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  • 1 - 50 of 162
    • 1 BR
    • 1 BA
    • Sleeps 2
    26
      • 1 BR
      • 1 BA
      • Sleeps 4
      10
        • 1 BR
        • 1 BA
        • Sleeps 4
        14
          • 3 BR
          • 2 BA
          • Sleeps 8
          38
            • 2 BR
            • 2 BA
            • Sleeps 6
            38
              • 1 BR
              • 1 BA
              • Sleeps 4
              6
                Exceptional! 5.0/5
                (14 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 6
                14
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  9
                    • 3 BR
                    • 2 BA
                    • Sleeps 9
                    20
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      10
                        • 2 BR
                        • 1 BA
                        • Sleeps 6
                        10
                          • 2 BR
                          • 1 BA
                          • Sleeps 6
                          15
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            7
                              • 3 BR
                              • 2 BA
                              • Sleeps 12
                              6
                                • 4 BR
                                • 3 BA
                                • 2 HF BA
                                • Sleeps 10
                                6
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                  2 Reviews
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 8
                                    1 Review
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4
                                      34
                                        Exceptional! 5.0/5
                                        (13 reviews)
                                        avg/night
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 10
                                        13
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          7
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 8
                                              1 Review
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                8
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  22
                                                    Wonderful! 4.9/5
                                                    (14 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 10
                                                    14
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 8
                                                      16
                                                        • 3 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                        10
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          1 Review
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 7
                                                            14
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 8
                                                              4
                                                                • 1 BR
                                                                • Sleeps 6
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • Sleeps 8
                                                                  17
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 7
                                                                    17
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 8
                                                                      7
                                                                        Exceptional! 5.0/5
                                                                        (21 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        21
                                                                          • 3 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                          7
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 9
                                                                            20
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 8
                                                                              4
                                                                                NEW!
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 11
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  12
                                                                                    Good! 3.9/5
                                                                                    (12 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    12
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      5
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        16
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          12
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 10
                                                                                            16
                                                                                              Very Good! 4.1/5
                                                                                              (9 reviews)
                                                                                              View details for price
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 8
                                                                                              9
                                                                                                NEW!
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 11
                                                                                                1 Review
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 10
                                                                                                  3
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 8
                                                                                                    4
                                                                                                    • 1 - 50 of 162
                                                                                                     

                                                                                                    Recent Leeward Key Reviews

                                                                                                    Everything I had hoped for....and more.

                                                                                                    5 of 5
                                                                                                    The Delightful Mermaid Cottage was, in a word (or two) Absolutely Delightful! It was clean, and welcoming and comfortable, and in a great location just steps from the beach.
                                                                                                    • Submitted: Aug 31, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Perfect!

                                                                                                    5 of 5
                                                                                                    We had an amazing stay. Kathy and Mike are amazing. Small issue which was handled immediately. Pictures are spot on. Extremely close walk to pool and beach which was nice with us being with out senior parents. Close drive to anywhere else you could want to go. We have been to Destin past four years and stayed several other places which we liked. You will not be disappointed in Cheyenne Cottage.
                                                                                                    • Submitted: Aug 21, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Perfect place to stay in Destin!

                                                                                                    5 of 5
                                                                                                    Loved the front and back porches. The floor plan was perfect for our family of four. Lots of room to play and eat. And of course close to the beaches!! We have stayed in three different homes in Clipper Cove and this one was our favorite. We will definitely be back!
                                                                                                    • Submitted: May 8, 2016
                                                                                                    • Stayed: Apr 2016