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    Exceptional! 5.0/5
    (43 reviews)
    avg/night
    • 3 BR
    • 3 BA
    • Sleeps 8
    House #507889vb
    43
    Viewed 108 times in the last 48 hours
      Wonderful! 4.9/5
      (50 reviews)
      avg/night
      • 3 BR
      • 3 BA
      • Sleeps 8
      Villa #312620vb
      50
      Viewed 77 times in the last 48 hours
        Exceptional! 5.0/5
        (109 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 6
        House #374434vb
        109
        Viewed 86 times in the last 48 hours
          Exceptional! 5.0/5
          (20 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 2
          Apartment #790012vb
          20
          Viewed 82 times in the last 48 hours
            Very Good! 4.2/5
            (18 reviews)
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 8
            Apartment #579582vb
            18
            Viewed 133 times in the last 48 hours
              • 4 BR
              • 3 BA
              • Sleeps 10
              House #856384vb
              1
              Viewed 69 times in the last 48 hours
                Exceptional! 5.0/5
                (27 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 8
                Cottage #3921613
                27
                Viewed 85 times in the last 48 hours
                  Wonderful! 4.8/5
                  (25 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 2
                  Cottage #771927vb
                  25
                  Viewed 122 times in the last 48 hours
                    Wonderful! 4.9/5
                    (54 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 2
                    Apartment #646192vb
                    54
                    Viewed 44 times in the last 48 hours
                      avg/night
                      • 1 BR
                      • 1 BA
                      • Sleeps 8
                      Apartment #931033vb
                      3
                      Viewed 152 times in the last 48 hours
                        Wonderful! 4.9/5
                        (22 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 6
                        House #24590vb
                        22
                        Viewed 15 times in the last 48 hours
                          Exceptional! 5.0/5
                          (22 reviews)
                          avg/night
                          • 4 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 8
                          House #773860vb
                          22
                          Viewed 18 times in the last 48 hours
                            avg/night
                            • 2 BR
                            • 1 BA
                            • 1 HF BA
                            • Sleeps 6
                            Mobile Home #967477vb
                            2
                            Viewed 70 times in the last 48 hours
                              Wonderful! 4.9/5
                              (56 reviews)
                              avg/night
                              • Studio
                              • 1 BA
                              • Sleeps 2
                              Studio #62467vb
                              56
                              Viewed 27 times in the last 48 hours
                                Very Good! 4.0/5
                                (8 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                House #632067vb
                                8
                                Viewed 91 times in the last 48 hours
                                  Excellent! 4.4/5
                                  (8 reviews)
                                  avg/night
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 12
                                  Cottage #3932582
                                  8
                                  Viewed 42 times in the last 48 hours
                                    avg/night
                                    • Studio
                                    • 1 BA
                                    • Sleeps 2
                                    Studio #876250vb
                                    2
                                    Viewed 41 times in the last 48 hours
                                      • Studio
                                      • 1 BA
                                      • Sleeps 2
                                      Studio #876049vb
                                      3
                                        avg/night
                                        • Studio
                                        • 1 BA
                                        • Sleeps 2
                                        Studio #876256vb
                                        Viewed 16 times in the last 48 hours
                                          • Studio
                                          • 1 BA
                                          • Sleeps 2
                                          Studio #875991vb
                                          Viewed 13 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (6 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 8
                                            House #671807vb
                                            6
                                            Viewed 43 times in the last 48 hours
                                              • 4 BR
                                              • 3 BA
                                              • Sleeps 8
                                              House #1013590vb
                                              Viewed 10 times in the last 48 hours
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 6
                                                Mobile Home #4463649
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  House #681227vb
                                                  4
                                                  Viewed 19 times in the last 48 hours
                                                    avg/night
                                                    • 5 BR
                                                    • 3 BA
                                                    • Sleeps 10
                                                    House #795639vb
                                                    2
                                                    Viewed 39 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (50 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • 1 HF BA
                                                      • Sleeps 5
                                                      House #602398vb
                                                      50
                                                      Viewed 407 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (16 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        House #340014
                                                        16
                                                        Viewed 289 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (60 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          Townhome #593667vb
                                                          60
                                                          Viewed 134 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (11 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 8
                                                            Villa #800342vb
                                                            11
                                                            Viewed 106 times in the last 48 hours
                                                              Excellent! 4.7/5
                                                              (30 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              House #385718vb
                                                              30
                                                              Viewed 107 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (10 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                House #863740vb
                                                                10
                                                                Viewed 41 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (10 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 8
                                                                  House #639492vb
                                                                  10
                                                                  Viewed 147 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (49 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    Townhome #569824vb
                                                                    49
                                                                    Viewed 72 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (17 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Condo #624262vb
                                                                      17
                                                                      Viewed 129 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (13 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 6
                                                                        Condo #750103vb
                                                                        13
                                                                        Viewed 86 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (99 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Condo #306629
                                                                          99
                                                                          Viewed 182 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (54 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 4 BA
                                                                            • Sleeps 8
                                                                            House #186408vb
                                                                            54
                                                                            Viewed 46 times in the last 48 hours
                                                                              Excellent! 4.6/5
                                                                              (39 reviews)
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Condo #480617vb
                                                                              39
                                                                              Viewed 78 times in the last 48 hours
                                                                                Excellent! 4.6/5
                                                                                (29 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 5
                                                                                Cottage #490315vb
                                                                                29
                                                                                Viewed 90 times in the last 48 hours
                                                                                  Good! 3.9/5
                                                                                  (29 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Apartment #449249vb
                                                                                  29
                                                                                  Viewed 92 times in the last 48 hours
                                                                                    Excellent! 4.7/5
                                                                                    (56 reviews)
                                                                                    avg/night
                                                                                    • 5 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 10
                                                                                    House #223303
                                                                                    56
                                                                                    Viewed 66 times in the last 48 hours
                                                                                      Excellent! 4.7/5
                                                                                      (56 reviews)
                                                                                      avg/night
                                                                                      • 5 BR
                                                                                      • 4 BA
                                                                                      • Sleeps 10
                                                                                      House #216212vb
                                                                                      56
                                                                                      Viewed 100 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (28 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        Condo #243758
                                                                                        28
                                                                                        Viewed 156 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (46 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 6
                                                                                          House #569326vb
                                                                                          46
                                                                                          Viewed 70 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (34 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            House #470158vb
                                                                                            34
                                                                                            Viewed 115 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (27 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 4
                                                                                              Condo #227146vb
                                                                                              27
                                                                                              Viewed 67 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (22 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 4
                                                                                                Condo #653161vb
                                                                                                22
                                                                                                Viewed 69 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (27 reviews)
                                                                                                  avg/night
                                                                                                  • 5 BR
                                                                                                  • 4 BA
                                                                                                  • Sleeps 12
                                                                                                  House #661404vb
                                                                                                  27
                                                                                                  Viewed 96 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (27 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 6
                                                                                                    House #671636vb
                                                                                                    27
                                                                                                    Viewed 77 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (44 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      House #333207vb
                                                                                                      44
                                                                                                      Viewed 51 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

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

                                                                                                       

                                                                                                      Recent Grassy Key Reviews

                                                                                                      Relaxing, Clean, Comfortable

                                                                                                      5 of 5
                                                                                                      This is a very functional, clean and comfortable two-bedroom home with a almost wrap-around screened porch - a great place to enjoy breakfast or a night cap. The new landscaping sets off the house beautifully and provides quite a bit of privacy that will only improve as the vegetation grows. The pool is beautiful, matched by the wonderful view across the small bay. It is a quiet location with very few cars or boats passing by, but is close to town, shopping and restaurants. If a two-bedroom is for you, I'm sure you will enjoy it.
                                                                                                      • Submitted: Feb 16, 2017
                                                                                                      • Stayed: Feb 2017

                                                                                                      Great Vacation rental

                                                                                                      5 of 5
                                                                                                      Over all one of the best Homes we've had the pleasure of staying at , Will return next year for sure
                                                                                                      • Submitted: Feb 14, 2017
                                                                                                      • Stayed: Feb 2017

                                                                                                      Spectacular views

                                                                                                      5 of 5
                                                                                                      Very nice, clean home. The views from the roof deck and main deck were amazing. Great sunsets and sun rises were a special treat. Easy to get around the area for dining and shopping. Recommend a day trip to Key West!!! Sombrero Beach was 10 min away. If you want beach front and swimming you won't get it here, but the property is top notch!!!
                                                                                                      • Submitted: Jan 14, 2017
                                                                                                      • Stayed: Jan 2017