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  • 1 - 50 of 300+
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    • 3 BR
    • 3 BA
    • 1 HF BA
    • Sleeps 11
    House #898524vb
    3
      • 3 BR
      • 3 BA
      • 1 HF BA
      • Sleeps 8
      House #589743vb
      33
        • 4 BR
        • 3 BA
        • Sleeps 14
        House #21764vb
        3
          • 2 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 8
          House #3482041
          1 Review
            • 2 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 9
            House #3638530
              • 3 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 10
              House #3638531
              1 Review
                Excellent! 4.4/5
                (5 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 6
                House #4134678
                5
                  • 3 BR
                  • 2 BA
                  • 1 HF BA
                  • Sleeps 10
                  House #427253vb
                  29
                    • 3 BR
                    • 3 BA
                    • Sleeps 16
                    House #864894vb
                    3
                      • 4 BR
                      • 2 BA
                      • Sleeps 10
                      House #4235vb
                      2 Reviews
                        • 4 BR
                        • 2 BA
                        • Sleeps 10
                        House #853445vb
                        1 Review
                          • 6 BR
                          • 5 BA
                          • 1 HF BA
                          • Sleeps 18
                          House #95099vb
                          82
                            • 2 BR
                            • 2 BA
                            • Sleeps 4
                            House #161916
                            40
                              • 4 BR
                              • 2 BA
                              • Sleeps 12
                              House #922754
                              29
                                • 5 BR
                                • 5 BA
                                • 1 HF BA
                                • Sleeps 18
                                House #374278vb
                                34
                                  • 4 BR
                                  • 4 BA
                                  • Sleeps 12
                                  House #430022vb
                                  10
                                    • 3 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 12
                                    House #430118vb
                                    2 Reviews
                                      • 5 BR
                                      • 3 BA
                                      • Sleeps 14
                                      House #488139vb
                                      18
                                        • 4 BR
                                        • 4 BA
                                        • 1 HF BA
                                        • Sleeps 14
                                        House #583373vb
                                        13
                                          • 6 BR
                                          • 5 BA
                                          • Sleeps 17
                                          House #640988vb
                                          9
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            House #753401vb
                                            2 Reviews
                                              • 5 BR
                                              • 4 BA
                                              • 3 HF BA
                                              • Sleeps 16
                                              House #784693vb
                                              7
                                                • 1 BR
                                                • 1 BA
                                                • 1 HF BA
                                                • Sleeps 4
                                                House #802791vb
                                                30
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  House #861682vb
                                                  2 Reviews
                                                    • 5 BR
                                                    • 5 BA
                                                    • 1 HF BA
                                                    • Sleeps 18
                                                    House #4322965
                                                      • 9 BR
                                                      • 8 BA
                                                      • 1 HF BA
                                                      • Sleeps 22
                                                      House #958495vb
                                                        • 4 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 10
                                                        House #91688vb
                                                        15
                                                          Wonderful! 4.9/5
                                                          (16 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 3 BA
                                                          • Sleeps 8
                                                          House #268124vb
                                                          16
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 9
                                                            House #364553vb
                                                            36
                                                              • 3 BR
                                                              • 3 BA
                                                              • Sleeps 10
                                                              House #384481vb
                                                              24
                                                                Wonderful! 4.9/5
                                                                (23 reviews)
                                                                avg/night
                                                                • 4 BR
                                                                • 4 BA
                                                                • 1 HF BA
                                                                • Sleeps 10
                                                                House #431937vb
                                                                23
                                                                  Exceptional! 5.0/5
                                                                  (15 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 10
                                                                  House #514502vb
                                                                  15
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    House #596374vb
                                                                    7
                                                                      • 4 BR
                                                                      • 4 BA
                                                                      • Sleeps 14
                                                                      House #3843104
                                                                      12
                                                                        • 4 BR
                                                                        • 4 BA
                                                                        • Sleeps 11
                                                                        House #756419vb
                                                                        23
                                                                          • 5 BR
                                                                          • 4 BA
                                                                          • Sleeps 12
                                                                          House #923231vb
                                                                          1 Review
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 10
                                                                            House #4349489
                                                                              • 5 BR
                                                                              • 5 BA
                                                                              • Sleeps 12
                                                                              House #249905vb
                                                                              12
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 14
                                                                                House #436078vb
                                                                                28
                                                                                  • 5 BR
                                                                                  • 3 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 10
                                                                                  House #590575vb
                                                                                  33
                                                                                    • 4 BR
                                                                                    • 4 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 12
                                                                                    House #650699vb
                                                                                    5
                                                                                      • 5 BR
                                                                                      • 3 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 14
                                                                                      House #748149vb
                                                                                      3
                                                                                        • 5 BR
                                                                                        • 4 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 18
                                                                                        House #4277921
                                                                                        4
                                                                                          • 4 BR
                                                                                          • 4 BA
                                                                                          • 2 HF BA
                                                                                          • Sleeps 14
                                                                                          House #916302vb
                                                                                          5
                                                                                            • 1 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            House #949351vb
                                                                                              • 4 BR
                                                                                              • 4 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 10
                                                                                              House #4349487
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 8
                                                                                                House #4349507
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 12
                                                                                                  House #958482vb
                                                                                                    Wonderful! 4.9/5
                                                                                                    (12 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 8
                                                                                                    House #36909vb
                                                                                                    12
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 6
                                                                                                      House #230231vb
                                                                                                      48
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Leeward Key Reviews

                                                                                                      Exactly the vacation home we needed.

                                                                                                      5 of 5
                                                                                                      10/228 - 11/2 The home was open and allowed all of the adults gathered to share time inside and out. The sunrises and sunsets were spectacular and beach access was available at several points for fishing and relaxation. The heated hot tub and pool are great for interactions any time of day. Of all the similar pet friendly homes we've stayed in, this one ranks very high on our list. As the owner of the home, Brian Forehand, was very communicative and open to changes. We'd definitely stay here again. Allen and Georganne
                                                                                                      • Submitted: Nov 6, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Amazing place!! Will definitely return!!

                                                                                                      5 of 5
                                                                                                      The property was perfect...plenty of room for our stay. We brought customers down to entertain and they absolutely loved this place. All of the amenities were great and location was perfect. We will definitely be back.
                                                                                                      • Submitted: Oct 10, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Amazing!

                                                                                                      5 of 5
                                                                                                      Wonderful experience! Planning our next stay! Beautiful home. Stocked with everything you need! Didn't want to come home!
                                                                                                      • Submitted: Oct 5, 2016
                                                                                                      • Stayed: Sep 2016