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2026-02-25
2026-02-26
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Luxury accommodations in Key West

Amelia Home By Avantstay In Historic Old Town W Pool

605 Amelia Street, Key West, United States View map

The 1-bedroom Amelia Home By Avantstay In Historic Old Town W Pool is a mere 1 km from Higgs Beach and it takes 10 minutes to drive to Key West International airport. Located in the Duval district… More

From US$ 903 Book Now

Key West Found By Avantstay Close To Shops W Patio Shared Pool Month Long Stays Only

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

Located only a 5-minute walk from the Mel Fisher Maritime Heritage Museum, the welcoming Key West Found By Avantstay Close To Shops W Patio Shared Pool Month Long Stays Only villa offers a swimming… More

From US$ 544 Book Now

Atlantic Ocean View

Key West, United States View map

The spacious 2-bedroom Atlantic Ocean View Apartment Key West is situated nearly a 5-minute walk from The Key West Nature Preserve and 5 km from Key West International airport. Set a short way from… More

From US$ 408 Book Now

High Tide In Key West

1800 Atlantic Blvd #B117, Key West, United States View map

Offering an outdoor swimming pool, the 138 m² High Tide In Key West Apartment is located only a 5-minute walk from The Key West Nature Preserve. This 2-bedroom apartment with a sauna is a short way… More

From US$ 522 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$ 1091 Book Now

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

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock Villa Key West provides easy access to various city attractions, such as the Historic Charter Boat Row, situated a mere 6… More

From US$ 1741 Book Now

Secret Garden

Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Secret Garden Apartment Key West, which is 15 minutes' walk from Memorial Sculpture Garden and around a 5-minute ride from US 1 Mile Marker 0. More

From US$ 249 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$ 766 Book Now

Pool 2 Blocks To Duval St Gated Community Month Long Stays Shipyard Treasure By Avantstay

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

Offering pool views, the 0-bedroom Pool 2 Blocks To Duval St Gated Community Month Long Stays Shipyard Treasure By Avantstay Key West villa is situated a mere 5 minutes' walk from the Ernest… More

From US$ 438 Book Now

Duval Street Suite Overlooking Duval With Parking And Pool

824 Duval Street, Key West, United States View map

Located in the Duval district with The Ernest Hemingway Home and Museum nearby, the 1-bedroom Duval Street Suite Overlooking Duval With Parking And Pool lies a mere 10 minutes' stroll from South… More

From US$ 763 Book Now

Sunrise Suites - Martinique Suite 108

3625 Seaside Dr #108, Key West, United States View map

The spacious Sunrise Suites - Martinique Suite 108 Key West is located 6 minutes' walk from Cow Key Channel and looks out onto the pool. Guests can make use of Wi-Fi for both business and leisure… More

From US$ 381 Book Now

Bahama Gardens - Conch House

710 Thomas Street, Key West, United States View map

Bahama Gardens - Conch House Villa is situated in Key West, within a 5-minute walk of The Ernest Hemingway Home and Museum and 1.1 km from Simonton Street. The 2-bedroom villa also comes with a fully… More

From US$ 599 Book Now

Grand Marina Suite -Waterfront Condo

Peninsular Avenue 6000, Key West, United States View map

**Discover Tranquility at Grand Marina Suites** More

From US$ 325 Book Now

Andros - Spacious 2X2 Waterfront Condo

Eisenhower Drive 915, Key West, United States View map

Situated approximately a 25-minute walk from the Southernmost Point of the Continental US, the 2-bedroom Andros - Spacious 2X2 Waterfront Condo Key West villa invites guests to relax at a patio. More

From US$ 876 Book Now

Coral Hammock Poolside Home

28 Coral Way, Key West, United States View map

Coral Hammock Poolside Home is located at a 7 km distance from The Ernest Hemingway Home and Museum and 5 minutes' walk from Key West Baptist Temple. There is an equipped kitchenette area with… More

From US$ 862 Book Now

Sunrise Suites Saint Barts Suite #303

Key West, United States View map

Situated nearly a 25-minute walk from Key West Tropical Forest and Botanical Garden, the spacious 2-bedroom Sunrise Suites Saint Barts Suite #303 Key West provides guests with Wi-Fi for either… More

From US$ 596 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 only 1.2 km from Front Street and around 800 metres from San Carlos… 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 Higgs Beach Dog Park, the 2-bedroom Tom'S Chicken Coop Key West Villa provides guests with a hot tub and a sauna for additional relaxation. Featuring a swimming pool… More

From US$ 598 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 at a distance of 2.4 km from Higgs Beach Dog Park and merely 9 minutes' stroll… More

From US$ 636 Book Now

Sunrise Suites Tierra Bomba Suite #403

Key West, United States View map

The 74 m^2 Sunrise Suites Tierra Bomba Suite #403 Key West is located in Key West, at a distance of 6 km from Curry Mansion, and boasts a hot tub. The apartment features Wi-Fi throughout the property. More

From US$ 159 Book Now

Moonlight Paradise

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

The 126 m^2 Moonlight Paradise Apartment Key West is located a 19-minute walk from Higgs Beach and 2.7 km from Key West First Legal Rum Distillery. More

From US$ 709 Book Now

Chicken Run At Custom House Inn

124 Duval Street #2, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Chicken Run At Custom House Inn Key West, which is about 700 metres from Saint Paul's Episcopal Church of Key West and merely 1.4 km from USCGC… More

From US$ 781 Book Now

Botanical Island Delight

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

The 1-bedroom Botanical Island Delight Villa is within 3 km of Front Street, and within 25 minutes' walk of The Ernest Hemingway Home and Museum. Offering a sauna, a golf course and a Jacuzzi, the… More

From US$ 520 Book Now

Mar Y Sol Ocean Front

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

Mar Y Sol Ocean Front Villa is at a 2 km distance from the even Southernmost Point and approximately 5 minutes' drive from from The Ernest Hemingway Home and Museum. While staying at the 3-bedroom… More

From US$ 900 Book Now

Paradise Found Cayo Hueso

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

Featuring a swimming pool, the spacious Paradise Found Cayo Hueso Apartment is a 5-minute walk from The Key West Nature Preserve. Staying in this apartment, nestled within close proximity of Higgs… More

From US$ 526 Book Now

Latitude Penthouse Key West

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

The 143 m^2 Latitude Penthouse Key West Apartment is located 2.2 km from Duval Street and around a 25-minute walk from The Ernest Hemingway Home and Museum. While staying in this 2-bedroom apartment,… More

From US$ 558 Book Now

The Pirates Penthouse By Last Key Realty

300 Petronia Street #3, Key West, United States View map

To enjoy your vacation in Key West, stay at the 2-room The Pirates Penthouse By Last Key Realty Apartment Key West, which is a 13-minute stroll from Key West Firehouse Museum and a mere 1 km from… More

From US$ 1098 Book Now

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

Sandpiper On The Ocean

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

To enjoy your vacation in Key West, stay at the 2-room Sandpiper On The Ocean Apartment Key West, which is within a 3-km distance of Fort Zachary Taylor and around a 25-minute stroll from Key West… More

From US$ 615 Book Now

Parrot Perch By Avantstay Old Town Key West W Shared Pool Month-Long Stays Only

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

Located in the historical Downtown Key West district, merely 6 minutes' walk from Mile Marker 0 Store, the 2-bedroom Parrot Perch By Avantstay Old Town Key West W Shared Pool Month-Long Stays Only… More

From US$ 223 Book Now

Poolside Retreat

Center Street 832, Key West, United States View map

Poolside Retreat Apartment Key West is situated 5 minutes' walk from Duval Street and 10 km from Key West International airport. Offering access to a swimming pool, this apartment is within arm's… More

From US$ 545 Book Now

Osprey Suite - Southernmost Sanctuary

1330 Simonton Street #4, Key West, United States View map

The 1-bedroom Osprey Suite - Southernmost Sanctuary Key West villa offers proximity to such city sites as Dog Beach, located just a 5-minute walk away. More

From US$ 766 Book Now

Coral Cove

Howe Street 1016, Key West, United States View map

Coral Cove Apartment Key West is situated just 400 metres from The Ernest Hemingway Home and Museum and 10 km from Key West International airport. More

From US$ 309 Book Now

Studio Blue

1214 White Street, Key West, United States View map

The 42 m^2 Studio Blue Apartment apartment, set within a 6-minute stroll of Key West Firehouse Museum, and stands 5 km from Key West International airport. More

From US$ 288 Book Now

Carey'S Corner

Howe Street 1016, Key West, United States View map

To enjoy your vacation in Key West, stay at Carey'S Corner Apartment Key West, which is a mere 0.8 km from US 1 Mile Marker 0 and within a 5-minute drive of Mallory Square. More

From US$ 418 Book Now

Curry House - Pool, King Bed & Balcony! Room 7

Fleming Street 806, Key West, United States View map

Featuring Wi-Fi throughout the property, Curry House - Pool, King Bed & Balcony! Room 7 Key West hotel is within a 5-minute drive of Dog Beach. Indulge in this inn's garden, offering guests a private… More

From US$ 301 Book Now

Court Cottages

905 White St, Key West, United States View map

Court Cottages Key West is a coastal retreat nestled in the vibrant heart of Duval Street. This charming development exudes warmth and sophistication, featuring plush leather armchairs and inviting… More

From US$ 261 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

Sunrise Suites Panama Suite #310

Key West, United States View map

The 72 m^2 Sunrise Suites Panama Suite #310 Key West is situated only 6 minutes on foot from Cow Key Channel and 5 km from Key West International airport. This 2-bedroom apartment is equipped with a… More

From US$ 122 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

Book Now

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$ 2075 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