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14 vacation rentals

(4) Excellent 

    22

    Key West Florida Beachfront Condo

    Florida Keys / Key West

    Key West condo

    2 6 5 nights min

    • 2 bedrooms
    • sleeps 6
    • 5 nights min
    • Beach / lakeside relaxation
    • Swimming pool
    • Child Friendly
    “Better than the photos” Condo is perfectly located at the beach. Well designed for easy living both inside and out. Great advise on where to visit and eat thanks
    …see more

    Price per night from

    $374

    Price per night from

    $374

      19

      A Touch Of Havana In Key West

      Florida Keys / Key West

      Key West condo

      2 4 7 nights min

      • 2 bedrooms
      • sleeps 4
      • 7 nights min
      • Nearest beach 0.5 mi
      • Swimming pool
      • Child Friendly

      Price per night from

      $352

      Responds fast!
      avg. 3 hours 43 minutes

      Price per night from

      $352

      (49) Very Good 

        291

        Real World MTV House Key West

        Florida Keys / Key West

        Key West house

        10 22 min stay varies

        • 10 bedrooms
        • sleeps 22
        • min stay varies
        • Beach / lakeside relaxation
        • Swimming pool
        • Child Friendly
        “Haha Buffalo, New York” This year while my friends and neighbors froze to death in Buffalo, my extended family and a few friends escaped the cold at the Real World MTV House in Key West. It was cold in Key West as well just 78 degrees, all the locals
        …see more

        Price per night from

        $1,799

        Responds fast!
        avg. 2 hours 52 minutes

        Price per night from

        $1,799

        (67) Very Good 

          30

          Tee by the Sea - NO DAMAGE FROM HURRICANE IRMA , Plus 7 Bikes FREE

          Florida Keys / Key West

          Key West apartment

          2 6 min stay varies

          • 2 bedrooms
          • sleeps 6
          • min stay varies
          • Beach / lakeside relaxation
          • Nearest beach 3 mi
          • Swimming pool
          “Absolutely Perfect!!!” I chose this place to rent because it looked nice and it was affordable. I knew going in that it was not located on the Key West island, which was fine considering the condo came with bikes you could ride onto the island...What
          …see more

          Price per night from

          $276

          Responds fast!
          avg. 2 hours 35 minutes

          Price per night from

          $276

            34

            House, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 6)

            Florida Keys / Key West

            Key West house

            2 6 min stay varies

            • 2 bedrooms
            • sleeps 6
            • min stay varies
            • Swimming pool
            • Ski
            • Child Friendly

            Price per night from

            $716

            Price per night from

            $716

              26

              A LITTLE PIECE OF THE CARIBBEAN IN THE U. S.

              Florida Keys / Key West

              Key West condo

              1 3 28 nights min

              • 1 bedroom
              • sleeps 3
              • 28 nights min
              • Car not necessary

              Price per night from

              $305

              Price per night from

              $305

                22

                Avant Garde Key West Luxury Home ~ Monthly Rental

                Florida Keys / Key West

                Key West house

                2 4 30 nights min

                • 2 bedrooms
                • sleeps 4
                • 30 nights min
                • Swimming pool
                • Ask about children
                • Air conditioning

                Price per night from

                $165

                Price per night from

                $165

                  18

                  Cameron's Luxury Waterfront Estate with Dockage

                  Florida Keys / Key West

                  Key West house

                  3 6 30 nights min

                  • 3 bedrooms
                  • sleeps 6
                  • 30 nights min
                  • Child Friendly

                  Price per night from

                  $516

                  Price per night from

                  $516

                    16

                    Single Family Home, 3 Bedroom, 2 Bath, Pool and Electric Car, Great Value!

                    Florida Keys / Key West

                    Key West house

                    3 6 28 nights min

                    • 3 bedrooms
                    • sleeps 6
                    • 28 nights min
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $144

                    Price per night from

                    $144

                    (17) Very Good 

                      19

                      Elegant, Two Bedroom Condo Close to the Ocean

                      Florida Keys / Key West

                      Key West apartment

                      2 6 3 nights min

                      • 2 bedrooms
                      • sleeps 6
                      • 3 nights min
                      • Nearest beach 2 mi
                      • Swimming pool
                      • Child Friendly
                      “We'll be back...” We found this condo to be very clean and comfortable. We enjoyed sitting at the pool as well. Paul, the caretaker, was very pleasant and most accommodating. We shared the condo with another couple for our two night stay. It was
                      …see more

                      Price per night from

                      $345

                      Responds fast!
                      avg. 2 hours 11 minutes

                      Price per night from

                      $345

                      Great rentals within 20 miles that match your search

                      Distance approx 3.86 km from Key West Show on Map

                        6

                        POND COTTAGE AT THE CLUB

                        Florida Keys / Stock Island

                        Stock Island townhouse

                        2 4 30 nights min

                        • 2 bedrooms
                        • sleeps 4
                        • 30 nights min
                        • Child Friendly
                        • Pet Friendly

                        Price per night from

                        $135

                        Price per night from

                        $135

                        Distance approx 3.93 km from Key West Show on Map

                          15

                          LAST MINUTE OFFER! 44' Sailing Yacht & Other Boats

                          Florida Keys / Stock Island

                          Stock Island yacht

                          4 10 2 nights min

                          • 4 bedrooms
                          • sleeps 10
                          • 2 nights min
                          • Nearest beach 2 mi
                          • Swimming pool
                          • Child Friendly

                          Price per night from

                          $403

                          Responds fast!
                          avg. 2 hours 13 minutes

                          Price per night from

                          $403

                          Distance approx 3.99 km from Key West Show on Map

                            16

                            SPECIAL OFFER! Like New! Sailing Yacht & Other Boats

                            Florida Keys / Stock Island

                            Stock Island yacht

                            3 8 2 nights min

                            • 3 bedrooms
                            • sleeps 8
                            • 2 nights min
                            • Nearest beach 2 mi
                            • Swimming pool
                            • Child Friendly

                            Price per night from

                            $344

                            Responds fast!
                            avg. 2 hours 13 minutes

                            Price per night from

                            $344

                            Distance approx 4.71 km from Key West Show on Map

                              17

                              Reduced Rate! New 46' Sailing Yacht & Other Boats

                              Florida Keys / Stock Island

                              Stock Island yacht

                              3 8 2 nights min

                              • 3 bedrooms
                              • sleeps 8
                              • 2 nights min
                              • Nearest beach 2 mi
                              • Swimming pool
                              • Child Friendly

                              Price per night from

                              $316

                              Responds fast!
                              avg. 2 hours 13 minutes

                              Price per night from

                              $316