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2026-02-24
2026-02-25
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Family Friendly hotels in Key West

Duval Sea Turtle By Avantstay Great Location Close To Shops Shared Pool

1075-29 Duval Square, Key West, United States View map

This 2-bathroom villa is at 300 metres from The Ernest Hemingway Home and Museum and walking distance from the even Southernmost Point. The Key West villa also features a kitchen and amenities such… More

From US$ 551 Book Now

Mermaids Retreat At Coral Hammock

41 Coral Way, Key West, United States View map

Situated just 6 minutes' walk from FYT Fitness Center, the 3-bedroom Mermaids Retreat At Coral Hammock Key West villa offers easy access to numerous tourist spots in the area. More

From US$ 501 Book Now

Green Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Located around 500 metres from Key West Aquarium, Green Room At The Grand Maloney Key West hotel includes an outdoor swimming pool and a patio. The inn provides guests with Wi-Fi throughout the… More

From US$ 673 Book Now

Ibis Suite - Southernmost Sanctuary

1330 Simonton Street #3, Key West, United States View map

Conveniently located just steps from the vibrant nightlife and cultural attractions of Duval Street, the holiday home offers effortless transportation options. More

From US$ 766 Book Now

Sunrise Suites Saint Lucia Suite #201

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

**Sunrise Suites Saint Lucia Suite #201 Key West: A Tranquil Retreat** Nestled on the vibrant island of Key West, the Sunrise Suites Saint Lucia Suite #201 offers an exquisite haven for travelers… More

From US$ 445 Book Now

Julia Whitehead Guest Suites

1011 Whitehead St Master, Key West, United States View map

Julia Whitehead Guest Suites is situated in Key West, at 450 metres from Duval Street and merely 0.6 km from South Beach. The 3-bedroom villa also comes with a kitchen complete with a microwave oven,… More

From US$ 458 Book Now

Sunnyside Up

United Street 1003, Key West, United States View map

The 2-room Sunnyside Up Apartment Key West is located within 5 minutes' walk of Key West Firehouse Museum and overlooks the patio. Key West Garden Club is only 1.3 km away, while The Oldest House… More

From US$ 954 Book Now

Atlantic Paradise By Avantstay Great Location W Balcony Outdoor Dining Shared Pool Hot Tub

1800 Atlantic 108A, Key West, United States View map

This 1-bedroom villa is located merely 0.9 km from C. B. Harvey Rest Beach Park and 0.5 km from Key West International airport. The property features a fully equipped kitchen with coffee and tea… More

From US$ 1367 Book Now

Yellowfin Ledge

1201 Duval Street 2, Key West, United States View map

Situated around a 25-minute walk from White Street Pier, the 1-bedroom Yellowfin Ledge Key West villa provides access to numerous tourist attractions in the area. More

From US$ 802 Book Now

First Breath By Avantstay Close To Old Town W Pool Month Long Stays Only

1106 Eaton Street, Key West, United States View map

The 3-bedroom villa is just 1.2 km from Truman Little White House and less than 10 minutes on foot from from the Minor Saint Mary Star of the Sea Basilica. Guests, staying at this villa, can use an… More

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Duval Square Courtyard Condo 31

1075 Duval Street, Key West, United States View map

The spacious 2-bedroom Duval Square Courtyard Condo 31 Key West welcomes travellers right in the centre of Key West, located around 20 minutes' walk from Fort Zachary Taylor. Such activities as… More

From US$ 952 Book Now

Oceanfront Oasis

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

Located a mere 5 minutes' stroll from the Higgs Beach Dog Park, the 2-bedroom Oceanfront Oasis Villa Key West comes with a heated swimming pool, a sauna. More

From US$ 550 Book Now

The Crestwood House - Private Heated Pool & Parking

Shoreline Road 17, Key West, United States View map

Set about 25 minutes' walk from Key West Golf Club and around 20 minutes' walk from Safe Harbor, the 7-bedroom The Crestwood House - Private Heated Pool & Parking Villa is located in Key West. Guests… More

From US$ 2815 Book Now

Atocha Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

The 70 m² Atocha Cottage - Harbor Walk Hideaways Key West is located just 1.8 km from USCGC Ingham Maritime Museum and 18 minutes' walk from The Ernest Hemingway Home and Museum. Offering access to a… More

From US$ 668 Book Now

Evershore House -Pool, Parking, Dock!

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

The 4-bedroom Coastal Bliss Villa is set in Key West, approximately 25 minutes' walk from Sheriff s Animal Farm and at a 3.8 km distance from Fort East Martello Museum. This Key West villa also… More

From US$ 1979 Book Now

Petes East Cottage

507 Louisa Street, Key West, United States View map

Situated merely a 5-minute stroll from The Ernest Hemingway Home and Museum, the 1-bedroom Petes East Cottage Key West ensures a great leisure experience by offering snorkelling, canoeing, and… More

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Conch In The Treetops By Last Key Realty

1800 Atlantic Blvd #C125, Key West, United States View map

Located around 25 minutes' walk from The Ernest Hemingway Home and Museum, the 2-bedroom Conch In The Treetops By Last Key Realty Key West villa entices guests to relax in a Jacuzzi. More

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Conch Adventure By Avantstay Great Location W Outdoor Dining Pool Access Month-Long Stays

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

Offering pool views, the 0-bedroom Conch Adventure By Avantstay Great Location W Outdoor Dining Pool Access Month-Long Stays Key West villa is situated a mere 10 minutes' walk from the Ernest… More

From US$ 369 Book Now

A Place In Paradise By Avantstay Key West Walkable W Shared Pool Month Long Stays Only

526 Porter Lane, Key West, United States View map

The 0-room A Place In Paradise By Avantstay Key West Walkable W Shared Pool Month Long Stays Only apartment lies in a historical neighbourhood and offers swift access to the Truman Little White… More

From US$ 742 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$ 1284 Book Now

Duval Street Retreat

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

Located just 1.5 km from Memorial Sculpture Garden, the 1-bedroom Duval Street Retreat Villa Key West provides access to various tourist attractions in the vicinity. More

From US$ 1284 Book Now

6 Bedroom 6 Bath Guesthouse On Duval Street

824 Duval Street, Key West, United States View map

The 5-bedroom 6 Bedroom 6 Bath Guesthouse On Duval Street is located 15 minutes on foot from Simonton Street and within 5 minutes' walk of The Ernest Hemingway Home and Museum. The Key West villa… More

From US$ 3636 Book Now

Key West Light Suite

215 Eanes Lane, Key West, United States View map

The 1-bedroom Key West Light Suite villa provides easy access to various city attractions, such as the Ernest Hemingway Home and Museum, situated approximately 5 minutes' walk away. More

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New Coastal Rose - Bright Loft With High Ceilings

Rose Lane 526, Key West, United States View map

Located 8 minutes on foot from Key West First Legal Rum Distillery and Key West Express, the spacious 84 m^2 New Coastal Rose - Bright Loft With High Ceilings Apartment Key West features views of the… More

From US$ 858 Book Now

The Collins On Duval

Duval Street 505, Key West, United States View map

Located 16 minutes on foot from the even Southernmost Point, the 150 m^2 The Collins On Duval Apartment Key West is within a 700-metre distance of a top family-friendly place like Key West Aquarium. More

From US$ 882 Book Now

Bunk Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Bunk Room At The Grand Maloney Key West hotel, located 550 metres from Mallory Square and 0.6 km from Jackson Square, features an outdoor swimming pool for guests to take a dip in. Wi-Fi is offered… More

From US$ 768 Book Now

Honey Bun Hideaway

Caroline Street 537, Key West, United States View map

Honey Bun Hideaway Hotel Key West, located merely 400 metres from Ripley's Believe It or Not Museum, offers an outdoor pool, Wi-Fi throughout the property. The inn is within walking distance of many… More

From US$ 237 Book Now

Sugar Pie Suite

Caroline Street 537, Key West, United States View map

Sugar Pie Suite Key West hotel, located about 5 minutes by car from Fort Zachary Taylor, offers an outdoor swimming pool, Wi-Fi throughout the property. The inn is a good starting point for exploring… More

From US$ 486 Book Now

Ocean Vista 403E La Brisa

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

Offering a heated pool, the 108 m² Ocean Vista 403E La Brisa Apartment Key West is located just a 5-minute walk from The Key West Nature Preserve. Guests staying at this 2-bedroom apartment can enjoy… More

From US$ 376 Book Now

Old Town Main House Guest House Close To Duval

614 Virginia Street, Key West, United States View map

Situated 1.6 km from the Harry S. Truman Little White House, Old Town Main House Guest House Close To Duval Key West villa invites guests to relax at a patio. More

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Soul Of Duval By Last Key Realty

615½ Duval Street, Unit 1, Key West, United States View map

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From US$ 1106 Book Now

Contra House -Luxury Home With Pool

Simonton Street 720, Key West, United States View map

Situated in Key West, at 750 metres of Key West Firehouse Museum, the 4-bedroom New Listing Palm Escape- Luxury Home W Pool provides accommodation with complimentary parking and a swimming pool. This… More

From US$ 1909 Book Now

Artist Condo Duval Square 7

1075 Duval Street, Key West, United States View map

If you want to stay right in the centre of Key West, the 3-room Artist Condo Duval Square 7 Key West is a perfect choice located just 1.4 km from Papa's Pilar Rum Distillery. To elevate their stay… More

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Poolside Breeze Retreat

1800 Atlantic Blvd Unit A103, Key West, United States View map

Situated nearly 5 minutes' walk from The Key West Nature Preserve, the spacious 2-bedroom Poolside Breeze Retreat Apartment Key West offers guests easy access to various tourist attractions nearby. More

From US$ 1026 Book Now

Cohiba At Azul Mansion Key West

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

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Key West Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Month Long Stays Only

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

Located on a private beach, Key West Casa By Avantstay Communal Pool Bbq Patio Near Duval Street Month Long Stays Only apartment overlooks the pool and is 6 minutes' walk from the San Carlos… More

From US$ 576 Book Now

Treetop Studio Eyebrow House

516 Olivia St Upstairs, Key West, United States View map

Set right in the centre of Key West, the 45 m² Treetop Studio Eyebrow House Key West is about a 20-minute walk from Bayview Park. Guests have the opportunity to make their stay at this apartment more… More

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Cuban Paradise Cuban Club

1102 Duval St #D, Key West, United States View map

The spacious Cuban Paradise Cuban Club Key West apartment is nestled in the Downtown Key West district, a 5-minute walk from the seafood restaurant Nine One Five. The opportunity for windsurfing… More

From US$ 666 Book Now

Ibis By Avantstay Close To Duval Street W Shared Pool Month Long Stays Only

714 Olivia #11, Key West, United States View map

This Key West villa is a mere 1.1 km from Ripley's Believe It or Not Museum and walking distance from The Ernest Hemingway Home and Museum. The accommodation comes with 1 bedroom and a kitchen with a… More

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Atlantic Paradise Found

1800 Atlantic Blvd C232, Key West, United States View map

Welcome to Atlantic Paradise, a luxurious enclave nestled in the heart of Key West, where comfort meets coastal charm. Just a short 5 km from Key West International Airport, this exquisite retreat… More

From US$ 690 Book Now

Aquaria House -Pool & Boat Dock

Shoreline Road 14, Key West, United States View map

The 4-bedroom Smooth Sailing Villa is situated within 7 km of Key West Firehouse Museum in Key West and offers accommodation with a kitchen. It includes Wi Fi throughout the property along with… More

From US$ 1318 Book Now

Abaco - Large Waterfront 2X2 End Unit With Boat Slip

915 Eisenhower Drive, Key West, United States View map

**Abaco - Large Waterfront 2X2 End Unit With Boat Slip Villa** offers a charming blend of luxury and convenience, ideally situated just 5 kilometers from the vibrant Key West International Airport. More

From US$ 383 Book Now

The Geiger Suite At Inn On Fleming Key West!

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

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Breezy Retreat

606 Truman Avenue, Key West, United States View map

The 2-bedroom Breezy Retreat Villa Key West is located just 1.5 km from Key West First Legal Rum Distillery and provides a swimming pool, ensuring a relaxing stay. More

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Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub

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

The even Southernmost Point is set about a 5-minute stroll from the 1-bedroom Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub. Located off South Beach, this Key West villa is just near… More

From US$ 446 Book Now

Pool Access Near Fort Zachary Taylor Park Month-Long Stays Key West Charming By Avantstay

210-7 Southard St, Key West, United States View map

The 0-bedroom Key West Charming: Poolside Retreat Near Fort Zachary Taylor villa offers proximity to such city sites as Jackson Square, located merely a 6-minute walk away. More

From US$ 396 Book Now

Pilar Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

Located just 650 m from Red Barn Theatre, the 37 m² Pilar Cottage - Harbor Walk Hideaways Key West is merely a 12-minute walk from a top family-friendly place like Key West Aquarium. Offering access… More

From US$ 400 Book Now

Atlantic Sunrise Penthouse

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

The 3-bedroom Atlantic Sunrise Penthouse Villa Key West is situated about 5 minutes' walk from The Key West Nature Preserve and offers guests to relax with a hot tub and a sauna. Featuring a swimming… More

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Duval Delight

1108 Duval St, Key West, United States View map

Situated about a 20-minute walk from Key West Historic Seaport, the 1-bedroom Duval Delight Villa Key West provides access to numerous tourist attractions in the area. More

From US$ 1156 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 located within a 4-km distance of Higgs Beach and offers Wi-Fi for either business or leisure. The 2-bedroom apartment is within 20 minutes' walk… More

From US$ 405 Book Now