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Favorite
    2
    $89
    avg/night
    Favorite
      Viewed 12 times in the last 48 hours
      7
      Exceptional! 5/5
      (7 reviews)
      $83
      avg/night
      Favorite
        Viewed 15 times in the last 48 hours
        17
        Wonderful! 4.9/5
        (17 reviews)
        avg/night
        Favorite
          Viewed 14 times in the last 48 hours
          3
          avg/night
          Favorite
            Viewed 32 times in the last 48 hours
            17
            Excellent! 4.6/5
            (17 reviews)
            avg/night
            Favorite
              Viewed 5 times in the last 48 hours
              avg/night
              Favorite
                Viewed 21 times in the last 48 hours
                2
                avg/night
                Favorite
                  Viewed 5 times in the last 48 hours
                  9
                  Exceptional! 5/5
                  (9 reviews)
                  avg/night
                  Favorite
                    Viewed 18 times in the last 48 hours
                    4
                    avg/night
                    Favorite
                      Viewed 69 times in the last 48 hours
                      10
                      Exceptional! 5/5
                      (10 reviews)
                      avg/night
                      Favorite
                        Viewed 10 times in the last 48 hours
                        avg/night
                        Favorite
                          Viewed 5 times in the last 48 hours
                          9
                          Exceptional! 5/5
                          (9 reviews)
                          avg/night
                          Favorite
                            avg/night
                            Favorite
                              Viewed 33 times in the last 48 hours
                              1
                              avg/night
                              Favorite
                                Viewed 10 times in the last 48 hours
                                avg/night
                                Favorite
                                  Viewed 7 times in the last 48 hours
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                                  Favorite
                                    Viewed 11 times in the last 48 hours
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                                    Favorite
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                                      Favorite
                                        Viewed 6 times in the last 48 hours
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                                        Favorite
                                          Viewed 15 times in the last 48 hours
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                                          Favorite
                                            Viewed 6 times in the last 48 hours
                                            avg/night
                                            Favorite
                                              Viewed 8 times in the last 48 hours
                                              11
                                              Excellent! 4.7/5
                                              (11 reviews)
                                              avg/night
                                              Favorite
                                                Viewed 6 times in the last 48 hours
                                                7
                                                Exceptional! 5/5
                                                (7 reviews)
                                                avg/night
                                                Favorite
                                                  Viewed 6 times in the last 48 hours
                                                  4
                                                  avg/night
                                                  Favorite
                                                    Viewed 20 times in the last 48 hours
                                                    avg/night
                                                    Favorite
                                                      avg/night
                                                      Favorite
                                                        Viewed 10 times in the last 48 hours
                                                        1
                                                        avg/night
                                                        Favorite
                                                          Viewed 7 times in the last 48 hours
                                                          avg/night
                                                          Favorite
                                                            Viewed 11 times in the last 48 hours
                                                            avg/night
                                                            Favorite
                                                              Viewed 7 times in the last 48 hours
                                                              avg/night
                                                              Favorite
                                                                8
                                                                Excellent! 4.3/5
                                                                (8 reviews)
                                                                avg/night
                                                                Favorite
                                                                  Viewed 29 times in the last 48 hours
                                                                  8
                                                                  Excellent! 4.5/5
                                                                  (8 reviews)
                                                                  avg/night
                                                                  Favorite
                                                                    avg/night
                                                                    Favorite
                                                                      Viewed 19 times in the last 48 hours
                                                                      3
                                                                      Exceptional! 5/5
                                                                      (3 reviews)
                                                                      avg/night
                                                                      Favorite
                                                                        Viewed 6 times in the last 48 hours
                                                                        12
                                                                        Wonderful! 4.9/5
                                                                        (12 reviews)
                                                                        avg/night
                                                                        Favorite
                                                                          avg/night
                                                                          Favorite
                                                                            Viewed 8 times in the last 48 hours
                                                                            1
                                                                            View details for price
                                                                            Favorite
                                                                              Viewed 15 times in the last 48 hours
                                                                              1
                                                                              avg/night
                                                                              Favorite
                                                                                Viewed 12 times in the last 48 hours
                                                                                30
                                                                                Exceptional! 5/5
                                                                                (30 reviews)
                                                                                avg/night
                                                                                Favorite
                                                                                  10
                                                                                  Exceptional! 5/5
                                                                                  (10 reviews)
                                                                                  avg/night
                                                                                  Favorite
                                                                                    Viewed 13 times in the last 48 hours
                                                                                    33
                                                                                    Exceptional! 5/5
                                                                                    (33 reviews)
                                                                                    avg/night
                                                                                    Favorite
                                                                                      avg/night
                                                                                      Favorite
                                                                                        1
                                                                                        avg/night
                                                                                        Favorite
                                                                                          $81
                                                                                          avg/night
                                                                                          Favorite
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                                                                                              Favorite
                                                                                                Viewed 12 times in the last 48 hours
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                                                                                                      Recent Upper Matecumbe Key Reviews

                                                                                                      A True Resort at Home

                                                                                                      5 of 5
                                                                                                      This home has an appeal of a resort and the privacy of an estate. We had the pleasure to stay here from June 20 to June 27 2015. Upon arrival everything was clean and amenities abound. We rent vacation homes often and rarely do we find them as clean as this one. The location was perfect, good restaurants and activities nearby. Jo Anne has always been helpful since we travel with handicapped and have specific requirements. Of course we recommend this home and its beautiful property and location to all our friends as long as they don't choose the dates we wish for next year. After dining at the nearby restaurants and a one day trip to Key West it was great just to stay home one night and dine in, enjoying the atmosphere, view and comfort of Southern Comfort. The night after our arrival back home we stumbled upon a television series called "Bloodline" which takes place in Islamorada, so it felt as if we were extending our latest visit seeing the locations we just left. Once again I should mention the house was perfect for our Keys get away and the accommodations were magnificent, especially having the separate apartment. Looking forward to next year at Southern Comfort again.
                                                                                                      • Submitted: Jul 22, 2015
                                                                                                      • Stayed: Jun 2015

                                                                                                      Awesome Resort

                                                                                                      5 of 5
                                                                                                      The owner designed and captured what represents Floridian style. So much detail was put into the entire premises, walkways, lagoon style pool and into the Princess Palm we stayed in. This was my first time there and won't be my last! Staff from the office to maintenance of the premises were friendly but respectful of our privacy. The boat marina accomodations are top notch as well.
                                                                                                      • Submitted: May 31, 2013
                                                                                                      • Stayed: May 2013