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Featured Cottages in Key West

Downtown Cottage Just off Famous Duval Street Get Rates
Downtown Cottage Just off Famous Duval Street

Downtown Cottage Just off Famous Duval Street

Key West
     
    0.0 out of 5.0

    Located in Key West Historic District, this historic property is within 6 mi (10 km) of South Beach, Southernmost Point, and Mallory Square. Smathers Beach and Key West Butterfly and Nature Conservatory are also within 6 mi (10 km).

    "tides ON Simonton" ~ Perfectly Located Just off Duval and all the Fun! Get Rates
    "tides ON Simonton" ~ Perfectly Located Just off Duval and all the Fun!

    "tides ON Simonton" ~ Perfectly Located Just off Duval and all the Fun!

    Key West
       
      0.0 out of 5.0
      Downtown Location in Historic District Get Rates
      Downtown Location in Historic District

      Downtown Location in Historic District

      Key West
         
        0.0 out of 5.0

        Located in Key West Historic District, this historic property is within 6 mi (10 km) of South Beach, Southernmost Point, and Mallory Square. Smathers Beach and Key West Butterfly and Nature Conservatory are also within 6 mi (10 km).

        Simonton Court Cottages Get Rates
        Simonton Court Cottages

        Simonton Court Cottages

        910 Simonton, Key West
           
          3.5 out of 5.0

          Located in Key West Historic District, this cottage is 0.1 mi (0.1 km) from Duval Street and within 6 mi (10 km) of South Beach and Southernmost Point. Mallory Square and Smathers Beach are also within 6 mi (10 km).

          Downtown Cottage in Historic District Get Rates
          Downtown Cottage in Historic District

          Downtown Cottage in Historic District

          Key West
             
            0.0 out of 5.0

            Located in Key West Historic District, this historic property is within 6 mi (10 km) of South Beach, Southernmost Point, and Mallory Square. Smathers Beach and Key West Butterfly and Nature Conservatory are also within 6 mi (10 km).

            Sea Breeze Cottage in Truman Annex Location! Location! Location! Get Rates
            Sea Breeze Cottage in Truman Annex Location! Location! Location!

            Sea Breeze Cottage in Truman Annex Location! Location! Location!

            Key West
               
              0.0 out of 5.0

              This historic property is located in the heart of Key West, walking distance from Florida Keys Eco - Discovery Center, Duval Street, and Harry S. Truman Little White House. Also nearby are Southernmost Point and Mallory Square.

              Tropical Garden Oasis, Walking Distance From to the World Famous "duval Street" Get Rates
              Tropical Garden Oasis, Walking Distance From to the World Famous "duval Street"

              Tropical Garden Oasis, Walking Distance From to the World Famous "duval Street"

              Key West
                 
                0.0 out of 5.0

                This property is located in Key West (Key West Historic District), close to Simonton Beach, South Beach, and Duval Street. Also nearby are Key West Butterfly and Nature Conservatory and Ernest Hemingway Home and Museum.

                Eliza's Escape Apartment 4 Get Rates
                Eliza's Escape Apartment 4

                Eliza's Escape Apartment 4

                1320 Eliza Street, Key West
                   
                  3.5 out of 5.0

                  Situated in Key West, this cottage is within 6 mi (10 km) of Higgs Beach, South Beach, and Smathers Beach. Southernmost Point and Mallory Square are also within 6 mi (10 km).

                  Old Town Key West Cottage Get Rates
                  Old Town Key West Cottage

                  Old Town Key West Cottage

                  Key West
                     
                    0.0 out of 5.0

                    Situated by the ocean, this property is within 6 mi (10 km) of Southernmost Point, South Beach, and Mallory Square. Smathers Beach and Key West Butterfly and Nature Conservatory are also within 6 mi (10 km).

                    Completely Renovated, 3 Blks From Duval /private Heated Pool Get Rates
                    Completely Renovated, 3 Blks From Duval /private Heated Pool

                    Completely Renovated, 3 Blks From Duval /private Heated Pool

                    Key West
                       
                      0.0 out of 5.0

                      Located in Key West Historic District, this historic property is within 6 mi (10 km) of Key West Butterfly and Nature Conservatory, South Beach, and Southernmost Point. Mallory Square and Smathers Beach are also within 6 mi (10 km).

                      Southernmost Santuary Get Rates
                      Southernmost Santuary

                      Southernmost Santuary

                      1330 Simonton Street, Key West
                         
                        3.0 out of 5.0

                        Located in Key West Historic District, this cottage is steps from South Beach, Duval Street, and Key West Butterfly and Nature Conservatory. Southernmost Point and Mallory Square are also within 6 mi (10 km).

                        William's Loft by AT Home IN KEY West Get Rates
                        William's Loft by AT Home IN KEY West

                        William's Loft by AT Home IN KEY West

                        Key West
                           
                          0.0 out of 5.0

                          Located in Key West Historic District, this property is within 6 mi (10 km) of Nancy Forrester's Secret Garden, South Beach, and Southernmost Point. Mallory Square and Smathers Beach are also within 6 mi (10 km).

                          Map

                          Key West Cottages For Rent

                          Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Key West that will make you feel like you’ve stepped inside your vacation dreams.

                          The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.

                          These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Key West is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?

                          Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…


                          Top Trending Hotels in Key West

                          See all 592 Properties in Key West
                          Havana Cabana at Key West $290
                          Havana Cabana at Key West

                          Havana Cabana at Key West

                          3420 N. Roosevelt Blvd, Key West
                             
                            4.5
                            of 5, from 29 reviews
                            3.5 out of 5.0

                            Situated near the airport, this hotel is within 6 mi (10 km) of Fort East Martello Museum and Gallery, Smathers Beach, and South Beach. Southernmost Point and Mallory Square are also within 6 mi (10 km).

                            Oceans Edge Key West Resort, Hotel & Marina $269
                            Oceans Edge Key West Resort, Hotel & Marina

                            Oceans Edge Key West Resort, Hotel & Marina

                            5950 Peninsular Avenue, Key West
                               
                              4.7
                              of 5, from 15 reviews
                              4.0 out of 5.0

                              Situated in Key West, this golf hotel is within 6 mi (10 km) of Key West Harbour, Smathers Beach, and South Beach. Southernmost Point and Mallory Square are also within 6 mi (10 km).

                              24 North Hotel Key West $260
                              24 North Hotel Key West

                              24 North Hotel Key West

                              3820 North Roosevelt Boulevard, Key West
                                 
                                4.0
                                of 5, from 27 reviews
                                4.0 out of 5.0

                                Situated near the airport, this hotel is within 6 mi (10 km) of Key West Harbour, Key West Butterfly and Nature Conservatory, and Southernmost Point. Mallory Square and Fort Zachary Taylor Historic State Park are also within 6 mi (10 km).

                                Ibis Bay Beach Resort $280
                                Ibis Bay Beach Resort

                                Ibis Bay Beach Resort

                                3101 N. Roosevelt Blvd, Key West
                                   
                                  3.9
                                  of 5, from 51 reviews
                                  2.5 out of 5.0

                                  The white-sand beach of Ibis Bay Beach Resort is a 5-minute drive from downtown Key West. Both the Ernest Hemingway Home & Museum and Southernmost Point are 17 minutes away by bike, and Sunset Pier on Duval Street is a 10-minute cab ride. Key West International Airport is 2.8 miles (4.5 km) away.