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  • Showing 51-100 of 300+
Additional fees apply. Taxes may be added.
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 5
    House #227040vb
    2 Reviews
    Viewed 16 times in the last 48 hours
      • 2 BR
      • 2 BA
      • 1 HF BA
      • Sleeps 4
      House #346062vb
      22
        Wonderful! 4.9/5
        (32 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 6
        House #399780
        32
        Viewed 12 times in the last 48 hours
          Wonderful! 4.9/5
          (45 reviews)
          avg/night
          • 2 BR
          • 3 BA
          • Sleeps 6
          House #3020462
          45
          Viewed 12 times in the last 48 hours
            • 2 BR
            • 1 BA
            • 1 HF BA
            • Sleeps 6
            Mobile Home #901897vb
            Viewed 19 times in the last 48 hours
              avg/night
              • 3 BR
              • 1 BA
              • 1 HF BA
              • Sleeps 8
              House #957648vb
              Viewed 5 times in the last 48 hours
                Wonderful! 4.8/5
                (36 reviews)
                avg/night
                • 4 BR
                • 3 BA
                • Sleeps 8
                House #3586076
                36
                Viewed 22 times in the last 48 hours
                  • 2 BR
                  • 2 BA
                  • Sleeps 4
                  House #154122vb
                  2 Reviews
                  Viewed 7 times in the last 48 hours
                    Wonderful! 4.8/5
                    (14 reviews)
                    $73
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    House #424791vb
                    14
                    Viewed 13 times in the last 48 hours
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      House #737736vb
                      1 Review
                      Viewed 21 times in the last 48 hours
                        Excellent! 4.7/5
                        (7 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 3
                        Cottage #791238vb
                        7
                        Viewed 42 times in the last 48 hours
                          • 3 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 8
                          Mobile Home #920694vb
                            Wonderful! 4.8/5
                            (10 reviews)
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Sleeps 4
                            Cottage #789269vb
                            10
                            Viewed 28 times in the last 48 hours
                              avg/night
                              • 4 BR
                              • 2 BA
                              • Sleeps 10
                              House #916964vb
                              Viewed 5 times in the last 48 hours
                                Wonderful! 4.9/5
                                (8 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 6
                                House #791616vb
                                8
                                Viewed 47 times in the last 48 hours
                                  Very Good! 4.0/5
                                  (8 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Mobile Home #614049vb
                                  8
                                  Viewed 8 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (41 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    House #923749
                                    41
                                    Viewed 47 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (14 reviews)
                                      $83
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4
                                      House #678922vb
                                      14
                                      Viewed 10 times in the last 48 hours
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        House #853058vb
                                        2 Reviews
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          House #904124vb
                                            Exceptional! 5.0/5
                                            (13 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 10
                                            House #3807628
                                            13
                                            Viewed 11 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (6 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 3
                                              Cottage #319584
                                              6
                                              Viewed 14 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (7 reviews)
                                                avg/night
                                                • 6 BR
                                                • 4 BA
                                                • Sleeps 14
                                                House #326460vb
                                                7
                                                Viewed 58 times in the last 48 hours
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #622118vb
                                                  3
                                                  Viewed 22 times in the last 48 hours
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 10
                                                    House #873727vb
                                                    1 Review
                                                    Viewed 12 times in the last 48 hours
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #966759vb
                                                      Viewed 8 times in the last 48 hours
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        House #7073725
                                                          Exceptional! 5.0/5
                                                          (25 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          House #258472
                                                          25
                                                          Viewed 7 times in the last 48 hours
                                                            • 2 BR
                                                            • 3 BA
                                                            • Sleeps 6
                                                            House #882677vb
                                                            Viewed 51 times in the last 48 hours
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              House #890014vb
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                House #7017654
                                                                Viewed 15 times in the last 48 hours
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #764027vb
                                                                  3
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 5
                                                                    Cottage #3943994
                                                                    4
                                                                    Viewed 59 times in the last 48 hours
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      House #499540vb
                                                                      Viewed 7 times in the last 48 hours
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 5
                                                                        Cottage #3943993
                                                                        2 Reviews
                                                                        Viewed 22 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (5 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          House #489495vb
                                                                          5
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 7
                                                                            House #623065vb
                                                                            6
                                                                              Exceptional! 5.0/5
                                                                              (11 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              House #905554
                                                                              11
                                                                              Viewed 12 times in the last 48 hours
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 3
                                                                                Cottage #3943991
                                                                                Viewed 8 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 9
                                                                                  House #7119838
                                                                                  2 Reviews
                                                                                  Viewed 7 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (12 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    House #46707vb
                                                                                    12
                                                                                    Viewed 10 times in the last 48 hours
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 10
                                                                                      House #906800vb
                                                                                      1 Review
                                                                                      Viewed 14 times in the last 48 hours
                                                                                        • 3 BR
                                                                                        • Sleeps 6
                                                                                        House #410208vb
                                                                                        4
                                                                                          avg/night
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 3
                                                                                          Cottage #3943992
                                                                                          3
                                                                                          Viewed 11 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 6
                                                                                            House #800697vb
                                                                                            Viewed 5 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Villa #194747
                                                                                              4
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #899345vb
                                                                                                1 Review
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  House #874939vb
                                                                                                  Viewed 12 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #725328vb
                                                                                                    Viewed 5 times in the last 48 hours
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 4
                                                                                                      House #3652406
                                                                                                      3
                                                                                                      • 51 - 100 of 300+

                                                                                                      Summerland Key: Houses, Cottages & More | Page 2 (300+)

                                                                                                       

                                                                                                      Recent Summerland Key Reviews

                                                                                                      A very nice home and a welcoming owner

                                                                                                      5 of 5
                                                                                                      Our family of 6 adults and 3 babies enjoyed our stay very much, especially the breakfasts and dinners outside, on the balcony, overlooking a quiet canal
                                                                                                      • Submitted: Nov 20, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Very Quiet and Relaxing location

                                                                                                      5 of 5
                                                                                                      Very nice location by Cudjoe Bay. Central to all in the lower keys. Susan was very helpful and she offers great information about the area. We found an ideal place to relax in the Keys.
                                                                                                      • Submitted: Nov 9, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Beautiful rental in a quiet neighborhood.

                                                                                                      5 of 5
                                                                                                      Leo's house is comfortable with all the amenities needed for two or more people. We put our Sea Eagle kayak into the canal out back and paddled out to the Howe Key/Big Pine channel. Not a soul in sight! The Key deer were very cute though a little shy but we saw them every day. The neighbors were respectful and quiet. TVs in every room with premium channels too! Everything provided except for refrigerated items and dry staples. Could have used an ice cream scoop and Pizza cutter though! :-). Winn-Dixie is four miles away, and the pizza at Pizzaworks if very good. We spent our honeymoon there and would love to go back someday.
                                                                                                      • Submitted: Nov 7, 2016
                                                                                                      • Stayed: Oct 2016