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Long Key: Houses, Condos & More (300+)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Excellent! 4.7/5
    (11 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 6
    House #899004vb
    11
    Viewed 30 times in the last 48 hours
      Wonderful! 4.8/5
      (11 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 6
      House #856657vb
      11
      Viewed 31 times in the last 48 hours
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 6
        Apartment #909688vb
        Viewed 11 times in the last 48 hours
          Exceptional! 5.0/5
          (23 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 6
          Condo #266355
          23
          Viewed 6 times in the last 48 hours
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 8
            Condo #716981vb
            3
            Viewed 16 times in the last 48 hours
              Wonderful! 4.8/5
              (6 reviews)
              avg/night
              • Studio
              • 1 BA
              • Sleeps 2
              Villa #177132
              6
              Viewed 5 times in the last 48 hours
                Exceptional! 5.0/5
                (7 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 2
                Villa #220428vb
                7
                Viewed 5 times in the last 48 hours
                  Wonderful! 4.9/5
                  (14 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  Villa #396431vb
                  14
                    • 2 BR
                    • 1 BA
                    • Sleeps 5
                    House #833026vb
                    1 Review
                    Viewed 19 times in the last 48 hours
                      avg/night
                      • 2 BR
                      • 1 BA
                      • 1 HF BA
                      • Sleeps 4
                      Condo #958982vb
                      Viewed 5 times in the last 48 hours
                        Excellent! 4.6/5
                        (7 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 8
                        Condo #494478vb
                        7
                        Viewed 15 times in the last 48 hours
                          Wonderful! 4.9/5
                          (8 reviews)
                          avg/night
                          • 4 BR
                          • 2 BA
                          • Sleeps 8
                          Townhome #9198vb
                          8
                          Viewed 21 times in the last 48 hours
                            avg/night
                            • 2 BR
                            • 3 BA
                            • Sleeps 5
                            Townhome #629195vb
                            3
                            Viewed 8 times in the last 48 hours
                              $62
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 6
                              Mobile Home #656661vb
                              Viewed 20 times in the last 48 hours
                                $65
                                avg/night
                                • 2 BR
                                • 1 BA
                                • Sleeps 8
                                Mobile Home #4365796
                                Viewed 40 times in the last 48 hours
                                  $60
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 1
                                  Mobile Home #968682vb
                                  Viewed 18 times in the last 48 hours
                                    • 1 BR
                                    • 2 BA
                                    • Sleeps 5
                                    Mobile Home #854256vb
                                    Viewed 7 times in the last 48 hours
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Villa #201946vb
                                      6
                                        Wonderful! 4.8/5
                                        (12 reviews)
                                        avg/night
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2
                                        Villa #183819vb
                                        12
                                          $48
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 8
                                          House #7091579
                                          2 Reviews
                                          Viewed 90 times in the last 48 hours
                                            avg/night
                                            • 3 BR
                                            • 1 BA
                                            • Sleeps 8
                                            House #501315vb
                                            Viewed 23 times in the last 48 hours
                                              Excellent! 4.7/5
                                              (14 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              House #751915vb
                                              14
                                              Viewed 45 times in the last 48 hours
                                                Excellent! 4.7/5
                                                (71 reviews)
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                House #392947vb
                                                71
                                                Viewed 24 times in the last 48 hours
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #950587vb
                                                  Viewed 14 times in the last 48 hours
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    House #4331780
                                                    Viewed 29 times in the last 48 hours
                                                      $87
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                      Mobile Home #7042843
                                                      1 Review
                                                      Viewed 23 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (8 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 6
                                                        Condo #312619vb
                                                        8
                                                        Viewed 5 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (12 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 6
                                                          Condo #750103vb
                                                          12
                                                          Viewed 55 times in the last 48 hours
                                                            Excellent! 4.3/5
                                                            (11 reviews)
                                                            avg/night
                                                            • 5 BR
                                                            • 5 BA
                                                            • 1 HF BA
                                                            • Sleeps 12
                                                            Villa #453570vb
                                                            11
                                                            Viewed 30 times in the last 48 hours
                                                              avg/night
                                                              • 4 BR
                                                              • 3 BA
                                                              • Sleeps 12
                                                              House #927416vb
                                                              Viewed 36 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (18 reviews)
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                Condo #556508vb
                                                                18
                                                                Viewed 47 times in the last 48 hours
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 6
                                                                  Condo #899855vb
                                                                  Viewed 13 times in the last 48 hours
                                                                    • 4 BR
                                                                    • 4 BA
                                                                    • Sleeps 10
                                                                    House #502050vb
                                                                    5
                                                                      Excellent! 4.6/5
                                                                      (28 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 5
                                                                      Cottage #490315vb
                                                                      28
                                                                      Viewed 21 times in the last 48 hours
                                                                        Excellent! 4.6/5
                                                                        (8 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 9
                                                                        House #3489784
                                                                        8
                                                                          Wonderful! 4.9/5
                                                                          (16 reviews)
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 3 BA
                                                                          • Sleeps 12
                                                                          House #12740vb
                                                                          16
                                                                          Viewed 52 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (10 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            House #111897vb
                                                                            10
                                                                            Viewed 14 times in the last 48 hours
                                                                              Excellent! 4.4/5
                                                                              (18 reviews)
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Condo #3654428
                                                                              18
                                                                              Viewed 46 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Villa #4230131
                                                                                14
                                                                                Viewed 27 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 5
                                                                                  House #7027791
                                                                                  1 Review
                                                                                  Viewed 11 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 6
                                                                                    House #753920vb
                                                                                      Wonderful! 4.9/5
                                                                                      (14 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 6
                                                                                      Villa #651066vb
                                                                                      14
                                                                                      Viewed 12 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (10 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 8
                                                                                        House #639492vb
                                                                                        10
                                                                                        Viewed 25 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          House #850788vb
                                                                                          Viewed 7 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 8
                                                                                            Apartment #931033vb
                                                                                            Viewed 69 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 5 BR
                                                                                              • 5 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 10
                                                                                              Villa #491464vb
                                                                                              Viewed 22 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 6
                                                                                                Villa #917401vb
                                                                                                Viewed 42 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Condo #740237vb
                                                                                                  4
                                                                                                    Wonderful! 4.9/5
                                                                                                    (18 reviews)
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 2
                                                                                                    Apartment #790012vb
                                                                                                    18
                                                                                                    Viewed 33 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (39 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Townhome #148439vb
                                                                                                      39
                                                                                                      Viewed 31 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Long Key Reviews

                                                                                                      Sean c

                                                                                                      5 of 5
                                                                                                      My stay at Hawks Cay was absolutely awesome. Pirates playground is a great place to unwind and relax after playing in the sun all day. The condo was clean and there was plenty of room for all of my family. We cooked in mostly and the kitchen had everything we needed. I grew up spending time around Duck Key with my dad who became an avid sport fisherman after his international bodybuilding career ended. It was a nice place to reflect back on all the fish we caught together around there. I was eating the lobster corn dogs looking out on the same waters we fished. The lobster and all of the food and beverage services on site are outstanding. The marina store and all of the marina staff are top notch. They have everything you need and a large boat ramp that could accomodate just about any boat. My kids loved the pools and my dad was able to work on his tan. I would recommend ,Pirates Playground to anyone who wants a great keys experience.
                                                                                                      • Submitted: Dec 2, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Ideal Location

                                                                                                      5 of 5
                                                                                                      This condo on Duck Key was perfect for our weekend getaway. Description and pictures were accurate, condo was clean and the owners are very helpful and easy to work with. Stocked with all of the kitchen supplies you need, extra towels, pillows and comfort items. Situated next to Hawk's Cay, so there is a great dive shop, restaurant and store with helpful, friendly staff. Also minutes from Marathon with larger grocery stores and other conveniences. Definitely would stay here again, especially during lobster season. Think we will be back!
                                                                                                      • Submitted: Sep 1, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Second year I have stayed at this property and we have been very pleased.

                                                                                                      5 of 5
                                                                                                      Great protected access to Atlantic, no problem for my 32' fountain to dock, could fit a 36' CC. Property is nice and well kept.
                                                                                                      • Submitted: Jun 20, 2016
                                                                                                      • Stayed: Jun 2016