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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (37 reviews)
    avg/night
    • 3 BR
    • 3 BA
    • Sleeps 8
    House #507889vb
    37
    Viewed 29 times in the last 48 hours
      Exceptional! 5.0/5
      (103 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 6
      House #374434vb
      103
      Viewed 21 times in the last 48 hours
        Wonderful! 4.9/5
        (17 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 2
        Apartment #790012vb
        17
        Viewed 55 times in the last 48 hours
          Exceptional! 5.0/5
          (21 reviews)
          avg/night
          • 4 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 10
          House #773860vb
          21
          Viewed 47 times in the last 48 hours
            • 4 BR
            • 3 BA
            • Sleeps 10
            House #856384vb
            1 Review
            Viewed 32 times in the last 48 hours
              Exceptional! 5.0/5
              (13 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 6
              House #664538vb
              13
              Viewed 11 times in the last 48 hours
                Wonderful! 4.8/5
                (23 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 2
                Cottage #771927vb
                23
                Viewed 81 times in the last 48 hours
                  Wonderful! 4.9/5
                  (50 reviews)
                  avg/night
                  • 3 BR
                  • 3 BA
                  • Sleeps 8
                  Villa #312620vb
                  50
                  Viewed 31 times in the last 48 hours
                    Exceptional! 5.0/5
                    (26 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 8
                    Cottage #3921613
                    26
                    Viewed 38 times in the last 48 hours
                      Wonderful! 4.9/5
                      (53 reviews)
                      avg/night
                      • 1 BR
                      • 1 BA
                      • Sleeps 2
                      Apartment #646192vb
                      53
                      Viewed 44 times in the last 48 hours
                        Wonderful! 4.9/5
                        (22 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 6
                        House #24590vb
                        22
                        Viewed 10 times in the last 48 hours
                          Excellent! 4.3/5
                          (16 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 8
                          Apartment #579582vb
                          16
                          Viewed 130 times in the last 48 hours
                            Excellent! 4.3/5
                            (7 reviews)
                            avg/night
                            • 3 BR
                            • 3 BA
                            • Sleeps 12
                            Cottage #3932582
                            7
                            Viewed 25 times in the last 48 hours
                              Very Good! 4.1/5
                              (7 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 8
                              House #632067vb
                              7
                              Viewed 71 times in the last 48 hours
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 8
                                Apartment #931033vb
                                Viewed 87 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (55 reviews)
                                  avg/night
                                  • Studio
                                  • 1 BA
                                  • Sleeps 2
                                  Studio #62467vb
                                  55
                                  Viewed 22 times in the last 48 hours
                                    avg/night
                                    • Studio
                                    • 1 BA
                                    • Sleeps 2
                                    Studio #876250vb
                                    1 Review
                                    Viewed 68 times in the last 48 hours
                                      avg/night
                                      • Studio
                                      • 1 BA
                                      • Sleeps 2
                                      Studio #876049vb
                                      3
                                      Viewed 11 times in the last 48 hours
                                        avg/night
                                        • Studio
                                        • 1 BA
                                        • Sleeps 2
                                        Studio #876256vb
                                        Viewed 23 times in the last 48 hours
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • 1 HF BA
                                          • Sleeps 6
                                          Mobile Home #967477vb
                                          Viewed 70 times in the last 48 hours
                                            • Studio
                                            • 1 BA
                                            • Sleeps 2
                                            Studio #875991vb
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                              House #681227vb
                                              4
                                              Viewed 5 times in the last 48 hours
                                                avg/night
                                                • 5 BR
                                                • 3 BA
                                                • Sleeps 10
                                                House #795639vb
                                                2 Reviews
                                                Viewed 42 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (49 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • 1 HF BA
                                                  • Sleeps 5
                                                  House #602398vb
                                                  49
                                                  Viewed 152 times in the last 48 hours
                                                    Excellent! 4.6/5
                                                    (19 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 12
                                                    House #3574595
                                                    19
                                                    Viewed 43 times in the last 48 hours
                                                      Excellent! 4.6/5
                                                      (9 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #644710vb
                                                      9
                                                      Viewed 43 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (10 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                        House #639492vb
                                                        10
                                                        Viewed 40 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 60 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (51 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 4 BA
                                                            • Sleeps 8
                                                            House #186408vb
                                                            51
                                                            Viewed 18 times in the last 48 hours
                                                              Excellent! 4.6/5
                                                              (39 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Condo #480617vb
                                                              39
                                                              Viewed 56 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (9 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                House #784967vb
                                                                9
                                                                Viewed 25 times in the last 48 hours
                                                                  Excellent! 4.6/5
                                                                  (28 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 5
                                                                  Cottage #490315vb
                                                                  28
                                                                  Viewed 31 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (17 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Condo #624262vb
                                                                    17
                                                                    Viewed 37 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (19 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 4
                                                                      Condo #653161vb
                                                                      19
                                                                      Viewed 16 times in the last 48 hours
                                                                        Excellent! 4.6/5
                                                                        (19 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 7
                                                                        House #739646vb
                                                                        19
                                                                        Viewed 73 times in the last 48 hours
                                                                          Excellent! 4.7/5
                                                                          (18 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 7
                                                                          House #498417vb
                                                                          18
                                                                          Viewed 13 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (30 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            House #497296vb
                                                                            30
                                                                            Viewed 30 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (34 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              House #470158vb
                                                                              34
                                                                              Viewed 57 times in the last 48 hours
                                                                                Good! 3.9/5
                                                                                (28 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Apartment #449249vb
                                                                                28
                                                                                Viewed 59 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (24 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  House #612505vb
                                                                                  24
                                                                                  Viewed 30 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (45 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    House #493049vb
                                                                                    45
                                                                                    Viewed 51 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (15 reviews)
                                                                                      avg/night
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 10
                                                                                      House #4054508
                                                                                      15
                                                                                      Viewed 72 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (11 reviews)
                                                                                        $87
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        House #622633vb
                                                                                        11
                                                                                        Viewed 9 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (30 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 7
                                                                                          House #263196vb
                                                                                          30
                                                                                          Viewed 21 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (22 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 8
                                                                                            House #624472vb
                                                                                            22
                                                                                            Viewed 25 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (13 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 4
                                                                                              House #753916vb
                                                                                              13
                                                                                              Viewed 14 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (28 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Condo #22721vb
                                                                                                28
                                                                                                Viewed 40 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (5 reviews)
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 10
                                                                                                  House #599424vb
                                                                                                  5
                                                                                                  Viewed 21 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (23 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 6
                                                                                                    Condo #3996011
                                                                                                    23
                                                                                                    Viewed 8 times in the last 48 hours
                                                                                                      Excellent! 4.6/5
                                                                                                      (22 reviews)
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Bungalow #492169vb
                                                                                                      22
                                                                                                      Viewed 43 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

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

                                                                                                       

                                                                                                      Recent Grassy Key Reviews

                                                                                                      Beautiful home away from home

                                                                                                      5 of 5
                                                                                                      Four siblings made the Vacation Tide Cottage our get away retreat. We found the "cottage" to be much more than a cottage. It was a spacious, clean and modern place to stay. The kitchen was well stocked and we made good use of it. The views from the balconies were beautiful. We especially enjoyed all the wildlife that foraged in the mud flats around the building. We saw white and brown pelicans, trip-colored, gold-crowed, small blue, great blue and white herons, great white, cattle and reddish egrets, white ibis and many other small shore birds. Unfortunately, the weather wasn't the best while we were there so we didn't get to take advantage of the kayaks and bikes. Perhaps another time?!? The cottage has several games and we did use them when it was too windy and rainy. We would definitely consider staying here again.
                                                                                                      • Submitted: Nov 11, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Wonderful Property

                                                                                                      5 of 5
                                                                                                      Owners are great, This was our second stay here, really love the location and the amenities!!
                                                                                                      • Submitted: Oct 31, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      First time Florida vacation

                                                                                                      4 of 5
                                                                                                      A house large enough to accommodate 10 people was beautiful and well maintained. We had plenty of room, and with the ocean right out the door. Only downside was 2 things it had no beach and sadly a foul smell of sewer here and around the keys. Had no problems with the owners they even bought new fishing poles since previous renters broken them. Did 2 fishing charters, swam with the dolphins, ate at several seafood restaurants. Sad when time to go.
                                                                                                      • Submitted: Oct 16, 2016
                                                                                                      • Stayed: Oct 2016