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

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Very Good! 4.1/5
    (7 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 8
    House #632067vb
    7
    Viewed 24 times in the last 48 hours
      avg/night
      • 1 BR
      • 1 BA
      • Sleeps 8
      Apartment #931033vb
      Viewed 35 times in the last 48 hours
        Wonderful! 4.9/5
        (55 reviews)
        avg/night
        • Studio
        • 1 BA
        • Sleeps 2
        Studio #62467vb
        55
        Viewed 9 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 12 times in the last 48 hours
            • 4 BR
            • 3 BA
            • Sleeps 10
            House #856384vb
            1 Review
            Viewed 8 times in the last 48 hours
              Exceptional! 5.0/5
              (13 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 6
              House #664538vb
              13
              Viewed 8 times in the last 48 hours
                Excellent! 4.3/5
                (16 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 8
                Apartment #579582vb
                16
                Viewed 64 times in the last 48 hours
                  Wonderful! 4.9/5
                  (53 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 2
                  Apartment #646192vb
                  53
                  Viewed 23 times in the last 48 hours
                    Wonderful! 4.9/5
                    (18 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 2
                    Apartment #790012vb
                    18
                    Viewed 25 times in the last 48 hours
                      avg/night
                      • 2 BR
                      • 1 BA
                      • 1 HF BA
                      • Sleeps 6
                      Mobile Home #967477vb
                      Viewed 32 times in the last 48 hours
                        Wonderful! 4.9/5
                        (22 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 6
                        House #24590vb
                        22
                        Viewed 9 times in the last 48 hours
                          Wonderful! 4.9/5
                          (50 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • Sleeps 8
                          Villa #312620vb
                          50
                          Viewed 12 times in the last 48 hours
                            Exceptional! 5.0/5
                            (37 reviews)
                            avg/night
                            • 3 BR
                            • 3 BA
                            • Sleeps 8
                            House #507889vb
                            37
                            Viewed 10 times in the last 48 hours
                              Wonderful! 4.8/5
                              (23 reviews)
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 2
                              Cottage #771927vb
                              23
                              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 21 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (103 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  House #374434vb
                                  103
                                  Viewed 17 times in the last 48 hours
                                    avg/night
                                    • Studio
                                    • 1 BA
                                    • Sleeps 2
                                    Studio #876256vb
                                    Viewed 5 times in the last 48 hours
                                      avg/night
                                      • Studio
                                      • 1 BA
                                      • Sleeps 2
                                      Studio #876250vb
                                      1 Review
                                      Viewed 33 times in the last 48 hours
                                        avg/night
                                        • Studio
                                        • 1 BA
                                        • Sleeps 2
                                        Studio #876049vb
                                        3
                                        Viewed 8 times in the last 48 hours
                                          • Studio
                                          • 1 BA
                                          • Sleeps 2
                                          Studio #875991vb
                                            Excellent! 4.3/5
                                            (7 reviews)
                                            avg/night
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 12
                                            Cottage #3932582
                                            7
                                            Viewed 5 times in the last 48 hours
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                              House #681227vb
                                              4
                                              Viewed 6 times in the last 48 hours
                                                avg/night
                                                • 5 BR
                                                • 3 BA
                                                • Sleeps 10
                                                House #795639vb
                                                2 Reviews
                                                Viewed 11 times in the last 48 hours
                                                  Good! 3.9/5
                                                  (28 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Apartment #449249vb
                                                  28
                                                  Viewed 12 times in the last 48 hours
                                                    Excellent! 4.6/5
                                                    (5 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Condo #477338vb
                                                    5
                                                    Viewed 5 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (13 reviews)
                                                      avg/night
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 10
                                                      House #504807vb
                                                      13
                                                      Viewed 17 times in the last 48 hours
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        Villa #928934vb
                                                        Viewed 19 times in the last 48 hours
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 5
                                                          House #7027791
                                                          1 Review
                                                            Wonderful! 4.9/5
                                                            (14 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 5
                                                            House #324569vb
                                                            14
                                                            Viewed 14 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (5 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 4 BA
                                                              • Sleeps 10
                                                              House #361717vb
                                                              5
                                                              Viewed 13 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (50 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                House #648466vb
                                                                50
                                                                Viewed 8 times in the last 48 hours
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 10
                                                                  House #4275944
                                                                  Viewed 30 times in the last 48 hours
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 5
                                                                    House #926352vb
                                                                    Viewed 11 times in the last 48 hours
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • Sleeps 10
                                                                      House #925338vb
                                                                      4
                                                                      Viewed 21 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (19 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 6
                                                                        House #264471
                                                                        19
                                                                        Viewed 7 times in the last 48 hours
                                                                          Excellent! 4.4/5
                                                                          (18 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          Condo #3654428
                                                                          18
                                                                          Viewed 34 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (9 reviews)
                                                                            avg/night
                                                                            • Studio
                                                                            • 1 BA
                                                                            • Sleeps 2
                                                                            Studio #788109vb
                                                                            9
                                                                            Viewed 47 times in the last 48 hours
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Apartment #4278070
                                                                              Viewed 32 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (28 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Condo #22721vb
                                                                                28
                                                                                Viewed 21 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 8
                                                                                  Cottage #345333
                                                                                  4
                                                                                  Viewed 23 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (6 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    Villa #456926vb
                                                                                    6
                                                                                    Viewed 24 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      House #477067vb
                                                                                      1 Review
                                                                                      Viewed 22 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (30 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        House #497296vb
                                                                                        30
                                                                                        Viewed 9 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (16 reviews)
                                                                                          avg/night
                                                                                          • 5 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 12
                                                                                          House #12740vb
                                                                                          16
                                                                                          Viewed 34 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (16 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 8
                                                                                            House #308146vb
                                                                                            16
                                                                                            Viewed 5 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 61 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (14 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 6
                                                                                                House #770357vb
                                                                                                14
                                                                                                Viewed 18 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  House #788891vb
                                                                                                  Viewed 21 times in the last 48 hours
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    House #926324vb
                                                                                                    Viewed 9 times in the last 48 hours
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 10
                                                                                                      House #926347vb
                                                                                                      Viewed 11 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Grassy Key Reviews

                                                                                                      Great house in a great location!!!

                                                                                                      5 of 5
                                                                                                      19 of us rented two houses right next door so we could spend Thanksgivih week together! Jay and Sherry are amazing host!! We just love them! So much so that we were just here in March and rented through them! And plan to use them every time we return!!!
                                                                                                      • Submitted: Nov 27, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      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

                                                                                                      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