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

Cortez At Azul Mansion Key West

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

Featuring Wi-Fi throughout the property, Cortez At Azul Mansion Key West hotel is 5 minutes' walk from Saint Mary Star of the Sea Basilica. At this guest house, located not far from the very unusual… More

From US$ 343 Book Now

Honey Bun Hideaway

Caroline Street 537, Key West, United States Show map

The comfortable Honey Bun Hideaway Hotel Key West, located just an 8-minute walk from the waterfront Mallory Square and a mere 1.4 km from USCGC Ingham Maritime Museum, features an outdoor swimming… More

From US$ 237 Book Now

Captiva At Azul Mansion Key West

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

Offering air-conditioned rooms and Wi-Fi in the rooms, Captiva At Azul Mansion Key West hotel is a mere 1.7 km from the natural history museum "Florida Keys Eco-Discovery Center" and 10 minutes'… More

From US$ 299 Book Now

Your Key West Fantasy Fest Week Escape Awaits Oct 17-24, 2026

3675 South Roosevelt Boulevard 5-231, Key West, United States Show map

The comfortable Your Key West Fantasy Fest Week Escape Awaits Oct 17-24, 2026 hotel gives quick access to Monroe County Parks & Beaches, situated merely a 5-minute walk away. There is also a car park. More

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Fuente At Azul Mansion Key West

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

Located just 1.1 km from Key West Butterfly and Nature Conservatory, the comfortable Fuente At Azul Mansion Key West Hotel is about 5 minutes' walk from Key West Firehouse Museum. Offering a heated… More

From US$ 309 Book Now

Golden Nugget 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, Golden Nugget At Scarlet Mango Inn Key West is a mere 550 metres from Vandenberg Wreck and just a 10-minute walk from the fully accredited Mel… More

From US$ 383 Book Now

Corona At Azul Mansion Key West

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

Located merely 0.9 km from the downtown commercial zoned Duval Street, the comfortable Corona At Azul Mansion Key West hotel offers air-conditioned rooms about 25 minutes' walk from Smathers Beach. More

From US$ 300 Book Now

Julie At Scarlet Mango Inn Key West

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

Featuring Wi-Fi in the rooms, Julie At Scarlet Mango Inn Key West sits 5 minutes' walk from Nancy Forrester's Secret Garden. At this guest house, located in the immediate vicinity of the downtown… More

From US$ 427 Book Now

The Hemingway Suite At Inn On Fleming Key West!

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

The comfortable The Hemingway Suite At Inn On Fleming Key West! is located in Key West, about 10 minutes' walk from Nancy Forrester's Secret Garden, and offers a heated pool. This 3-star guest house… More

From US$ 556 Book Now

Scarlet At Scarlet Mango Inn Key West

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

The comfortable Scarlet At Scarlet Mango Inn Key West offers quick access to Nancy Forrester's Secret Garden, located only a 5-minute walk away. Offering an outdoor swimming pool along with… More

From US$ 475 Book Now

Fontana At Azul Mansion Key West

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

The comfortable Fontana At Azul Mansion Key West Hotel, located only an 8-minute walk from Higgs Beach and a mere 1.2 km from South Beach, features a heated pool for guests to take a dip in. Wi-Fi is… More

From US$ 205 Book Now

Carriage House At Grand Maloney

Caroline Street 529, Key West, United States Show map

Featuring Wi-Fi in public areas, Carriage House At Grand Maloney Hotel Key West is 25 minutes' walk from the secluded pocket Dog Beach. Located 1.7 km from Southernmost Point of the Continental US… More

From US$ 311 Book Now

Keitt At Scarlet Mango Inn Key West

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

Offering an outdoor swimming pool, the comfortable Keitt At Scarlet Mango Inn Key West is situated in the Downtown Key West district, nearly a 5-minute walk from the downtown commercial zoned Duval… More

From US$ 427 Book Now

The Flagler Room At Inn On Fleming Key West!

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

The comfortable 3-star The Flagler Room At Inn On Fleming Key West!, located only 1.5 km from the bustling plaza "Mallory Square", offers an outdoor swimming pool, Wi-Fi in the rooms. This Key West… More

From US$ 418 Book Now

Claro At Azul Mansion Key West

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

Featuring Wi-Fi throughout the property, Claro At Azul Mansion Key West Hotel sits a 16-minute walk from the even Southernmost Point. At this guest house, located within a few blocks of the very… More

From US$ 292 Book Now

Jasmine Place

919 Whitehead Street, Key West, United States Show map

Located just 200 metres from The Ernest Hemingway Home and Museum, the 2-bedroom Jasmine Place Key West villa offers opportunities for windsurfing, snorkelling, and canyoning in the area. The Key… More

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Kw335Wk Dancing Palms

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

Featuring an outdoor swimming pool, the 2-bedroom Kw335Wk Dancing Palms Villa Key West is suitable for up to 4 people and is located nearly a 25-minute walk from Fort Zachary Taylor. The villa boasts… More

From US$ 533 Book Now

Ocean Hideaway On The Atlantic

1800 Atlantic Blvd Suite A206, Key West, United States Show map

Situated approximately 25 minutes' walk from the even Southernmost Point, the 2-bedroom Ocean Hideaway On The Atlantic Villa Key West entices guests with a hot tub and a sauna, ensuring a more… More

From US$ 621 Book Now

Royal Palm Suite At Travelers Palm Inn Key West

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

Located just a 9-minute walk from Key West Butterfly and Nature Conservatory, the 1-bedroom Royal Palm Suite At Travelers Palm Inn Key West villa features an outdoor swimming pool and can accommodate… More

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Bayview North One

801 Eisenhower Dr. #4, 4, Key West, United States Show map

Bayview North One Villa Key West, located about 5 minutes' walk from Wreckers Sloop Mary, can host up to 8 guests. This property features opportunities for snorkelling and fisheries in the area, just… More

From US$ 1220 Book Now

Two Duval Street Condos W Parking And Pool

Duval Street 824, Key West, United States Show map

Two Duval Street Condos W Parking And Pool Key West villa is located about a 15-minute walk from Key West First Legal Rum Distillery and provides cycling and fisheries for active guests. Located not… More

From US$ 834 Book Now

6 Bedroom 6 Bath Guesthouse On Duval Street

824 Duval Street, Key West, United States Show map

Situated around 5 minutes' walk from The Ernest Hemingway Home and Museum, the 6-bedroom 6 Bedroom 6 Bath Guesthouse On Duval Street Key West villa is ideal for up to 24 guests. The property features… More

From US$ 4873 Book Now

Kw37 Oceana Suite

Key West, United States Show map

The 53 m² Kw37 Oceana Suite Key West is situated only 5 minutes' walk from the 19-acre Key West Cemetery and 5 km from Key West International airport. Offering access to an outdoor swimming pool… More

From US$ 286 Book Now

Poolside Suite

Olivia Street 517, Key West, United States Show map

The 2-bedroom Poolside Suite Key West is located 2.3 km from Higgs Beach Dog Park and about a 10-minute walk from South Beach. Offering access to a swimming pool, the spacious 60 m² apartment is… More

From US$ 914 Book Now

Flaglers Oasis By Avantstay

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

The 2-bedroom Flaglers Oasis By Avantstay Key West villa hosts up to 4 guests and is nestled only 1.4 km from natural sites such as Higgs Beach Dog Park. Located approximately a 10-minute drive from… More

From US$ 181 Book Now

Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo

915 Eisenhower Drive, Key West, United States Show map

Featuring a swimming pool, the 2-bedroom Eleuthera - 2X2 Fully Updated Old Town Waterfront Corner Condo Key West villa is located approximately 5 minutes' walk from Bayview Park and is suitable for… More

From US$ 184 Book Now

Key West Found By Avantstay

101 Front St #13, Key West, United States Show map

Staying at the 2-bedroom Key West Found By Avantstay villa, guests can visit Saint Mary Star of the Sea Basilica, which is just 1.7 km away. Offering parking as well as Wi-Fi, the welcoming holiday… More

From US$ 544 Book Now

New Grenada Suite - Parking Pool & Pets 209

Seaside Drive 3625, Key West, United States Show map

Situated a mere 1.9 km from Fort East Martello Museum, the 2-bedroom New Grenada Suite - Parking Pool & Pets 209 Key West villa entices guests with a Jacuzzi, ensuring a more relaxing stay. Offering… More

From US$ 513 Book Now

New The Altair House - Fire Pit Pool & Hot Tub

Mangrove Lane 13, Key West, United States Show map

Offering a patio and barbecue for guests' leisure, New The Altair House - Fire Pit Pool & Hot Tub Villa Key West is situated a 25-minute walk from Key West Golf Club. Located in the vicinity of Key… More

From US$ 4188 Book Now

Last Minute

Key West, United States Show map

Located just a 6-minute stroll from Key West First Legal Rum Distillery, Last Minute Key West villa gives easy access to various tourist attractions in the area. More

From US$ 861 Book Now

Bahama Gardens - Cigar House

712 Thomas Street, Key West, United States Show map

Located a few steps from Key West Lighthouse and Keeper's Quarters Museum, the 2-bedroom Bahama Gardens - Cigar House Villa Key West provides guests with a Jacuzzi. Located only a 7-minute walk from… More

From US$ 813 Book Now

Shipyard Treasure By Avantstay

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

Set in the Downtown Key West district, a 7-minute walk from the downtown commercial zoned Duval Street, the welcoming Shipyard Treasure By Avantstay Key West apartment accommodates up to 4 guests. More

From US$ 438 Book Now

Contra House -Luxury Home With Pool

Simonton Street 720, Key West, United States Show map

Offering an outdoor swimming pool, the 4-bedroom Contra House -Luxury Home With Pool Key West is situated merely 7 minutes' walk from The Ernest Hemingway Home and Museum and can accommodate up to 12… More

From US$ 1909 Book Now

St John - Downtown Waterfront Penthouse Pool Parking Dock

915 Eisenhower Drive, Key West, United States Show map

The 4-bedroom St John - Downtown Waterfront Penthouse Pool Parking Dock Villa Key West provides easy access to various city attractions, such as Bayview Park, situated nearly 5 minutes' walk away. More

From US$ 2344 Book Now

Key West Large Waterfront Condo With Boat Slip, Sleeps 8

915 Eisenhower Drive, Key West, United States Show map

Staying at the 2-bedroom Key West Large Waterfront Condo With Boat Slip, Sleeps 8 villa, guests can visit the vintage parish "Saint Paul's Episcopal Church of Key West", which is nearly a 25-minute… More

From US$ 383 Book Now

Island Pearls

527 Fleming Street, Key West, United States Show map

The 2-bedroom Island Pearls Villa Key West accommodates up to 4 guests and offers proximity to Nancy Forrester's Secret Garden, located only a 9-minute walk away. The property features opportunities… More

From US$ 1551 Book Now

Anchor Drop Key West

1800 Atlantic Blvd, Unit A307, Key West, United States Show map

Located only 0.8 km from Higgs Beach Dog Park, the 2-bedroom Anchor Drop Key West Villa offers a heated pool, a Jacuzzi and a sauna for a truly relaxing stay. Hosting up to 6 guests, this Key West… More

From US$ 870 Book Now

Andros Suite

921 Center Street #6, Key West, United States Show map

Located just a 7-minute walk from Key West Butterfly and Nature Conservatory, the 1-bedroom Andros Suite Key West villa features a heated pool and can accommodate up to 4 guests. More

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Upper Bayview South

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

Upper Bayview South Villa Key West offers quick access to such city attractions as Wreckers Sloop Mary, located nearly a 5-minute walk away. Providing guests with Wi-Fi and private parking, this… More

From US$ 1763 Book Now

Atlantic Sunrise Penthouse

1800 Atlantic Blvd, Unit C425, Key West, United States Show map

Suitable for 8 guests, the 3-bedroom Atlantic Sunrise Penthouse Villa Key West is located only a 9-minute walk from Higgs Beach Dog Park and provides a Jacuzzi and a sauna for a relaxing stay. This… More

From US$ 941 Book Now

The Margaret Suite

1501 Truman Avenue, Key West, United States Show map

The Margaret Suite Key West is located within a 300-metre distance of Wreckers Sloop Mary and 25 minutes' walk from Papa's Pilar Rum Distillery. Offering access to an outdoor swimming pool, the… More

From US$ 292 Book Now

Duval Street Suite W Kitchen And Shared Heated Pool

824 Duval Street, Key West, United States Show map

To enjoy your vacation in Key West, stay at the 1-bedroom Duval Street Suite W Kitchen And Shared Heated Pool Key West, which is approximately 5 minutes' drive from the natural history museum… More

From US$ 501 Book Now

Waterfront Boat Stay & Resort Amenities

7025 Shrimp Rd, Key West, United States Show map

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Sundial On The Atlantic Ocean View

1800 Atlantic Blvd, Unit C328, Key West, United States Show map

Boasting a sauna, the 2-bedroom Sundial On The Atlantic Ocean View Villa Key West is located only a 9-minute walk from Higgs Beach Dog Park and can accommodate 6 guests. This villa features… More

From US$ 561 Book Now

Duval Street Suite Overlooking Duval With Parking And Pool

824 Duval Street, Key West, United States Show map

The 1-bedroom Duval Street Suite Overlooking Duval With Parking And Pool Key West villa is located around a 15-minute walk from Key West Aquarium and provides cycling and fisheries for active guests.… More

From US$ 763 Book Now

Mastway House -Pool & Dock!

Key Haven Terrace 4, Key West, United States Show map

Located 17 minutes' walk from Key Haven, the 4-bedroom Mastway House -Pool & Dock! Villa Key West offers fitness classes, as well as a fitness room for active guests. Offering a swimming pool, this 4… More

From US$ 3115 Book Now

Casa Papa Del Mar

1800 Atlantic Blvd, Unit C438, Key West, United States Show map

Located just a 9-minute walk from Higgs Beach Dog Park, the 2-bedroom Casa Papa Del Mar Villa Key West is suitable for 6 guests and provides a swimming pool to relax in. This 2-bathroom villa… More

From US$ 709 Book Now

Turtle Nest Condo - Pool - 2Nd Floor

907 White St 5, Key West, United States Show map

Situated nearly a 25-minute walk from Smathers Beach, the 56 m² Turtle Nest Condo - Pool - 2Nd Floor Key West can host up to 4 guests in Key West. Offering access to a year-round outdoor swimming… More

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Kwss202 Sunrise Suites - Big Kahuna Suite 202

3625 Seaside Dr #202, Key West, United States Show map

The 2-bedroom Kwss202 Sunrise Suites - Big Kahuna Suite 202 Key West villa entices active guests with access to a fitness suite and is located nearly a 10-minute ride from the even Southernmost Point… More

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The Mallory Suite At Inn On Fleming Key West!

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

Located only a 9-minute walk from the very unusual Key West Cemetery, 1-bedroom The Mallory Suite At Inn On Fleming Key West! villa boasts an outdoor swimming pool and can accommodate up to 2. The… More

From US$ 441 Book Now