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Vacation Rentals in Florida Keys

See all Vacation Rentals in Florida Keys
Kayak Key West for the Adventure
Kayak Key West for the Adventure

Kayak Key West for the Adventure

Key West, Florida
     
    0.0 out of 5.0 Stars

    Located in Key West Historic District, this houseboat is within a 10-minute walk of Schooner Western Union and Duval Street. Audubon House and Tropical Gardens and Mallory Square are also within 1 mi (2 km).

    Skipjack Resort Suites & Marina $149
    Skipjack Resort Suites & Marina

    Skipjack Resort Suites & Marina

    19 Sombrero Blvd, Marathon, FL
       
      4.2
      of 5, from 13 reviews
      3.0 out of 5.0 Stars

      Situated in Marathon, this golf aparthotel is 0.1 mi (0.1 km) from Pretty Joe Rock and 2.1 mi (3.5 km) from Sombrero Beach. Florida Keys Country Club and Crane Point Museum and Nature Center are also within 15 minutes.

      Village at Hawks Cay Villas by KeysCaribbean
      Village at Hawks Cay Villas by KeysCaribbean

      Village at Hawks Cay Villas by KeysCaribbean

      300 Duck Key Drive, Marathon, FL
         
        2.0
        of 5, from 1 reviews
        3.0 out of 5.0 Stars

        Situated by the ocean, this condo building is 2.6 mi (4.1 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).

        Villas Key West $234
        Villas Key West

        Villas Key West

        512 Angela St, Key West, FL
           
          3.5 out of 5.0 Stars

          Located in Key West Historic District, this condo building is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. Audubon House and Tropical Gardens and South Beach are also within 15 minutes.

          Caribbean Cottages in Paradise $129
          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).

            Coral Cove $111
            Coral Cove

            Coral Cove

            1016 Howe St #1, Key West, FL
               
              1.0
              of 5, from 1 reviews
              3.5 out of 5.0 Stars

              Situated in Key West, this apartment building 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.

              Key West: 3 BR, 2 BA Luxury Yacht; Special Now!
              Key West: 3 BR, 2 BA Luxury Yacht; Special Now!

              Key West: 3 BR, 2 BA Luxury Yacht; Special Now!

              Key West, Florida
                 
                0.0 out of 5.0 Stars

                This family-friendly Key West houseboat is located by the ocean, within 3 mi (5 km) of Higgs Beach, Smathers Beach and Duval Street. South Beach and Ernest Hemingway Home and Museum are also within 3 mi (5 km).

                Mangrove Marina and Resort Aqualodge Houseboats
                Mangrove Marina and Resort Aqualodge Houseboats

                Mangrove Marina and Resort Aqualodge Houseboats

                200 Florida Ave, Tavernier, FL
                   
                  4.0
                  of 5, from 4 reviews
                  3.0 out of 5.0 Stars

                  Situated on the waterfront, this houseboat is 2.1 mi (3.4 km) from Harry Harris Park and 7.2 mi (11.6 km) from Theater of the Sea.

                  Mariner's Club Key Largo by KeysCaribbean
                  Mariner's Club Key Largo by KeysCaribbean

                  Mariner's Club Key Largo by KeysCaribbean

                  97501 Overseas Hwy, Key Largo, FL
                     
                    4.5
                    of 5, from 28 reviews
                    3.5 out of 5.0 Stars

                    Situated by the sea, this condo resort is 0.3 mi (0.5 km) from Bluefin Rock Harbor Marina and 2.1 mi (3.3 km) from Dolphins Plus. John Pennekamp Coral Reef State Park and Laura Quinn Wild Bird Sanctuary are also within 6 mi (10 km).

                    Captain Pip's at Knight's Key Inn $79
                    Captain Pip's at Knight's Key Inn

                    Captain Pip's at Knight's Key Inn

                    40 Kyle Way W, Marathon, FL
                       
                      4.5
                      of 5, from 2 reviews
                      3.0 out of 5.0 Stars

                      Situated in Marathon, this aparthotel is within a 10-minute walk of Vaca Key and Seven Mile Bridge. Pigeon Key Foundation and The Turtle Hospital are also within 2 mi (3 km).

                      A Peaceful Solar Houseboat at Anchor in the Keys
                      A Peaceful Solar Houseboat at Anchor in the Keys

                      A Peaceful Solar Houseboat at Anchor in the Keys

                      Key Largo, Florida
                         
                        0.0 out of 5.0 Stars

                        Situated in Key Largo, this romantic houseboat is within 6 mi (10 km) of Key Largo Baptist Church, John Pennekamp Coral Reef State Park, and Upper Sound Point. Key Largo Hammocks State Botanical Site and Key Largo Undersea Park are also within 6 mi (10 km).

                        Coconut Mallory Resort And Marina By Kees Vacations
                        Coconut Mallory Resort And Marina By Kees Vacations

                        Coconut Mallory Resort And Marina By Kees Vacations

                        1445 S Roosevelt Blvd, Key West, FL
                           
                          3.8
                          of 5, from 36 reviews
                          3.0 out of 5.0 Stars

                          Situated by the ocean, this condo building is within 2 mi (3 km) of Fort East Martello Museum and Gallery, Key West Art and Historical Society, and Key West Golf Club. Smathers Beach and Key West Harbour are also within 3 mi (5 km).

                          The Moorings Village
                          The Moorings Village

                          The Moorings Village

                          123 Beach Rd, Islamorada, FL
                             
                            3.5 out of 5.0 Stars

                            Located in Islamorada, this beachfront villa is in the entertainment district and within 3 mi (5 km) of Hurricane Monument, Bud n' Mary's Dive Center, and History of Diving Museum. Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park are also within 6 mi (10 km).

                            Steps From Duval $99-$179 Night - Free Bikes Included!!!
                            Steps From Duval $99-$179 Night - Free Bikes Included!!!

                            Steps From Duval $99-$179 Night - Free Bikes Included!!!

                            Key West, FL
                               
                              0.0 out of 5.0 Stars

                              Located in the heart of Key West, this apartment building is within 1 mi (2 km) of Key West Butterfly and Nature Conservatory, Audubon House and Tropical Gardens, and Southernmost Point. Mallory Square and Smathers Beach are also within 3 mi (5 km).

                              Bluegreen Vacations Hammocks at Marathon, an Ascend Resort $179
                              Bluegreen Vacations Hammocks at Marathon, an Ascend Resort

                              Bluegreen Vacations Hammocks at Marathon, an Ascend Resort

                              1688 Overseas Hwy, Marathon, FL
                                 
                                4.5
                                of 5, from 16 reviews
                                2.5 out of 5.0 Stars

                                Located in the heart of Marathon, this condo resort is within 1 mi (2 km) of The Turtle Hospital and Seven Mile Bridge. Pretty Joe Rock and Vaca Key are also within 15 minutes.

                                Atlantic Bay Resort $176
                                Atlantic Bay Resort

                                Atlantic Bay Resort

                                160 Sterling Rd, Tavernier, FL
                                   
                                  4.1
                                  of 5, from 7 reviews
                                  3.0 out of 5.0 Stars

                                  Nestled on the beach, this Tavernier vacation home is 1.5 mi (2.4 km) from Laura Quinn Wild Bird Sanctuary and 1.6 mi (2.5 km) from Harry Harris Park. Bluefin Rock Harbor Marina and Founders Park are also within 6 mi (10 km).

                                  Hyatt Residence Club Key West, Sunset Harbor $299
                                  Hyatt Residence Club Key West, Sunset Harbor

                                  Hyatt Residence Club Key West, Sunset Harbor

                                  200 Sunset Lane, Key West, FL
                                     
                                    3.5 out of 5.0 Stars

                                    Situated in Key West, this condo building is steps from Key West Museum of Art and History, Audubon House and Tropical Gardens, and Harry S. Truman Little White House. Duval Street and Mallory Square are also within 5 minutes.

                                    Riptide RV Resort $99
                                    Riptide RV Resort

                                    Riptide RV Resort

                                    97680 Overseas Hwy, Key Largo, FL
                                       
                                      3.0
                                      of 5, from 1 reviews
                                      2.0 out of 5.0 Stars

                                      Situated by the ocean, this campground is 0.4 mi (0.6 km) from Bluefin Rock Harbor Marina and 3.1 mi (4.9 km) from John Pennekamp Coral Reef State Park. Dolphins Plus is 1.8 mi (3 km) away.

                                      Authentic Key West Experience ! Enjoy Life Aboard! Book a Key West Escape Now!
                                      Authentic Key West Experience ! Enjoy Life Aboard! Book a Key West Escape Now!

                                      Authentic Key West Experience ! Enjoy Life Aboard! Book a Key West Escape Now!

                                      Key West, Florida
                                         
                                        0.0 out of 5.0 Stars

                                        Situated in Key West, this houseboat is 0.1 mi (0.2 km) from Key West Harbour and 2.2 mi (3.6 km) from Key West Golf Club. Robbie's is 1.9 mi (3.1 km) away.

                                        Cozy Sailboat Retreat
                                        Cozy Sailboat Retreat

                                        Cozy Sailboat Retreat

                                        Key Largo, Florida
                                           
                                          0.0 out of 5.0 Stars
                                          Map

                                          When you tell people you’ll be taking your vacation in Florida, it’s hard to say what they’ll imagine. Depending on which part of the state they’ve visited (or if they’ve visited at all), the name might conjure up anything from beachfront high-rise condos to epic Cuban food to giant swamps full of alligators and airboats. If pristine white sand beaches, communities of loveable weirdos, and free-roaming iguanas come to mind, however, you’ll know they’ve been to the Florida Keys. Get to know The Keys like an insider yourself with our Florida Keys vacation rentals.

                                          The Local Life

                                          Yes, it’s certainly different down here in the southeastern-most point of the United States. Will that mean choosing to ride the pedi-taxi with the most bling and loudest boombox blaring Bahamanian Calypso music? Ordering an extra margarita when your favorite Jimmy Buffet song inevitably hits the jukebox in a barefoot bar? Dancing to the beat of your own drum (or to that of an impromptu drum circle)? For Keys locals, it all depends on what day of the week it is.

                                          Your adventures may also depend on which of the 1,700 islands and inlets you decide to explore. Many visitors stick to the sights on the Overseas Highway that connects the largest of the islands, but when you book a vacation rental, the options are endless. Stay at the Pelican Cove Resort & Marina, for example, and ride a bike from island to island along the highway-side pathway—or island-hop the traditional way by climbing aboard a boat and exploring some of the 113 mangrove and sandbar islands that aren’t connected by bridge.

                                          Looking for Florida Keys hotels? When you book a short-term rental with Travelocity instead, you get to travel without feeling like you’ve left home sweet home. That brings a whole new meaning to the term “armchair traveler,” now doesn’t it?