Special offers and Exclusive deals

Search Hotels

2026-11-14
2026-11-15
Guests

Filter Results

Hotels by class

Hotel name

Price per night

Accommodation type

Districts

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Hotels with indoor pool in Key West

The Exuma Cay -Pool View & Parking

Seaside Drive 3625, Key West, United States View map

Offering a location 4.8 km from Southernmost Point of the Continental US Monument, The Exuma Cay -Pool View & Parking Villa Key West gives access to various tourist spots in the area. More

From US$ 579 Book Now

Classic King Balcony At The James House

Caroline Street 511, Key West, United States View map

**Welcome to the Classic King Balcony at The James House** in the heart of Key West. This charming retreat is ideally located just 500 meters from the pristine Simonton Street Beach, offering guests… More

From US$ 696 Book Now

Kwss212 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, a 5-minute ride from the Smathers Beach, and pampers guests with a Jacuzzi. Also, there is an outdoor swimming pool to ensure a… More

From US$ 250 Book Now

Kw24 Key Lime Calypso

409 Petronia Ave, Key West, United States View map

Situated 15 minutes' stroll from the waterfront Mallory Square, Key Lime Calypso Villa Key West provides access to numerous tourist attractions in the area. More

From US$ 333 Book Now

Sunrise Suites Paradise Escape #407

Key West, United States View map

## Discover Your Oasis at Sunrise Suites Paradise Escape #407 Nestled in the heart of Key West, Sunrise Suites Paradise Escape #407 serves as the perfect retreat for those seeking a blend of… More

From US$ 250 Book Now

St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St Croix - Downtown 4X4 Waterfront Penthouse Pool Dock Pet Villa Key West is situated approximately 5 minutes' walk from the Wreckers Sloop Mary, featuring such comforts as high-speed… More

From US$ 2229 Book Now

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

Kwss311 Sunrise Suites Catalina Suite #311

Key West, United States View map

To enjoy your vacation in Key West, stay at Sunrise Suites Catalina Suite #311 Key West, which is 4.7 km from the Key West Butterfly and Nature Conservatory and approximately 25 minutes' walk from… More

From US$ 569 Book Now

Sunrise Suites Dominican Suite #110

Key West, United States View map

To enjoy your vacation in Key West, stay at Sunrise Suites Dominican Suite #110 Key West, which is about 25 minutes' walk from the Fort East Martello Museum and 4.8 km from Southernmost Point of the… More

From US$ 243 Book Now

Casa Havana @ Duval Square R22

1075 Duval St Unit R22, Key West, United States View map

To enjoy your vacation in Key West, stay at Casa Havana @ Duval Square R22 Key West apartment, which is around a 10-minute drive from the Smathers Beach and only 1 km from the performing arts theater… More

From US$ 390 Book Now

Baya House

606 Truman Ave, #13, Key West, United States View map

**Baya House: A Premiere Stay in Key West** Nestled in the vibrant heart of Downtown Key West, Baya House invites travelers to indulge in a blend of comfort and elegance. More

From US$ 321 Book Now

Key West Found By Avantstay

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

The welcoming Key West Found By Avantstay villa is located 18 minutes' walk from the very unusual Key West Cemetery and invites guests to enjoy a patio. More

From US$ 544 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

St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock

915 Eisenhower Drive, Key West, United States View map

Situated around a 10-minute walk from the Key West Firehouse Museum, the 4-bedroom St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock Villa Key West invites guests to relax at a patio. More

From US$ 1741 Book Now

Mermaids Retreat At Coral Hammock

41 Coral Way, Key West, United States View map

The 3-bedroom Mermaids Retreat At Coral Hammock Key West villa is located nearly 15 minutes' walk from the Key West Tropical Forest and Botanical Garden and welcomes its guests to enjoy snorkelling… More

From US$ 827 Book Now

Duval Street Suite Overlooking Duval With Parking And Pool

824 Duval Street, Key West, United States View map

The 1-bedroom Duval Street Suite Overlooking Duval With Parking And Pool Key West villa is nestled about 5 minutes' walk from the downtown commercial zoned Duval Street and can accommodate up to 4… More

From US$ 763 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$ 732 Book Now

Kw42 Bahama House

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

Situated in the Downtown Key West district, a mere 1.9 km from the Fort Zachary Taylor, Bahama House Villa Key West comes with a swimming pool for guests to unwind. Guests can enjoy cycling and… More

From US$ 1932 Book Now

Sandpiper On The Ocean

1800 Atlantic Blvd C420, Key West, United States View map

Located merely 9 minutes' stroll from the Higgs Beach Dog Park, the 2-bedroom Sandpiper On The Ocean Key West villa comes with an outdoor swimming pool, a Jacuzzi and a sauna. Located 2.7 km from the… More

From US$ 613 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

Casa Papa Del Mar

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

The 2-bedroom Casa Papa Del Mar Villa Key West, located nearly a 5-minute walk from The Key West Nature Preserve, entices guests with a swimming pool as well as a Jacuzzi and a sauna to relax in. At… More

From US$ 709 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 9

Fleming Street 806, Key West, United States View map

Nestled in the picturesque island of Key West, the Curry House offers a charming blend of tropical elegance and modern comfort. Just 10 km from the bustling Key West International Airport, this… More

From US$ 184 Book Now

The Grand Turk -Sunset View & Pool

Seaside Drive 3625, Key West, United States View map

Staying at The Grand Turk -Sunset View & Pool Villa Key West, guests can visit the Higgs Beach Dog Park, which is nearly a 10-minute drive away. More

From US$ 295 Book Now

Green Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Located 2.2 km from the Key West Garden Club, the comfortable Green Room At The Grand Maloney Key West hotel is about 5 minutes' walk from the performing arts theater "Red Barn Theatre". Offering… More

From US$ 429 Book Now

Moonlight Paradise

1800 Atlantic Blvd C224, Key West, United States View map

Located only a 9-minute walk from the Higgs Beach Dog Park, the 2-bedroom Moonlight Paradise Key West villa features an outdoor swimming pool and can accommodate up to 6 guests. Offering a sauna, the… More

From US$ 709 Book Now

Papaya Place By Avantstay

110A 1800 Atlantic Blvd, Key West, United States View map

Located within a 3-km distance of the fully accredited Mel Fisher Maritime Heritage Museum, the 0-bedroom Papaya Place By Avantstay Key West villa features a swimming pool, a hot tub, ensuring a… More

From US$ 556 Book Now

New Grenada Suite - Parking Pool & Pets 209

Seaside Drive 3625, Key West, United States View map

During the stay at New Grenada Suite - Parking Pool & Pets 209 Key West villa, guests can indulge in cycling and fishing or visit the bustling plaza "Mallory Square", located a 15-minute drive away. More

From US$ 513 Book Now

Andros - Spacious 2X2 Waterfront Condo

Eisenhower Drive 915, Key West, United States View map

Offering a patio overlooking the sea, the 2-bedroom Andros - Spacious 2X2 Waterfront Condo Key West villa is located only 5 minutes' walk from the Wreckers Sloop Mary. Providing guests with high… More

From US$ 876 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

Kwss201 Sunrise Suites Saint Lucia Suite #201

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

Sunrise Suites Saint Lucia Suite #201 Key West is located in Key West, 4.8 km from Southernmost Point of the Continental US Monument, and boasts a Jacuzzi. Guests can lounge by an outdoor swimming… More

From US$ 445 Book Now

6 Bedroom 6 Bath Guesthouse On Duval Street

824 Duval Street, Key West, United States View map

Located merely 500 metres from Southernmost Point of the Continental US Monument, the 6-bedroom 6 Bedroom 6 Bath Guesthouse On Duval Street Key West villa offers opportunities for cycling and fishing… More

From US$ 4873 Book Now

Key West Casa By Avantstay

620 Thomas St Unit 210-4, Key West, United States View map

Key West Casa By Avantstay apartment is situated merely a 5-minute walk from the Alan S Maltz Gallery and 5 km from Key West International airport. The welcoming apartment is a stone's throw from the… More

From US$ 576 Book Now

Paradise Found Cayo Hueso

1800 Atlantic Blvd Unit A111, Key West, United States View map

Paradise Found Cayo Hueso villa provides an opportunity to stay a 5-minute walk from The Key West Nature Preserve and offers a Jacuzzi and a sauna, perfect for decompressing. The 2-bedroom holiday… More

From US$ 597 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

Tom'S Chicken Coop Key West

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

Situated only 650 metres from the Higgs Beach Dog Park, the 2-bedroom Tom'S Chicken Coop Key West Villa can welcome up to 6 guests and boasts a Jacuzzi and a sauna for a relaxing retreat. Located in… More

From US$ 598 Book Now

Duval Breeze By Avantstay

1075 Duval St #30, Key West, United States View map

The welcoming Duval Breeze By Avantstay Key West villa provides easy access to various city attractions, such as the Key West Butterfly and Nature Conservatory, situated merely 6 minutes' walk away. More

From US$ 1572 Book Now

Bahama Gardens - Conch House

710 Thomas Street, Key West, United States View map

Bahama Gardens - Conch House Villa Key West is located only a 5-minute walk from the Ernest Hemingway Home and Museum and offers a hot tub, ensuring guests a relaxing stay. Situated in the Downtown… More

From US$ 599 Book Now

Sunrise Suites Saint Barts Suite #303

Key West, United States View map

To enjoy your vacation in Key West, stay at Sunrise Suites Saint Barts Suite #303 Key West, which is 4.8 km from the even Southernmost Point and about 25 minutes' walk from the Key West Tropical… More

From US$ 596 Book Now

Classic King- Curry Mansion With Heated Pool!

Caroline Street 511, Key West, United States View map

The comfortable Classic King- Curry Mansion With Heated Pool! Key West hotel enjoys a prime location just a 5-minute stroll from the fully accredited Mel Fisher Maritime Heritage Museum and offers 6… More

From US$ 384 Book Now

The Geiger Suite At Inn On Fleming Key West!

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

Offering an outdoor swimming pool, the comfortable The Geiger Suite At Inn On Fleming Key West! is situated in the Downtown Key West district of Key West, a mere 12 minutes' walk from the Vandenberg… More

From US$ 423 Book Now

Sugar Pie Suite

Caroline Street 537, Key West, United States View map

Located in the Downtown Key West district and merely 0.8 km from the downtown commercial zoned Duval Street, the comfortable Sugar Pie Suite Key West hotel features an aqua park and a golf course. More

From US$ 349 Book Now

Curry House - Rooms 3 & 4

Fleming Street 806, Key West, United States View map

Located approximately 20 minutes' walk from the Key West Garden Club, the comfortable Curry House - Rooms 3 & 4 Key West hotel offers air-conditioned rooms a mere 1.3 km from the Ernest Hemingway… More

From US$ 821 Book Now

Two Duval Street Suites W Pool

Duval Street 824, Key West, United States View map

Overlooking the garden, the spacious 2-bedroom Two Duval Street Suites W Pool Key West is about 25 minutes' walk from the White Street Pier in Key West. Situated in the immediate vicinity of the… More

From US$ 979 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

Blue Moonshine On The Atlantic

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

Located only a 9-minute walk from the Higgs Beach Dog Park, the 2-bedroom Blue Moonshine On The Atlantic Villa Key West boasts an outdoor swimming pool and can accommodate up to 6. This 2-bathroom… More

From US$ 602 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

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$ 1748 Book Now

Dream Maker On The Atlantic

1800 Atlantic Blvd #C320, Key West, United States View map

Situated within 25 minutes' walk of the historic Key West Lighthouse, the 2-bedroom Dream Maker On The Atlantic Villa Key West boasts a Jacuzzi, as well as a spa salon for guests to relax in. Located… More

From US$ 813 Book Now

Somewhere On The Beach

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

The 2-bedroom Somewhere On The Beach Key West villa accommodates up to 6 guests and offers proximity to the Higgs Beach Dog Park, located just 0.8 km away. The Key West holiday home features… More

From US$ 972 Book Now