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Featured Cottages in Florida Keys

Pelican RV Resort Get Rates
Pelican RV Resort

Pelican RV Resort

59151 Overseas Highway, Marathon, FL
     
    3.0 out of 5.0 Stars

    Situated in Marathon, this cottage is 0.3 mi (0.5 km) from Dolphin Research Center and 2.5 mi (4 km) from Crawl Key. Little Conch Key and Curry Hammock State Park are also within 6 mi (10 km).

    Caribbean Cottages in Paradise $89
    Caribbean Cottages in Paradise

    Caribbean Cottages in Paradise

    243 61st St, Marathon, FL
       
      3.0
      of 5, from 1 reviews
      3.0 out of 5.0 Stars

      Located in the heart of Marathon, this cottage is 0.1 mi (0.1 km) from Pretty Joe Rock and 2.3 mi (3.7 km) from Sombrero Beach. Crane Point Museum and Nature Center and Florida Keys Country Club are also within 1 mi (2 km).

      Old Wooden Bridge Marina Get Rates
      Old Wooden Bridge Marina

      Old Wooden Bridge Marina

      1791 Bogie Drive, Big Pine Key, FL
         
        3.0
        of 5, from 1 reviews
        2.5 out of 5.0 Stars

        Situated near the beach, this cottage is 0.4 mi (0.7 km) from No Name Key and 2.4 mi (3.9 km) from National Key Deer Refuge Visitor Center. Bahia Honda State Park and Beach and Florida Keys Wilderness are also within 9 mi (15 km).

        Simonton Court Cottages $142
        Simonton Court Cottages

        Simonton Court Cottages

        910 Simonton, Key West, FL
           
          3.5 out of 5.0 Stars

          Located in Key West Historic District, this cottage is within a 5-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Key West Butterfly and Nature Conservatory are also within 10 minutes.

          Charming Canal Front Cottage 35 Foot Dock Just Minutes to Key West Get Rates
          Charming Canal Front Cottage 35 Foot Dock Just Minutes to Key West

          Charming Canal Front Cottage 35 Foot Dock Just Minutes to Key West

          Cudjoe Key, Florida
             
            0.0 out of 5.0 Stars

            Situated on the beach, this historic cottage is within 6 mi (10 km) of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Lower Sugarloaf Sound. Cook Island and Lower Sugarloaf Key are also within 9 mi (15 km).

            P80 - Charming 1 Bedroom Duck Key Condo Get Rates
            P80 - Charming 1 Bedroom Duck Key Condo

            P80 - Charming 1 Bedroom Duck Key Condo

            Marathon, Florida
               
              0.0 out of 5.0 Stars

              Situated in Marathon, this cottage is 1.4 mi (2.3 km) from Little Conch Key and 2.4 mi (3.8 km) from Dolphin Research Center. Crawl Key and Curry Hammock State Park 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, Florida
                 
                0.0 out of 5.0 Stars

                Located in Key West Historic District, this cottage is within a 5-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Audubon House and Tropical Gardens are also within 15 minutes.

                Caribbean Cottages in Paradise # 1 Get Rates
                Caribbean Cottages in Paradise # 1

                Caribbean Cottages in Paradise # 1

                Marathon, Florida
                   
                  0.0 out of 5.0 Stars

                  Situated in Marathon, this cottage is 0.1 mi (0.1 km) from Pretty Joe Rock and 2.3 mi (3.7 km) from Sombrero Beach. Crane Point Museum and Nature Center and Florida Keys Country Club are also within 1 mi (2 km).

                  Caribbean Cottages in Paradise # 3 Get Rates
                  Caribbean Cottages in Paradise # 3

                  Caribbean Cottages in Paradise # 3

                  Marathon, Florida
                     
                    0.0 out of 5.0 Stars

                    Situated in Marathon, this cottage is 0.1 mi (0.1 km) from Pretty Joe Rock and 2.3 mi (3.7 km) from Sombrero Beach. Crane Point Museum and Nature Center and Florida Keys Country Club are also within 1 mi (2 km).

                    The Horse Conch Cottage of Little Conch Key Get Rates
                    The Horse Conch Cottage of Little Conch Key

                    The Horse Conch Cottage of Little Conch Key

                    Marathon, Florida
                       
                      0.0 out of 5.0 Stars

                      Situated in Marathon, this romantic cottage is 0.1 mi (0.1 km) from Little Conch Key and within 6 mi (10 km) of Dolphin Research Center and Long Key State Park. Crawl Key and Curry Hammock State Park are also within 9 mi (15 km).

                      Relax in Your Private Oceanfront Cottage! Get Rates
                      Relax in Your Private Oceanfront Cottage!

                      Relax in Your Private Oceanfront Cottage!

                      Islamorada, Florida
                         
                        0.0 out of 5.0 Stars

                        Situated in Islamorada, this historic cottage is 0.6 mi (1 km) from History of Diving Museum and 2 mi (3.1 km) from Theater of the Sea. Hurricane Monument and Windley Key Fossil Reef Geological State Park are also within 3 mi (5 km).

                        Bring Pets! Vaca Villa, 1/1 Grd Floor, Quaint Road Gulf Side. Renovated Get Rates
                        Bring Pets! Vaca Villa, 1/1 Grd Floor, Quaint Road Gulf Side. Renovated

                        Bring Pets! Vaca Villa, 1/1 Grd Floor, Quaint Road Gulf Side. Renovated

                        Marathon, Florida
                           
                          0.0 out of 5.0 Stars

                          Situated in Marathon, this cottage is within 2 mi (3 km) of Captain Hooks Marina and Dive Center, Conch Air (Bi Plane Rides), and Island Hoppers Aerial Adventures. Sunset Park Beach and Pretty Joe Rock are also within 3 mi (5 km).

                          Map

                          Florida Keys 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 Florida Keys 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 Florida Keys 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 Florida Keys

                          See all 1,628 Properties in Florida Keys
                          Isla Bella Beach Resort $182
                          Isla Bella Beach Resort

                          Isla Bella Beach Resort

                          1 Knights Key Boulevard, MM 47, Marathon, FL
                             
                            4.5 out of 5.0 Stars

                            Nestled on the beach, this Marathon resort is within a 10-minute walk of Vaca Key and Seven Mile Bridge. The Turtle Hospital and Pretty Joe Rock are also within 2 mi (3 km).

                            Baker's Cay Resort Key Largo, Curio Collection by Hilton $216
                            Baker's Cay Resort Key Largo, Curio Collection by Hilton

                            Baker's Cay Resort Key Largo, Curio Collection by Hilton

                            97000 Overseas Hwy, Key Largo, FL
                               
                              4.0 out of 5.0 Stars

                              Nestled on the beach, this Key Largo resort is 1 mi (1.7 km) from Bluefin Rock Harbor Marina and 2.8 mi (4.4 km) from Dolphins Plus. John Pennekamp Coral Reef State Park and Harry Harris Park are also within 6 mi (10 km).

                              Hawks Cay Resort $209
                              Hawks Cay Resort

                              Hawks Cay Resort

                              61 Hawks Cay Blvd, Marathon, FL
                                 
                                4.0 out of 5.0 Stars

                                This Marathon resort is on the beach, 2.7 mi (4.4 km) from Dolphin Research Center, and within 9 mi (15 km) of Curry Hammock State Park and Long Key State Park. Captain Hooks Marina and Dive Center and Sunset Park Beach are also within 9 mi (15 km).

                                Amara Cay Resort $204
                                Amara Cay Resort

                                Amara Cay Resort

                                80001 Overseas Hwy, Islamorada, FL
                                   
                                  3.5 out of 5.0 Stars

                                  Nestled on the beach, this Islamorada hotel is within 3 mi (5 km) of Bud n' Mary's Dive Center, Lignumvitae Key Botanical State Park, and Hurricane Monument. History of Diving Museum is 3.1 mi (5 km) away.