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Downtown Key West: 545 properties found

Located in Key West, Florida, Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary continental breakfast.
Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool. Free Wi-Fi is also available.
Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access.
Lighthouse Hotel is located in the heart of iconic Key West, opposite the Ernest Hemingway Home and Museum and the Keeper's Quarters Museum.
Offering a heated outdoor pool, this boutique Ella's Cottages is located in Old Town Key West 2 minutes' walk from Duval Street. Free WiFi and a poolside continental breakfast are provided.
This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs.
Paradise Inn - Adult Exclusive is located in Key West and features landscaped grounds with brick paths and a lotus pond with koi and tropical turtles.
This boutique hotel is just 10 minutes’ walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool.
Silver Palms Inn, located in historic Key West, has an outdoor pool and is a 9-minute walk from the Ernest Hemingway Museum. Guest rooms offer private balconies and 40-inch flat-screen TVs.
This Key West inn is a 4-minute walk from the Ernest Hemingway House and Museum. Guests of the Almond Tree Inn - Adults Only will enjoy an outdoor pool with a hot tub and a daily continental...
This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum.
The Speakeasy Inn and Rum Bar features rooms with free Wifi in the center of Key West. This bed and breakfast features free private parking and luggage storage space.
Sustainability certification
This waterfront resort features an on-site spa and fitness center and is located on Key West Island.
This adult-only Key West H2O Suites is 656 feet from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjoy the on-site bar.
The Beaming Barracuda by Last Key Realty offers accommodations in Key West, a 11-minute walk from Ernest Hemingway Home and Museum and one mile from Southernmost Point.
Located one block from the Ernest Hemingway House and Museum in Key West, Florida, this guesthouse has a large tropical garden and an outdoor pool. Rooms feature free Wi-Fi.
Hyatt Sunset Harbor Resort is located in Key West, 2297 feet from Mallory Square. Key West Aquarium is 2625 feet from the property.
Centrally located in the old town area of Key West, Florida, this waterfront hotel features an outdoor heated pool and hot tub. Key West Aquarium is adjacent to the hotel.
This trendy Key West boutique hotel features an outdoor pool and modern rooms equipped with iPod docking stations and flat-screen TVs. South Beach - Key West is 0.5 miles away from the property.
This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 361 feet from the Southernmost Point and 240 feet from the beach.
This motel is just a 4-minute walk from the southernmost point of the continental US and the Key West Butterfly & Nature Conservatory.
This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1 mi from the Southernmost Point.
This Key West bed and breakfast is 3 minutes’ walk from the art galleries and cafés of historic Duval Street. Guests can start their day with a full hot breakfast and enjoy two outdoor pools.
Located in Key West, 1969 feet from Key West Aquarium and 1969 feet from Mallory Dock, L'Habitation Guest house- Adult Exclusive provides accommodations with free WiFi, air conditioning, a garden and...
Located in the heart of Old Town, a few blocks from the historic harbor and Ferry Terminal and walkable to many museums.