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2026-11-05
2026-11-06
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Hotels with indoor pool in Key West

Kwss201 Sunrise Suites Saint Lucia Suite #201

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

The 2-bedroom Kwss201 Sunrise Suites Saint Lucia Suite #201 Key West is located in Key West, approximately 25 minutes on foot from Key West Golf Club, and offers guests an outdoor swimming pool and a… More

From US$ 445 Book Now

Tom'S Chicken Coop Key West

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

The 2-bedroom Tom'S Chicken Coop Key West Villa is located about 5 minutes' walk from The Key West Nature Preserve and offers a hot tub and a sauna for guests' relaxation. The accommodation can… More

From US$ 598 Book Now

Botanical Island Delight

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

Botanical Island Delight Villa Key West with a convenient location a 9-minute stroll from Higgs Beach Dog Park entices guests with a Jacuzzi and a sauna. Located 3 km from the Harry S. Truman Little… More

From US$ 455 Book Now

The Fleming Suite

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

Located within 5 minutes' walk of Wreckers Sloop Mary, the 1-bedroom The Fleming Suite Key West villa offers quick access to various city attractions in the vicinity. With a maximum capacity of 4… More

From US$ 357 Book Now

Bahama Gardens - Conch House

710 Thomas Street, Key West, United States Show map

Situated just 5 minutes on foot from the downtown commercial zoned Duval Street, the 2-bedroom Bahama Gardens - Conch House Villa Key West is suitable for 5 guests and provides a heated pool to relax… More

From US$ 599 Book Now

Curry House Room 6

Fleming Street 806, Key West, United States Show map

The 1-bedroom Curry House Room 6 Key West is located in the Downtown Key West district of Key West, nearly 5 minutes' walk from the arts theater "Red Barn Theatre". This 26 m² apartment, suitable for… More

From US$ 340 Book Now

New Coastal Rose - Bright Loft With High Ceilings

Rose Lane 526, Key West, United States Show map

Located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor nearly a 5-minute walk from Vandenberg Wreck, the 1-bedroom New Coastal Rose - Bright Loft… More

From US$ 858 Book Now

Sunrise Suites Saint Barts Suite #303

Key West, United States Show map

Sunrise Suites Saint Barts Suite #303 Key West is located about a 25-minute walk from Smathers Beach and 4.8 km from Southernmost Point of the Continental US Monument. More

From US$ 596 Book Now

Parrot Perch By Avantstay

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

The 2-bedroom Parrot Perch By Avantstay Key West villa, located merely a 6-minute walk from US 1 Mile Marker 0, can host up to 5 guests. More

From US$ 223 Book Now

Classic King- Curry Mansion With Heated Pool!

Caroline Street 511, Key West, United States Show map

Offering a patio and a golf course, the comfortable Classic King- Curry Mansion With Heated Pool! Key West hotel is nestled in Duval with leather arm chairs and couches all surrounded by glimmering… More

From US$ 402 Book Now

The Geiger Suite At Inn On Fleming Key West!

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

Offering air-conditioned rooms and Wi-Fi in the rooms, the 3-star The Geiger Suite At Inn On Fleming Key West! is a mere 1 km from US 1 Mile Marker 0 and a 14-minute stroll from the downtown… More

From US$ 380 Book Now

Key Lime Cottage

Caroline Street 537, Key West, United States Show map

Key Lime Cottage Key West hotel, located a 20-minute walk from Key West Butterfly and Nature Conservatory, features Wi-Fi in public areas. This inn lies within reach of the downtown commercial zoned… More

From US$ 363 Book Now

Yellow Room At Grand Maloney

Caroline Street 529, Key West, United States Show map

Featuring a swimming pool, the comfortable Yellow Room At Grand Maloney Key West hotel is located in the Downtown Key West district of Key West, just 1.8 km from the secluded pocket Dog Beach. More

From US$ 350 Book Now

Southard Getaway By Avantstay

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

Along with access to such natural sites as Higgs Beach Dog Park, nearly a 25-minute walk away, the 2-bedroom Southard Getaway By Avantstay Key West villa offers an outdoor swimming pool. Providing… More

From US$ 612 Book Now

Evershore House -Pool, Parking, Dock!

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

Featuring a swimming pool for guests' relaxation, the 4-bedroom Evershore House -Pool, Parking, Dock! Key West villa is located approximately 15 minutes' walk from Key West Tropical Forest and… More

From US$ 3115 Book Now

Blue Moonshine On The Atlantic

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

Blue Moonshine On The Atlantic Villa Key West offers a lift and a tour desk as well as a convenient location 9 minutes' walk from Higgs Beach Dog Park. Staying at the 2-bedroom villa, which is 2.2 km… More

From US$ 602 Book Now

New Private Pool & Docking - Floralee House

Mangrove Lane 11, Key West, United States Show map

Located nearly a 20-minute walk from Safe Harbor, the 6-bedroom New Private Pool & Docking - Floralee House Villa Key West has an outdoor swimming pool and is ideal for up to 16 guests. Guests can… More

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A Siesta Bay By Avantstay

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

The welcoming 2-bedroom A Siesta Bay By Avantstay Key West apartment is located in an old part of Key West, only 6 minutes' walk from the downtown commercial zoned Duval Street. The apartment comes… More

From US$ 351 Book Now

Tom'S Oceanfront Penthouse

1800 Atlantic Blvd Unit A401, Key West, United States Show map

Tom'S Oceanfront Penthouse Villa Key West is located a 17-minute walk from the historic fort "West Martello Tower" and invites guests to join windsurfing, snorkelling, and canyoning. Featuring a… More

From US$ 1057 Book Now

Two Duval Street Suites W Pool

Duval Street 824, Key West, United States Show map

The 74 m² Two Duval Street Suites W Pool Key West is a great place to stay in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, around a 15-minute walk… More

From US$ 979 Book Now

Sunnyside Up

United Street 1003, Key West, United States Show map

Featuring a prime location, the 108 m² Sunnyside Up Apartment Key West offers views of the city, about 25 minutes' walk from Key West First Legal Rum Distillery. This 2-bedroom apartment has an… More

From US$ 1748 Book Now

Bahama Gardens - Main House

704 Thomas Street, Key West, United States Show map

Located around a 5-minute ride from Key West Butterfly and Nature Conservatory, the 4-bedroom Bahama Gardens - Main House Villa Key West features a swimming pool with a hot tub. Hosting up to 8… More

From US$ 2304 Book Now

Conch Adventure By Avantstay

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

Featuring an outdoor swimming pool, the welcoming Conch Adventure By Avantstay Key West villa is suitable for up to 4 people and is located a 17-minute walk from Southernmost Point of the Continental… More

From US$ 369 Book Now

Breezy Retreat

606 Truman Avenue, Key West, United States Show map

Featuring an outdoor swimming pool, Breezy Retreat Villa Key West is suitable for up to 4 people and is located a 16-minute walk from Key West Aquarium. Providing guests with Wi-Fi and parking, this… More

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Oceanfront Oasis

1901 South Roosevelt Blvd, Unit 304, Key West, United States Show map

Located within 5 minutes' walk of Higgs Beach Dog Park, the 2-bedroom Oceanfront Oasis Villa Key West provides an outdoor swimming pool, a sauna for a more relaxing experience. Hosting up to 6 guests… More

From US$ 550 Book Now

First Breath By Avantstay

1106 Eaton Street, Key West, United States Show map

The 3-bedroom First Breath By Avantstay Key West villa offers swift access to various city sites, such as Papa's Pilar Rum Distillery, situated only a 6-minute walk away. Offering a prime location in… More

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Tranquility By Avantstay

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

Offering a patio and barbecue for guests' leisure, the welcoming Tranquility By Avantstay Key West villa is situated 19 minutes' walk from Key West Aquarium. Offering pool views as well as an outdoor… More

From US$ 448 Book Now

Hemingways Atlantic Retreat

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

Located only 0.8 km from Higgs Beach Dog Park, the 2-bedroom Hemingways Atlantic Retreat Villa Key West provides a heated pool, a sauna for a more relaxing experience. Hosting up to 6 guests, this… More

From US$ 404 Book Now

The Breeze

1901 South Roosevelt Blvd, Unit 301 East, Key West, United States Show map

Offering a lift and a tour desk for up to 6, the 3-bedroom The Breeze Villa Key West is located approximately 25 minutes on foot from the well-known historical sight, the historic fort "West Martello… More

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Coconut Palm

Whitehead Street 729, Key West, United States Show map

Situated within 5 minutes' walk of The Ernest Hemingway Home and Museum, the 3-bedroom Coconut Palm Villa Key West entices guests with cycling in the area. Providing guests with high-speed Internet… More

From US$ 1683 Book Now

American Shoal Light Suite

419 Truman Avenue, Key West, United States Show map

American Shoal Light Suite Key West villa is nestled a 7-minute walk from Key West Butterfly and Nature Conservatory and can accommodate up to 6 guests. More

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Alligator Reef Light Suite

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

Alligator Reef Light Suite Key West villa hosts up to 6 guests and provides proximity to Key West Butterfly and Nature Conservatory, situated a 7-minute stroll away. More

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Key West Light Suite

215 Eanes Lane, Key West, United States Show map

Key West Light Suite villa, located a 6-minute walk from the even Southernmost Point, can host up to 4 guests. More

From US$ 853 Book Now

Shipyard Seaclusion

Key West, United States Show map

Shipyard Seaclusion Apartment Key West is a great place to stay in the Downtown Key West district, a 19-minute walk from Key West Firehouse Museum. More

From US$ 500 Book Now

Ambrosia At Azul Mansion Key West

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

The comfortable Ambrosia At Azul Mansion Key West Hotel, located only 5 minutes' walk from Saint Mary Star of the Sea Basilica and a mere 1.9 km from the bustling plaza "Mallory Square", features an… More

From US$ 327 Book Now

The Truman Room At Inn On Fleming Key West!

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

The comfortable The Truman Room At Inn On Fleming Key West! is located in Key West, nearly a 25-minute walk from the even Southernmost Point, and offers an outdoor swimming pool. Wi-Fi is included in… More

From US$ 305 Book Now

Honey At Scarlet Mango Inn Key West

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

Offering air-conditioned rooms and Wi-Fi in the rooms, the comfortable Honey At Scarlet Mango Inn Key West is 11 minutes' stroll from the fully accredited Mel Fisher Maritime Heritage Museum and 0.9… More

From US$ 366 Book Now

The Independent Inn (Adults Only)

412 Frances Street, Key West, United States Show map

Offering air-conditioned rooms and Wi-Fi throughout the property, The Independent Inn Key West is 2 km from Key West Butterfly and Nature Conservatory and 25 minutes' walk from Fort Zachary Taylor. More

From US$ 322 Book Now

Havana Vieja At Azul Mansion Key West

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

Offering air-conditioned rooms and Wi-Fi in the rooms, Havana Vieja At Azul Mansion Key West hotel is a mere 1.1 km from Key West Butterfly and Nature Conservatory and about a 25-minute walk from Key… More

From US$ 296 Book Now

Flor De Cana At Azul Mansion Key West

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

Located a mere 0.9 km from the downtown commercial zoned Duval Street, the comfortable Flor De Cana At Azul Mansion Key West hotel is about a 5-minute walk from the Minor Saint Mary Star of the Sea… More

From US$ 351 Book Now

The Gato Room At Inn On Fleming Key West!

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

The comfortable The Gato Room At Inn On Fleming Key West!, located about 5 minutes' walk from Key West Historic Seaport and just 0.9 km from San Carlos Institute, features an outdoor swimming pool… More

From US$ 534 Book Now

Bunk Room At The Grand Maloney

Caroline Street 529, Key West, United States Show map

Offering a patio and a golf course, Bunk Room At The Grand Maloney Key West hotel is located 5 minutes' walk from the fully accredited Mel Fisher Maritime Heritage Museum in Duval with one of Key… More

From US$ 370 Book Now

Number Eleven At Scarlet Mango Inn Key West

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

Featuring Wi-Fi in the rooms, Number Eleven At Scarlet Mango Inn Key West sits 11 minutes' walk from the fully accredited Mel Fisher Maritime Heritage Museum. At the guest house, located in proximity… More

From US$ 411 Book Now

The Cornish Suite At Inn On Fleming Key West!

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

Located 2.3 km from Key West Garden Club, the comfortable The Cornish Suite At Inn On Fleming Key West! offers air-conditioned rooms nearly 25 minutes' walk from Key West Butterfly and Nature… More

From US$ 337 Book Now

Cohiba At Azul Mansion Key West

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

The comfortable Cohiba At Azul Mansion Key West Hotel, located just 7 minutes' walk from the very unusual Key West Cemetery and merely 1.3 km from Southernmost Point of the Continental US Monument… More

From US$ 262 Book Now

Aria At Azul Mansion Key West

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

Located merely 1.7 km from Ripley's Believe It or Not Museum, the comfortable Aria At Azul Mansion Key West Hotel is approximately a 5-minute walk from Key West Firehouse Museum. Offering an outdoor… More

From US$ 339 Book Now

The Simonton Room At Inn On Fleming Key West

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

Located just 1.1 km from the downtown commercial zoned Duval Street, the comfortable The Simonton Room At Inn On Fleming Key West offers air-conditioned rooms around 25 minutes' walk from Higgs Beach… More

From US$ 500 Book Now

The Whitehead Room At Inn On Fleming Key West!

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

Guests of the comfortable 3-star The Whitehead Room At Inn On Fleming Key West! can easily reach Papa's Pilar Rum Distillery, located just a 6-minute walk away. Offering an outdoor swimming pool… More

From US$ 314 Book Now

Curry House - Rooms 3 & 4

Fleming Street 806, Key West, United States Show map

Located merely 1.3 km from the even Southernmost Point, the comfortable Curry House - Rooms 3 & 4 Key West hotel is about a 5-minute walk from The Oldest House Historical Place Museum. Offering views… More

From US$ 821 Book Now

Sugar Pie Suite

Caroline Street 537, Key West, United States Show map

Located merely 1.2 km from The Ernest Hemingway Home and Museum, the comfortable Sugar Pie Suite Key West hotel is nearly a 5-minute walk from Key West First Legal Rum Distillery. Boasting access to… More

From US$ 352 Book Now