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Summerland Key: Houses, Cottages & More (488)

  • 1 - 30 of 488
    • 2 BR
    • 2 BA
    • Sleeps 6
    51
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      • 3 BR
      • 3 BA
      • Sleeps 6
      18
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        • Studio
        • 4 BA
        • Sleeps 12
          • 4 BR
          • 3 BA
          • 2 HF BA
          • Sleeps 10
          2 Reviews
            • 3 BR
            • 2 BA
            • Sleeps 10
            7
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              • 4 BR
              • 4 BA
              • Sleeps 12
              6
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                View details for price
                • 5 BR
                • 4 BA
                • Sleeps 12
                12
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                  • 5 BR
                  • 4 BA
                  • Sleeps 12
                  5
                    • 4 BR
                    • 3 BA
                    • 1 HF BA
                    • Sleeps 10
                    4
                      • 2 BR
                      • 2 BA
                      • Sleeps 8
                      4
                        • 3 BR
                        • 3 BA
                        • Sleeps 6
                        5
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                        24 hrs Confirmation within 24 hours
                          • 3 BR
                          • 2 BA
                          • Sleeps 10
                          7
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            5
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                                • 2 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 8
                                40
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                                24 hrs Confirmation within 24 hours
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 6
                                    $335
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    9
                                      • 5 BR
                                      • 4 BA
                                      • Sleeps 14
                                        $145
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        3
                                          • 4 BR
                                          • 2 BA
                                          • Sleeps 10
                                          1 Review
                                            $117
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 8
                                            5
                                              • 3 BR
                                              • 3 BA
                                              • 1 HF BA
                                              • Sleeps 6
                                              14
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                                              24 hrs Confirmation within 24 hours
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                4
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                                                24 hrs Confirmation within 24 hours
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  Request to Book View Details
                                                  24 hrs Confirmation within 24 hours
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                    13
                                                    Request to Book View Details
                                                    24 hrs Confirmation within 24 hours
                                                      • 5 BR
                                                      • 3 BA
                                                      • Sleeps 10
                                                      3
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                                                      24 hrs Confirmation within 24 hours
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        7
                                                        Request to Book View Details
                                                        24 hrs Confirmation within 24 hours
                                                          • 3 BR
                                                          • 3 BA
                                                          • Sleeps 8
                                                          2 Reviews
                                                          Request to Book View Details
                                                          24 hrs Confirmation within 24 hours
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            11
                                                            Request to Book View Details
                                                            24 hrs Confirmation within 24 hours
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              7
                                                              Request to Book View Details
                                                              24 hrs Confirmation within 24 hours
                                                              • 1 - 30 of 488
                                                               

                                                              Recent Summerland Key Reviews

                                                              housewith an awesome view

                                                              5 of 5
                                                              The house was just as described. Very nice!! I loved the privacy gate to the house. The owner George was very helpful with the questions we had. This was our third trip to the keys with my best friend and his wife. The view of the bay was awesome!! We did some Kayaking with the kayaks provided, some fishing. Even though the weather was the coldest since 1935 it was still better than Maine weather. Only 25 min drive to Key West! We decided that 1 week is not enough next year we will stay min 10 days, hopefully 2 weeks. We would definitely stay here again. Thanks George! Tim-Deb Martin Jeff-Cindy Clarke
                                                              • Submitted: Apr 13, 2016
                                                              • Stayed: Mar 2016

                                                              Great place to stay

                                                              5 of 5
                                                              We were a family of 5... Grandparents, parents and a 7 yr old. The house was great although we'd have liked an other bathroom. The location was spectacular and Venture out is wonderful. Huge warm pool, nice people everywhere and very clean and quiet. Bikes are a must have there and easily rented. We had one minor problem at the house and it was taken care of within 2 hours! Great vacation!!
                                                              • Submitted: Mar 29, 2016
                                                              • Stayed: Mar 2016

                                                              Wonderful Anniversary!!

                                                              5 of 5
                                                              My husband and I stayed here on our wedding anniversary. It had everything we needed. It was very clean and right on the water. It was beautiful. We had a wonderful time. They keys are one of my favorite places and I really enjoyed staying here. The owner Linda was very easy to work with and easy to get in touch with. It was also in a great location. One day we went to key west, one day we visited the state parks, and we were able to visit the dolphin rescue. I would definitely stay here again.
                                                              • Submitted: Feb 10, 2016
                                                              • Stayed: Jan 2016