Beginning of main content

Get 24/7 travel help, thanks to our Customer First Guarantee

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Featured Guest Houses in Key West

NYAH Key West-Adults Only $114
NYAH Key West-Adults Only

NYAH Key West-Adults Only

420 Margaret Street, Key West, FL
     
    3.6
    of 5, from 5 reviews
    2.5 out of 5.0 Stars

    This guesthouse features 3 outdoor pools and a bar/lounge. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in public areas. There's a spa tub on site, and a 24-hour front desk and a garden are also provided.

    The Cabana Inn Key West-Adults Only $192
    The Cabana Inn Key West-Adults Only

    The Cabana Inn Key West-Adults Only

    413 Applerouth Lane, Key West, FL
       
      4.0
      of 5, from 20 reviews
      3.0 out of 5.0 Stars

      This guesthouse features an outdoor pool and a spa tub. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a business center, and a terrace are also offered.

      Wicker Guesthouse $189
      Wicker Guesthouse

      Wicker Guesthouse

      913 Duval Street, Key West, FL
         
        2.8
        of 5, from 5 reviews
        3.5 out of 5.0 Stars

        An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. A picnic area, luggage storage, and concierge services are also on offer.

        Southernmost Point Guest House $171
        Southernmost Point Guest House

        Southernmost Point Guest House

        1327 Duval St, Key West, FL
           
          3.0
          of 5, from 1 reviews
          4.0 out of 5.0 Stars

          An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A garden, dry cleaning, and luggage storage are also on offer.

          Colors on White $169
          Colors on White

          Colors on White

          818 White St, Key West, FL
             
            3.0 out of 5.0 Stars

            An outdoor pool, free self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A terrace, a picnic area, and luggage storage are also on offer.

            An Island Oasis $179
            An Island Oasis

            An Island Oasis

            630 South Street, Key West, FL
               
              3.0 out of 5.0 Stars

              An outdoor pool, free self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A garden, a picnic area, and luggage storage are also on offer.

              The Grand Guesthouse $144
              The Grand Guesthouse

              The Grand Guesthouse

              1116 Grinnell Street, Key West, FL
                 
                4.8
                of 5, from 5 reviews
                2.5 out of 5.0 Stars

                This guesthouse features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a picnic area are also on offer.

                L'Habitation Guest House $205
                L'Habitation Guest House

                L'Habitation Guest House

                408 Eaton Street, Key West, FL
                   
                  4.8
                  of 5, from 6 reviews
                  2.5 out of 5.0 Stars

                  A rooftop terrace is featured at this guesthouse, along with free WiFi in public areas and a garden. Free continental breakfast is served. Concierge services and free newspapers are also provided.

                  Casa 325 $165
                  Casa 325

                  Casa 325

                  325 Duval St., Key West, FL
                     
                    5.0
                    of 5, from 2 reviews
                    2.5 out of 5.0 Stars

                    An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.

                    New Orleans House - Gay Men Adult Resort $179
                    New Orleans House - Gay Men Adult Resort

                    New Orleans House - Gay Men Adult Resort

                    724 Duval Street, Key West, FL
                       
                      4.4
                      of 5, from 5 reviews
                      2.5 out of 5.0 Stars

                      A nightclub, 2 restaurants, and an outdoor pool are all featured at this guesthouse. Enjoy the 24-hour fitness center and free perks like continental breakfast and WiFi in public areas. Enjoy the a rooftop terrace and unwind at the poolside bar and bar/lounge.

                      Smallest Bar Inn $139
                      Smallest Bar Inn

                      Smallest Bar Inn

                      124 Duval Street, Key West, FL
                         
                        3.7
                        of 5, from 6 reviews
                        2.0 out of 5.0 Stars

                        This guesthouse features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A coffee shop, a garden, and a grocery/convenience store are also on offer.

                        Key West Vacation Rentals Get Rates
                        Key West Vacation Rentals

                        Key West Vacation Rentals

                        1075 Duval Street Suite C22, (check in/out office), Key West, FL
                           
                          3.5 out of 5.0 Stars

                          This guesthouse features an outdoor pool and a spa tub. Guests will appreciate perks like free WiFi and a free airport shuttle.

                          Map

                          Top Trending Hotels in Key West

                          See all 722 Properties in Key West
                          Oceans Edge Key West Resort, Hotel & Marina $111
                          Oceans Edge Key West Resort, Hotel & Marina

                          Oceans Edge Key West Resort, Hotel & Marina

                          5950 Peninsular Avenue, Key West, FL
                             
                            4.0 out of 5.0 Stars

                            Situated in Key West, this golf hotel is within 1 mi (2 km) of Key West Naval Station and Key West Harbour. Key West Golf Club is 2.1 mi (3.4 km) away.

                            Havana Cabana at Key West $135
                            Havana Cabana at Key West

                            Havana Cabana at Key West

                            3420 N. Roosevelt Blvd, Key West, FL
                               
                              3.5 out of 5.0 Stars

                              Located in New Town, this hotel is 0.6 mi (1 km) from Key West Naval Station and within 3 mi (5 km) of Key West Art and Historical Society and Smathers Beach. Duval Street and South Beach are also within 3 mi (5 km).

                              Parrot Key Hotel & Villas $169
                              Parrot Key Hotel & Villas

                              Parrot Key Hotel & Villas

                              2801 N Roosevelt Blvd, Key West, FL
                                 
                                4.0 out of 5.0 Stars

                                Situated on the waterfront, this romantic resort is within 3 mi (5 km) of Key West Naval Station, Smathers Beach, and Duval Street. South Beach and Ernest Hemingway Home and Museum are also within 3 mi (5 km).

                                24 North Hotel Key West $127
                                24 North Hotel Key West

                                24 North Hotel Key West

                                3820 North Roosevelt Boulevard, Key West, FL
                                   
                                  4.0 out of 5.0 Stars

                                  Located in New Town, this hotel is 2.4 mi (3.9 km) from Key West Harbour and within 6 mi (10 km) of Key West Lighthouse and Keeper's Quarters Museum and Key West Butterfly and Nature Conservatory. Southernmost Point and Mallory Square are also within 6 mi (10 km).

                                  *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.