House Villa Key West** Nestled in the enchanting surroundings of Key West, New Private Pool & Docking - Floralee House invites you to… More

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Always Your Paradise By Avantstay

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

Situated only 450 metres from the downtown commercial zoned Duval Street, the 1-bedroom Always Your Paradise By Avantstay Key West villa has a swimming pool with a patio. Featuring access to a patio,… More

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New Coastal Rose - Bright Loft With High Ceilings

Rose Lane 526, Key West, United States View map

The spacious 84 m² New Coastal Rose - Bright Loft With High Ceilings Apartment Key West offers a central location nearly 5 minutes' walk from the Vandenberg Wreck. At the 1-bedroom apartment, guests… More

From US$ 858 Book Now

New Rose Petal Petite Suite - Pool & Parking

Rose Lane 526, Key West, United States View map

Featuring an outdoor swimming pool and a patio, the spacious 74 m² New Rose Petal Petite Suite - Pool & Parking Key West is situated in a historic area, just 1.3 km from the Key West Firehouse Museum… More

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

Duval Street 1075, Key West, United States View map

**Welcome to Villa Positano - Duval Square Condo** Nestled in the vibrant heart of Duval, the Villa Positano presents an exquisite retreat blending contemporary elegance with a touch of coastal charm. More

From US$ 718 Book Now

Poolside Retreat

Center Street 832, Key West, United States View map

The welcoming Poolside Retreat Apartment Key West is located just 1.6 km from the Fort Zachary Taylor and 15 minutes' walk from the Key West Aquarium. Offering access to a swimming pool, this… More

From US$ 545 Book Now

Curry House Room 6

Fleming Street 806, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Curry House Room 6 Key West, which is only 350 metres from the performing arts theater "Red Barn Theatre" and nearly a 5-minute drive from the… More

From US$ 340 Book Now

Sunrise Suites Antigua Suite #312

Key West, United States View map

Located approximately 10 minutes by car from the historic West Martello Tower, the 2-room Sunrise Suites Antigua Suite #312 Key West is within a 15-minute drive of a top family-friendly place like… More

From US$ 166 Book Now

The Elizabeth Suite

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

Situated just a 5-minute stroll from The Unitarian Universalist Fellowship of Key West, the 1-bedroom The Elizabeth Suite Key West villa offers easy access to numerous tourist spots in the area. More

From US$ 383 Book Now

Brand New Catchlight House With Private Pool

Mangrove Lane 7, Key West, United States View map

The 7-bedroom Brand New Catchlight House With Private Pool Villa Key West is located around a 25-minute walk from Key West Tropical Forest and Botanical Garden and provides fishing for active guests. More

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The Fleming Suite

1501 Truman Avenue 3, Key West, United States View map

Nestled a 20-minute walk from The Ernest Hemingway Home and Museum, The Fleming Suite Key West villa entices guests to explore various tourist destinations nearby. More

From US$ 357 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

Hemingways Atlantic Retreat

1800 Atlantic Blvd Unit C339, Key West, United States View map

The spacious Hemingways Atlantic Retreat Apartment Key West is located 5 minutes' walk from The Key West Nature Preserve and looks out onto the sea. Offering access to a swimming pool, this apartment… More

From US$ 404 Book Now