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

Island Pearls

527 Fleming Street, Key West, United States View map

Situated a mere 6 minutes' stroll from 7 Artists & Friends Gallery, the 2-bedroom Island Pearls Villa Key West offers quick access to numerous city landmarks nearby. More

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Sailor'S Story

564 Porter Lane, Key West, United States View map

Situated only 6 minutes' walk from the San Carlos Institute, Sailor'S Story Villa Key West offers easy access to numerous tourist spots in the area. More

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Sand Crab Cabana Weekly Rental!

620 Thomas Street, #269, Key West, United States View map

Sand Crab Cabana Weekly Rental! Key West offers easy access to such tourist spots as the US 1 Mile Marker 0, located just a 6-minute walk away. More

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Tropical Executive

107 Front Street #116, Key West, United States View map

Situated only 1.8 km from the Key West Butterfly and Nature Conservatory, Tropical Executive Villa Key West entices guests to explore various tourist attractions in the area. More

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Casa Atlantic

Key West, United States View map

Casa Atlantic Villa is approximately 15 minutes on foot from Southernmost Point and a 10-minute drive from from Key West Aquarium. While staying at the 3-bedroom villa, guests are welcome to use a… More

From US$ 258 Book Now

Another Three Hour Tour

620 Thomas Street #153, Key West, United States View map

Situated in close proximity to the Key West Lighthouse and Keeper's Quarters Museum, Another Three Hour Tour Key West villa offers easy access to numerous tourist spots in the area. More

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Ecco Domani By Avantstay

1011-2 Simonton St, Key West, United States View map

The 0-bedroom Ecco Domani By Avantstay Gorgeous Home W Pool Balcony In Great Location Month Long Stays Only Key West is located in close proximity to the Key West Lighthouse and Keeper's Quarters… More

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Scarlet At Scarlet Mango Inn Key West

603 Southard St., Key West, United States View map

Situated 5 minutes' walk from the Key West Express, Scarlet At Scarlet Mango Inn Key West offers a heated pool. More

From US$ 785 Book Now

Secret Garden

Key West, United States View map

Secret Garden Apartment Key West is nestled in the Downtown Key West district, within a 3-km distance of the Key West Garden Club. More

From US$ 249 Book Now

Bayview Middle

801 Eisenhower Dr. #5, 5, Key West, United States View map

Set in the enchanting landscapes of Key West, the Bayview Middle Villa seamlessly blends luxurious comfort with the captivating charm of the island. Just 10 km from Key West International Airport… More

From US$ 1078 Book Now

Dune Wind South By Avantstay

1901 S.Roosevelt Blvd 201S, Key West, United States View map

Situated 2.5 km from the Ernest Hemingway Home and Museum, Dune Wind South: Beachside Extended Stay with Pool & Hot Tub Key West villa entices guests to explore various tourist attractions in the… More

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Tortugas Harbor Light Suite

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

**Welcome to Tortugas Harbor Light Suite, a charming retreat situated in the vibrant heart of Duval.** With its prime location, this splendid accommodation captures the essence of Key West's unique… More

From US$ 805 Book Now

Casita Casa Marina

908 Flagler Avenue, Key West, United States View map

Offering a free private car park in the Downtown Key West district of Key West, the 3-bedroom Casita Casa Marina Villa Key West is also 950 m from significant religious sites like the Minor Saint… More

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Bachelorparty Hq For 16-Feet To Duval-Pool-Hot Tub

Truman Avenue 417, Key West, United States View map

The 4-bedroom Bachelorparty Hq For 16-Feet To Duval-Pool-Hot Tub Villa is situated in Key West, a 10-minute drive from Key West Garden Club and nearly a 9-minute walk from Mile Marker 0 Store. The… More

From US$ 1984 Book Now

An Island Retreat

403B Emma Street, Key West, United States View map

An Island Retreat Villa Key West offers proximity to nearby tourist spots, such as the Mallory Square, situated about 15 minutes' walk away. More

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Corona At Azul Mansion Key West

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

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From US$ 523 Book Now

The Grande Vista

1800 Atlantic Blvd Unit C432, Key West, United States View map

The 2-room The Grande Vista Apartment Key West is located nearly 5 minutes' walk from The Key West Nature Preserve and overlooks the sea. Area attractions include South Beach, 2.5 km away, and Key… More

From US$ 818 Book Now

Island Paradise

413 Virginia St, Key West, United States View map

Featuring a year-round outdoor swimming pool for guests' enjoyment, Island Paradise Key West villa is nestled right in the centre of Key West, within a 300-metre distance of the Ernest Hemingway Home… More

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Luxury Residence In Old Town Key West W Pool

522 Simonton Street, Key West, United States View map

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The Curry House - Entire Complex

Fleming Street 806, Key West, United States View map

Offering a swimming pool, The Curry House - Entire Complex is set in the Downtown Key West district of Key West only 1.3 km from Mallory Square. More

From US$ 1415 Book Now

A Place In Paradise By Avantstay

526 Porter Lane, Key West, United States View map

Featuring a swimming pool, the 0-room A Place In Paradise By Avantstay Key West apartment is about a 5-minute walk from Jackson Square. Guests can make use of Wi-Fi for both business and leisure… More

From US$ 742 Book Now

A Change In Latitude

620 Thomas Street #183, Key West, United States View map

Located approximately 5 minutes' walk from the Ernest Hemingway Home and Museum, A Change In Latitude Key West villa offers quick access to various city attractions in the vicinity. More

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A Gulfstream Drift

105 Front Street #319, Key West, United States View map

Situated 6 minutes' walk from the Key West Shipwreck Treasure Museum, A Gulfstream Drift Villa Key West entices guests to explore various tourist attractions in the area. More

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Sago Palm

536 Porter Lane, Key West, United States View map

Sago Palm Villa Key West offers swift access to various city sites, such as Jackson Square, situated just 6 minutes' walk away. More

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Monkey House By Avantstay

709 Bakers Lane, Key West, United States View map

Monkey House By Avantstay Key West villa is located a mere 8 minutes on foot from the Key West First Legal Rum Distillery and features a swimming pool as well as a patio for guests' pleasure. This… More

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Tennessee Williams By Avantstay

709 Bakers Lane, Key West, United States View map

The 0-bedroom Tennessee Williams By Avantstay Funky Design Pool Key West villa is located about a 15-minute walk from the Key West Shipwreck Treasure Museum and offers a swimming pool with a patio… More

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Serenity By Avantstay

907 Emma St, Key West, United States View map

Situated just 0.9 km from the San Carlos Institute, the 0-bedroom Serenity By Avantstay Key West villa features a patio with views of the mountain. Offering a swimming pool, the welcoming holiday… More

From US$ 204 Book Now

Linger Longer By Avantstay

277 Southard Street, Key West, United States View map

Along with access to such natural sites as the Key West Butterfly and Nature Conservatory, only 1.2 km away, the 1-bedroom Linger Longer By Avantstay Key West villa offers a swimming pool. Providing… More

From US$ 400 Book Now

Captiva At Azul Mansion Key West

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

Captiva At Azul Mansion Key West hotel, located only 650 metres from the Higgs Beach and approximately a 15-minute walk from the South Beach, features a heated swimming pool for guests to take a dip… More

From US$ 445 Book Now

Bahama Gardens - 4 Key West Old Town Vacation Rental Homes - Sleeps 23

700 Thomas Street, Key West, United States View map

**Bahama Gardens - A Tropical Retreat in Key West** Situated a mere 10 km from Key West International Airport, Bahama Gardens strikes the perfect balance between accessibility and seclusion, offering… More

From US$ 4655 Book Now

Carysfort Reef Light Suite

217 Eanes Ln, Key West, United States View map

Situated only a 5-minute walk from the Ernest Hemingway Home and Museum, Carysfort Reef Light Suite Key West villa entices guests with views of the sea. More

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Catch Of The Day

113 Front Street #106, Key West, United States View map

Catch Of The Day Villa Key West is located merely a 14-minute walk from the Ernest Hemingway Home and Museum, giving access to various tourist spots nearby. More

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A Bella Capri

1423 Patricia Street, Key West, United States View map

A Bella Capri Villa Key West is located nearly a 25-minute walk from the downtown commercial zoned Duval Street, giving access to various tourist spots nearby. More

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Road'S End

Center Street 921, Key West, United States View map

Welcome to the enchanting **Road's End Apartment Key West**, where vibrant island life meets modern comfort. Nestled in the heart of Key West, this exceptional abode places you just 700 metres from… More

From US$ 488 Book Now

Key Lime Pie By Avantstay

1018 Thompson Lane, Key West, United States View map

Featuring a swimming pool for guests' relaxation, the 2-bedroom Key Lime Pie By Avantstay Key West villa is located only 1.3 km from Saint Mary Star of the Sea Basilica. The welcoming holiday home in… More

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Royal Palm Studio At Travelers Palm Inn Key West

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

Along with proximity to the Minor Saint Mary Star of the Sea Basilica, only 5 minutes' walk away, Royal Palm Studio At Travelers Palm Inn Key West villa offers opportunities for windsurfing… More

From US$ 390 Book Now

Coconut Palm Studio At Travelers Palm Inn Key West

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

Situated about a 5-minute stroll from the Key West Firehouse Museum, Coconut Palm Studio At Travelers Palm Inn Key West villa offers opportunities for windsurfing, snorkelling, and fishing in the… More

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Dancing Palms

518 Porter Lane, Key West, United States View map

Dancing Palms Villa Key West offers proximity to such city sites as the US 1 Mile Marker 0, located nearly a 5-minute walk away. More

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New Rose Retreat - Pool & Parking

Rose Lane 526, Key West, United States View map

The 2-bedroom New Rose Retreat - Pool & Parking Villa Key West entices guests to enjoy cycling and fisheries and offers proximity to Key West First Legal Rum Distillery, located merely an 8-minute… More

From US$ 741 Book Now

Spacious 52' Sailboat | 6 Cabins | Dockside Escape

7005 Shrimp Road, Key West, United States View map

Featuring a private swimming pool for guests' relaxation, Spacious 52' Sailboat | 6 Cabins | Dockside Escape Key West is located around a 10-minute ride from the Key West Garden Club. More

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Aqua Breeze

105 Front Street #219, Key West, United States View map

Situated only 6 minutes' walk from the Key West Aquarium, Aqua Breeze Villa Key West offers easy access to numerous tourist spots in the area. More

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Ocean View

1800 Atlantic Blvd, Unit C226, Key West, United States View map

Nestled within the vibrant landscape of Key West, Ocean View Villa Key West offers an idyllic retreat for those yearning for sun-soaked days and serene nights. More

From US$ 424 Book Now

Sailfish Suite On Duval

314 Duval St Unit 5, Key West, United States View map

The 56 m² Sailfish Suite On Duval Key West, located in the Downtown Key West district, 3.3 km from the Smathers Beach, features views of the sea. More

From US$ 1069 Book Now

Midnight Cowboy By Avantstay

709 Bakers Lane, Key West, United States View map

The 4-bedroom Midnight Cowboy By Avantstay 3 Artistic Spaces Key West villa is located nearly a 5-minute walk from Nancy Forrester's Secret Garden and features a swimming pool and a patio for a… More

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Magical Ocean Penthouse

1800 Atlantic Blvd, C426, Key West, United States View map

The 2-bedroom Magical Ocean Penthouse Villa is within a few steps of Smathers Beach and Fort Zachary Taylor Historic State Park. This Key West villa also features an equipped kitchenette area and… More

From US$ 950 Book Now

Angel Fish Cove - Monthly Rental

548 Porter Lane, Key West, United States View map

Situated merely a 7-minute walk from the Fort Zachary Taylor, Angel Fish Cove - Monthly Rental Key West villa offers guests to relax by a swimming pool. More

From US$ 234 Book Now

Caroline On My Mind

616 Caroline St #4, Key West, United States View map

The 2-bedroom Caroline On My Mind Villa Key West is located just 300 metres from Key West Historic Seaport and features a swimming pool as well as a terrace for guests' pleasure. More

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The Flagler Room At Inn On Fleming Key West!

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

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From US$ 452 Book Now

Flagler Station

1430 Flagler Ave., Key West, United States View map

Situated merely 1.2 km from Smathers Beach in Key West, the 3-bedroom Flagler Station Villa stands close to C. B. Harvey Rest Beach Park. This Key West villa also features a full kitchen and… More

From US$ 290 Book Now

A License To Chill

101 Front Street, #12, Key West, United States View map

Staying at A License To Chill Villa Key West, guests can easily reach the Key West Aquarium, located a mere 7 minutes' walk away. More

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