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Summerland Key: Houses, Condos & More (710)

  • 1 - 50 of 710
Additional fees apply. Taxes may be added.
    • 2 BR
    • 2 BA
    • Sleeps 6
    59
      • 3 BR
      • 3 BA
      • Sleeps 6
      18
        • Studio
        • 4 BA
        • Sleeps 12
          • 4 BR
          • 3 BA
          • 2 HF BA
          • Sleeps 8
          2 Reviews
            • 3 BR
            • 3 BA
            • 1 HF BA
            • Sleeps 6
            19
              • 3 BR
              • 2 BA
              • Sleeps 10
              9
                View details for price
                • 5 BR
                • 4 BA
                • Sleeps 12
                14
                  • 5 BR
                  • 4 BA
                  • Sleeps 12
                  5
                    View details for price
                    • 5 BR
                    • 4 BA
                    • 1 HF BA
                    • Sleeps 10
                    1 Review
                      • 2 BR
                      • 2 BA
                      • Sleeps 8
                      4
                        • 4 BR
                        • 2 BA
                        • Sleeps 8
                        21
                          • 3 BR
                          • 3 BA
                          • Sleeps 6
                          5
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            5
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                                • 5 BR
                                • 3 BA
                                • Sleeps 11
                                  • 2 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 8
                                  40
                                    • 4 BR
                                    • 3 BA
                                    • Sleeps 10
                                    12
                                      • 5 BR
                                      • 3 BA
                                      • Sleeps 10
                                      1 Review
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 4
                                        13
                                          • 5 BR
                                          • 5 BA
                                          • Sleeps 10
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 5
                                              • 5 BR
                                              • 4 BA
                                              • Sleeps 10
                                                • 5 BR
                                                • 3 BA
                                                • Sleeps 10
                                                3
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  8
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    2 Reviews
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 10
                                                      2 Reviews
                                                        • 5 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 12
                                                        1 Review
                                                          • 5 BR
                                                          • 4 BA
                                                          • Sleeps 14
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    41
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      24
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        32
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            8
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 5
                                                                              30
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 5
                                                                                  12
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 5
                                                                                    11
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      3
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 6
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 7
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              14
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 6
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    • 1 - 50 of 710
                                                                                                     

                                                                                                    Recent Summerland Key Reviews

                                                                                                    perfect getaway

                                                                                                    5 of 5
                                                                                                    This is a great property. Its a perfect location in Summerland key, minutes to the ocean and lobster grounds. Fenced yard is great, as are hot tub and pool.
                                                                                                    • Submitted: Sep 2, 2016
                                                                                                    • Stayed: Jul 2016

                                                                                                    As Advertised - Responsive Owner - Great Time

                                                                                                    5 of 5
                                                                                                    We stayed at Summerland Estate for a week and had a great time. Property was as advertised, well-maintained, and comfortable. We only had one issue - problem with the microwave - owner responded immediately and had a new microwave installed. I'd give the property itself four stars + and our stay FIVE stars !
                                                                                                    • Submitted: May 31, 2016
                                                                                                    • Stayed: May 2016

                                                                                                    Another great Keys vacation!

                                                                                                    5 of 5
                                                                                                    Been vacationing in the Lower Keys for years, mostly staying on Little Torch Key. Decided to go a few miles down the road for this house because of the spa/pool to cool off in at end of day (much better than a hot tub in the Florida weather). We enjoyed it very much. The house is nice and super clean and we loved the proximity to the Square Grouper restaurant. Not cheap, as others have mentioned, but well worth the price for a great meal every time. Nice, quiet residential location and close enough for a day trip to Key West. Would recommend to anyone looking for a nice place to say.
                                                                                                    • Submitted: May 21, 2016
                                                                                                    • Stayed: May 2016