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Featured Houseboats in Key West

Key West Sailing Adventure With Sunset Charter Included Get Rates
Key West Sailing Adventure With Sunset Charter Included

Key West Sailing Adventure With Sunset Charter Included

201 Williams Street; Historic Seaport, E-Dock Slips E-10, E-11, E-12, Key West, FL
     
    3.0 out of 5.0 Stars

    Key West Sailing Adventure With Sunset Charter Included: Business-friendly houseboat with free WiFi and 2 beach bars. Located near the bay.

    Key West Yacht Life Get Rates
    Key West Yacht Life

    Key West Yacht Life

    Key West Harbour Yacht Club Stock Island, Key West, FL
       
      4.0 out of 5.0 Stars

      Key West Yacht Life: Beach houseboat with free WiFi and free parking.

      Le Secret Yacht Get Rates
      Le Secret Yacht

      Le Secret Yacht

      240-250 Front Street, Key West, FL
         
        3.5 out of 5.0 Stars

        Le Secret Yacht: Pet-friendly houseboat with free WiFi and an outdoor pool.

        Miss Serenity your Marine Expreience Get Rates
        Miss Serenity your Marine Expreience

        Miss Serenity your Marine Expreience

        7005 Shrimp Rd, Key West, FL
           
          3.5 out of 5.0 Stars

          Miss Serenity your Marine Expreience: Pet-friendly houseboat with free breakfast and free WiFi. Guests love the location!

          Sail Florida Adventures Get Rates
          Sail Florida Adventures

          Sail Florida Adventures

          617 Front Street, Slip #19, Key West, FL
             
            2.0 out of 5.0 Stars

            Sail Florida Adventures: Beach houseboat with free WiFi and an outdoor pool. Located on the waterfront.

            Safe Harbor Marina Get Rates
            Safe Harbor Marina

            Safe Harbor Marina

            6810 Front St, Key West, FL
               
              0.0 out of 5.0 Stars

              Safe Harbor Marina: Houseboat with free WiFi and free parking.

              Restless Native Catamaran Key West Get Rates
              Restless Native Catamaran Key West

              Restless Native Catamaran Key West

              201 Williams Street Dock c-18, Key West, FL
                 
                3.0 out of 5.0 Stars

                Restless Native Catamaran Key West: Houseboat with 4 restaurants and a marina. Located on the boardwalk.

                Houseboat Holidays Key West

                Have you ever been called “too independent”? Well, here at Wotif, we don’t think that’s a bad thing. We celebrate adventure and encourage exploring on your own terms. What we’re about to suggest might sound crazy, but we promise, it’s awesome: Key West houseboat hire. It takes all the comforts of home and moves them onto a boat; it’s sort of like caravanning, but on the water. And whether you’re travelling solo or looking for pet-friendly options for the whole family, there’s one thing Key West house boaters (yes, you’ll be called a house boater, now) have in common: they’re definitely an adventurous bunch.

                From starboard to port, houseboat rentals in Key West are the epitome of independence, so get ready to embrace your can-do attitude. You’ll cook dinner in the galley, not the kitchen. You’ll use lines, not ropes. Need to go to the back of ship? That’s aft. But you don’t need to be a sailing expert or memorize your nautical phrasebook. Houseboat hire is also just a great opportunity to say things like “Grab a fishing pole from amidships” or yell “Heave ho!” for no apparent reason. And Key West is the ultimate locale to test out your seaworthiness. Looking for the ultimate experience, too? You just may find your preferred amenities in one of our luxury houseboats.

                Practice your square knot and ready the dinghy—you’re heading for smooth sailing when you book Key West houseboat holidays with Wotif. We’ll help you get your mooring with great prices and amenities, and we make it easy to plan your trip. We see an amazing getaway in your future, or as a boater might say, dead ahead.

                Top Trending Hotels in Key West

                See all 796 properties in Key West
                Southernmost Beach Resort AU$468
                Southernmost Beach Resort

                Southernmost Beach Resort

                1319 Duval Street, Key West, FL
                   
                  4.0 out of 5.0 Stars

                  Located in Key West Historic District, this beachfront hotel is in the city centre and within 1 mi (2 km) of South Beach, Fort Zachary Taylor Historic State Park and Southernmost Point.

                  24 North Hotel Key West AU$340
                  Reviewed on 7 Jan. 2020
                  See details
                   
                  24 North Hotel Key West

                  24 North Hotel Key West

                  3820 North Roosevelt Boulevard, Key West, FL
                     
                    4.0 of 5
                    4.0 out of 5.0 Stars

                    A little tired but a nice room On a busy road and tended to be noisy

                    Oceans Edge Key West Resort, Hotel & Marina AU$431
                    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 mile (2 km) of Key West Naval Station and Key West Harbour. Key West Golf Club is 2.1 mi (3.4 km) away.

                      Ibis Bay Beach Resort AU$281
                      Ibis Bay Beach Resort

                      Ibis Bay Beach Resort

                      3101 N. Roosevelt Blvd, Key West, FL
                         
                        2.5 out of 5.0 Stars

                        Nestled on the beach, this Key West hotel is within 3 mi (5 km) of Key West Naval Station, Smathers Beach and South Beach. Duval Street and Ernest Hemingway Home and Museum are also within 3 miles (5 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.