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2026-11-03
2026-11-04
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Family Friendly hotels in Key West

Deluxe King With Balcony - At James House With Parking!

Caroline Street 511, Key West, United States View map

Featuring an outdoor swimming pool, the comfortable Deluxe King With Balcony - At James House With Parking! Key West hotel is located in the Downtown Key West district, only 1.7 km from the South… More

From US$ 459 Book Now

Duval Street Suite W Parking And Pool

824 Duval Street, Key West, United States View map

Located just 300 m from the downtown commercial zoned Duval Street and the Key West Lighthouse and Keeper's Quarters Museum, the 37 m² Duval Street Suite W Parking And Pool Key West features views of… More

From US$ 636 Book Now

Sky Loft In Key West

Southard Street 611, Key West, United States View map

Positioned in the heart of Duval, the Sky Loft in Key West is an exquisite blend of laid-back luxury and sophisticated charm. This unique villa captures the essence of Key West while providing guests… More

From US$ 512 Book Now

Duval Dream Loft On Duval

Duval Street 503, Key West, United States View map

The spacious Duval Dream Loft On Duval Apartment Key West is located 1.1 km from the Key West Butterfly and Nature Conservatory and a 25-minute walk from the Higgs Beach Dog Park. Featuring a patio… More

From US$ 627 Book Now

Sky Suite On Duval

Duval Street 718, Key West, United States View map

Enjoy your stay at the spacious 3-bedroom Sky Suite On Duval Key West, which is located right in the centre of Key West, approximately 20 minutes' walk from the Fort Zachary Taylor. Staying in this… More

From US$ 648 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

Key West Downtown Waterfront, Sleeps 8, Dock & Pool Pet-Friendly

915 Eisenhower Drive, Key West, United States View map

Offering a patio overlooking the sea, the 2-bedroom Key West Downtown Waterfront, Sleeps 8, Dock & Pool Pet-Friendly Villa is located about a 5-minute walk from the Bayview Park. Providing guests… More

From US$ 1038 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

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

Crawl To Duval W/ Hot Tub

415 Truman Avenue, Key West, United States View map

Offering a Jacuzzi, Crawl To Duval W/ Hot Tub Villa Key West is situated just 150 m from the Higgs Beach Dog Park and can accommodate 6 people. Featuring free private parking on site, this 2-bedroom… More

From US$ 1642 Book Now

Frost Free In Cayo Hueso

1800 Atlantic Blvd Unit C439, Key West, United States View map

Located just a 9-minute walk from the Higgs Beach Dog Park, the 2-bedroom Frost Free In Cayo Hueso Villa is suitable for 6 guests and provides a swimming pool to relax in. The holiday home features… More

From US$ 696 Book Now

Just Steps To Duval- Sleeps 10- Heated Pool House

Truman Avenue 417, Key West, United States View map

Set in the vibrant heart of Duval, the Just Steps To Duval- Sleeps 10- Heated Pool House offers a unique retreat blending casual elegance with island-inspired charm. This exquisite villa is renowned… More

From US$ 1183 Book Now

Key West'S Best

1800 Atlantic Blvd, Unit C326, Key West, United States View map

Located just a 9-minute walk from the Higgs Beach Dog Park, the 2-bedroom Key West'S Best villa invites guests to enjoy a Jacuzzi and a sauna. The holiday home features opportunities for snorkelling… More

From US$ 644 Book Now

Curacao - Large 2X2 Waterfront Condo Great View Pool & Dock

915 Eisenhower Drive, Key West, United States View map

Nestled in the heart of a vibrant coastal paradise, the Curacao - Large 2X2 Waterfront Condo boasts breathtaking views that immediately capture your attention. Just 5 km from Key West International… More

From US$ 949 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 Kitts - Downtown Waterfront Penthouse Pool Dock Parking

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St Kitts - Downtown Waterfront Penthouse Pool Dock Parking Villa Key West is located approximately 20 minutes' walk from the Ernest Hemingway Home and Museum and provides cycling and… More

From US$ 547 Book Now

Amelia Home By Avantstay

605 Amelia Street, Key West, United States View map

Located around 10 minutes' walk from the downtown commercial zoned Duval Street, the 0-bedroom Amelia Home By Avantstay Key West boasts a swimming pool with a patio for additional relaxation. More

From US$ 903 Book Now

Latitude Penthouse Key West

1800 Atlantic Blvd Unit B417, Key West, United States View map

Featuring a Jacuzzi and a sauna, the 2-bedroom Latitude Penthouse Key West Villa is located only a 9-minute walk from the Higgs Beach Dog Park and can host up to 6 guests. The holiday home features… More

From US$ 685 Book Now

Sweet Caroline

Caroline Street 537, Key West, United States View map

Sweet Caroline Villa Key West, situated right in the centre of Key West, and an 8-minute walk from the bustling plaza "Mallory Square", can accommodate up to 8 guests. Located a short way from the… More

From US$ 2148 Book Now

Paradise Place By Avantstay

905 White St #1, Key West, United States View map

Featuring a swimming pool for guests' relaxation, the 1-bedroom Paradise Place By Avantstay Key West villa is located nearly 20 minutes' walk from the Higgs Beach. This welcoming holiday home in… More

From US$ 527 Book Now

Casita De Catherine By Avantstay

427 B Catherine St, Key West, United States View map

Located around 5 minutes' walk from the Key West Butterfly and Nature Conservatory, the 0-bedroom Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub Key West villa offers quick access to… More

From US$ 446 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

Coral Hammock Poolside Home

28 Coral Way, Key West, United States View map

Located within 600 metres of Key West Baptist Temple, Coral Hammock Poolside Home Key West has a heated swimming pool and is ideal for up to 8 guests. Guests can enjoy windsurfing, snorkelling, and… More

From US$ 511 Book Now

Tropical Dreaming By Avantstay

607 Amelia St, Key West, United States View map

Nestled only a 12-minute walk from the San Carlos Institute, the welcoming Tropical Dreaming By Avantstay Key West villa features a swimming pool along with a patio to help guests unwind. Boasting… More

From US$ 2051 Book Now

Duval Street Suite With Pool

Duval Street 824, Key West, United States View map

The Duval Street Suite With Pool is a refined retreat located in the heart of Key West. Just 200 metres from the iconic Ernest Hemingway Home and Museum, this exquisite accommodation places you at… More

From US$ 323 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

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

Keys Please!

Louisa Street 514, Key West, United States View map

The 3-bedroom Keys Please! Villa Key West is located about a 20-minute walk from the White Street Pier and provides cycling and fishing for active guests. Situated in Duval with unique, island… More

From US$ 1910 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

Mar Y Sol Ocean Front

1800 Atlantic Blvd #101, Key West, United States View map

Mar Y Sol Ocean Front Villa Key West is located 25 minutes' walk from the downtown commercial zoned Duval Street and invites guests to join windsurfing, snorkelling, and fishing. Featuring a sauna… More

From US$ 871 Book Now

Tropical Paradise Key West

1800 Atlantic Blvd Unit A113, Key West, United States View map

Up to 6 guests can stay at the 2-bedroom Tropical Paradise Key West villa and enjoy The Key West Nature Preserve, located approximately a 5-minute walk away. Featuring a sauna, the property is 2.3 km… More

From US$ 506 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

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

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

Rum Cay Sunrise Suites

3625 Seaside Drive #304, Key West, United States View map

The spacious 74 m² Rum Cay Sunrise Suites Key West is situated in Key West, just 1.6 km from the Fort East Martello Museum, and offers spa amenities such as a Jacuzzi. The nearest bus stop Oceanwalk… More

From US$ 324 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

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

Bahama Gardens - Main House

704 Thomas Street, Key West, United States View map

Welcome to Bahama Gardens - Main House For leisure and convenience, Bahama Gardens - Main House offers a plethora of services, including guided tours and transportation arrangements to nearby… More

From US$ 2304 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

Duval Hideaway

1124 Duval Street B, Key West, United States View map

**Discover the Duval Hideaway Villa in the Heart of Key West** Conveniently located, the villa is within walking distance to the bustling nightlife and unique shops that Duval Street is renowned for. More

From US$ 515 Book Now

Pilars Secret

716 Duval St Rear, Key West, United States View map

During the stay at Pilars Secret Villa Key West, guests can indulge in windsurfing, snorkelling, and canoeing or visit the natural history museum "Florida Keys Eco-Discovery Center", located a 13… More

From US$ 1217 Book Now

Evershore House -Pool, Parking, Dock!

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

Situated merely 1.6 km from Sheriff s Animal Farm, the 4-bedroom Evershore House -Pool, Parking, Dock! Key West villa features a patio with views of the sea. Offering a private swimming pool, the… More

From US$ 3115 Book Now

Petes East Cottage

507 Louisa Street, Key West, United States View map

Situated merely a 6-minute stroll from Southernmost Point of the Continental US Monument, the 2-bedroom Petes East Cottage Key West ensures a great leisure experience by offering windsurfing… More

Book Now

The Collins On Duval

Duval Street 505, Key West, United States View map

Located in the very heart of Key West, the 150 m² The Collins On Duval Apartment Key West offers fast access to Mile Marker 0 Store around 5 minutes' walk away. Featuring a patio with views of the… More

From US$ 655 Book Now

Key West Light Suite

215 Eanes Lane, Key West, United States View map

The 1-bedroom Key West Light Suite villa, located just 5 minutes' walk from the Ernest Hemingway Home and Museum, can host up to 4 guests. More

From US$ 853 Book Now

Alligator Reef Light Suite

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

The 2-bedroom Alligator Reef Light Suite Key West villa is located approximately a 15-minute walk from the shopping mall "Clinton Square Market" and invites guests to enjoy a sun terrace. More

Book Now

Shipyard Seaclusion

Key West, United States View map

Shipyard Seaclusion Apartment Key West lies in the Downtown Key West district of Key West and offers swift access to Mile Marker 0 Store, which is just 6 minutes' walk away. More

From US$ 500 Book Now

Bunk Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Offering an outdoor swimming pool, the comfortable Bunk Room At The Grand Maloney Key West hotel is nestled in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic… More

From US$ 357 Book Now