Find Guest Houses in Key West

Featured Guest Houses in Key West

Estimated price for 1 night/2 adults

The Palms Hotel

The Palms Hotel

820 White St, Key West, FL
    3.0 out of 5.0
     
     
    4.0 out of 5 (637 reviews)

    Located in Key West Historic District, this guesthouse is within a 15-minute walk of Duval Street and Ernest Hemingway Home and Museum. Higgs Beach and South ...

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    NYAH Key West-Adults Only

    NYAH Key West-Adults Only

    420 Margaret Street, Key West, FL
    • Free Cancellation
    • Reserve now, pay when you stay
    2.5 out of 5.0
     
     
    4.2 out of 5 (965 reviews)

    Located in Key West Historic District, this guesthouse is within a 15-minute walk of Duval Street, Harry S. Truman Little White House, and Key West Shipwreck ...

    NYAH Key West-Adults OnlyGet Rates

    New Orleans House - Gay Men Adult Resort

    New Orleans House - Gay Men Adult Resort

    724 Duval Street, Key West, FL
      2.5 out of 5.0
       
       
      4.1 out of 5 (165 reviews)

      Located in Key West Historic District, this guesthouse is within a 5-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Key West ...

      New Orleans House - Gay Men Adult ResortGet Rates

      L'Habitation Guest House

      L'Habitation Guest House

      408 Eaton Street, Key West, FL
        2.5 out of 5.0
         
         
        4.5 out of 5 (364 reviews)

        Located in Key West Historic District, this guesthouse is within a 5-minute walk of Duval Street and Audubon House and Tropical Gardens. Mallory Square and Ripley's ...

        L'Habitation Guest HouseGet Rates

        Casa 325

        Casa 325

        325 Duval St., Key West, FL
          2.5 out of 5.0
           
           
          4.6 out of 5 (255 reviews)

          Located in Key West Historic District, this guesthouse is steps from Red Barn Theatre and Duval Street. Mallory Square and Harry S. Truman Little White House ...

          Casa 325Get Rates

          Wicker Guesthouse

          Wicker Guesthouse

          913 Duval Street, Key West, FL
            3.5 out of 5.0
             
             
            3.8 out of 5 (503 reviews)

            Located in Key West Historic District, this guesthouse is steps from Ernest Hemingway Home and Museum and Duval Street. South Beach and Southernmost Point are ...

            Wicker GuesthouseGet Rates

            Smallest Bar Inn

            Smallest Bar Inn

            124 Duval Street, Key West, FL
              2.0 out of 5.0
               
               
              3.0 out of 5 (276 reviews)

              Located in Key West Historic District, this guesthouse is steps from Ripley's Believe It or Not, Duval Street, and Key West Shipwreck Museum. Mallory Square ...

              Smallest Bar InnGet Rates

              An Island Oasis

              An Island Oasis

              630 South Street, Key West, FL
                3.0 out of 5.0
                 
                 
                4.2 out of 5 (91 reviews)

                Located in Old Town Key West, this guesthouse is within a 5-minute walk of Simonton Beach, Duval Street, and South Beach. Higgs Beach and Key West Butterfly ...

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                The Grand Guesthouse

                The Grand Guesthouse

                1116 Grinnell Street, Key West, FL
                  2.5 out of 5.0
                   
                   
                  4.7 out of 5 (490 reviews)

                  Located in Key West Historic District, this guesthouse is within a 15-minute walk of Duval Street, Higgs Beach, and South Beach. Key West Butterfly and Nature ...

                  The Grand GuesthouseGet Rates

                  The Cabana Inn Key West-Adults Only

                  The Cabana Inn Key West-Adults Only

                  413 Applerouth Lane, Key West, FL
                  • Free Cancellation
                  • Reserve now, pay when you stay
                  3.0 out of 5.0
                   
                   
                  4.4 out of 5 (992 reviews)

                  Located in Key West Historic District, this guesthouse is steps from Jackson Square and Duval Street. Mallory Square and Ernest Hemingway Home and Museum are ...

                  The Cabana Inn Key West-Adults OnlyGet Rates

                  Speakeasy Inn

                  Speakeasy Inn

                  1117 Duval Street, Key West, FL
                    3.0 out of 5.0
                     
                     
                    4.7 out of 5 (368 reviews)

                    Located in Key West Historic District, this guesthouse is steps from Key West Butterfly and Nature Conservatory and Duval Street. South Beach and Southernmost ...

                    Speakeasy InnGet Rates

                    Curry House Bed & Breakfast

                    Curry House Bed & Breakfast

                    806 Fleming, Key West, FL
                      3.0 out of 5.0
                       
                       
                      3.9 out of 5 (18 reviews)

                      Located in Key West Historic District, this guesthouse is within a 15-minute walk of Duval Street, Mallory Square, and Harry S. Truman Little White House. Key ...

                      Curry House Bed & BreakfastGet Rates

                      Alternative Accommodations - Guest Houses

                       

                      Rent guest houses in Key West

                      You’ve probably heard that “there’s no place like home,” but renting one of the best guest houses in Key West may just change your mind. When you rent guest houses for your vacation, you get way more than just a place to lay your head for the night—guest houses are often packed with bonus amenities that allow you to rest in ultimate comfort. 

                       

                      What are guest houses?

                      When you book a stay in guest houses, your lodgings can vary depending on what part of the world you’re in. In the U.S., you might find your accommodations ranging from small guest houses that share a property with another home to something more like an inn with bonus amenities. If you’re traveling internationally, guest houses are more akin to a bed and breakfast and could include boutique conveniences like homecooked meals and beverage services. These stays have a more personal touch and can be found across destinations, from a lush countryside to a tropical locale.

                      You’ll also discover a variety of styles of this welcoming lodging available, from tiny guest houses made to fit a tight budget all the way to luxury abodes built for splurging. You can expect to find guest houses for rent to fit your desired travel experience, whether you just need simple and cheap guest houses, or want something more specific like gay guest houses in LGTBQ-centric neighborhoods. 

                       

                      Find a guest house in Key West

                      No matter if you’re looking for quiet luxury or affordable guest houses on your trip to Key West, you can expect booking to be easy and full of top discounts when you use the AARP Travel Center Powered by Expedia to find your lodging. You not only get members-only discounts, you also cash in on the added bonus of finding deals on the guest houses of your dreams in Key West with Expedia. Just select which guest house best fits your getaway needs, then book with AARP Travel and get the best rates around.

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                      Estimated price for 1 night/2 adults

                      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
                         
                         
                        4.5 out of 5 (2474 reviews)
                        24 North Hotel Key West

                        24 North Hotel Key West

                        3820 North Roosevelt Boulevard, Key West, FL
                          4.0 out of 5.0
                           
                           
                          4.0 out of 5 (1488 reviews)

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