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Favorite
    Viewed 8 times in the last 48 hours
    $89
    avg/night
    (30 nights min)
    #1030281
    3
    Favorite
      Viewed 13 times in the last 48 hours
      Exceptional! 5/5
      (7 reviews)
      $83
      avg/night
      (28 nights min)
      #724831
      7
      Favorite
        Viewed 26 times in the last 48 hours
        avg/night
        (5 nights min)
        #1021238
        3
        Favorite
          Viewed 20 times in the last 48 hours
          Wonderful! 4.9/5
          (18 reviews)
          svg-lightning
          avg/night
          (7 nights min)
          #34491
          18
          Favorite
            avg/night
            (28 nights min)
            #745919
            Favorite
              Viewed 27 times in the last 48 hours
              avg/night
              (2 - 4 nights min)
              #746312
              2
              Favorite
                Viewed 19 times in the last 48 hours
                Excellent! 4.6/5
                (17 reviews)
                avg/night
                (7 - 28 nights min)
                #36742
                17
                Favorite
                  Viewed 27 times in the last 48 hours
                  Exceptional! 5/5
                  (10 reviews)
                  avg/night
                  (4 - 7 nights min)
                  #209276
                  10
                  Favorite
                    Viewed 56 times in the last 48 hours
                    avg/night
                    (5 nights min)
                    #1021237
                    4
                    Favorite
                      Viewed 10 times in the last 48 hours
                      Exceptional! 5/5
                      (9 reviews)
                      avg/night
                      (6 nights min)
                      #801416
                      9
                      Favorite
                        Viewed 8 times in the last 48 hours
                        Exceptional! 5/5
                        (9 reviews)
                        avg/night
                        (7 nights min)
                        #33938
                        9
                        Favorite
                          Viewed 13 times in the last 48 hours
                          avg/night
                          (3 nights min)
                          #883031
                          1
                          Favorite
                            avg/night
                            (28 nights min)
                            #1108924
                            Favorite
                              avg/night
                              (3 nights min)
                              #883028
                              Favorite
                                Viewed 19 times in the last 48 hours
                                avg/night
                                (3 nights min)
                                #883026
                                Favorite
                                  Viewed 6 times in the last 48 hours
                                  avg/night
                                  (7 nights min)
                                  #937523
                                  Favorite
                                    Viewed 20 times in the last 48 hours
                                    avg/night
                                    (28 nights min)
                                    #1100727
                                    Favorite
                                      Viewed 23 times in the last 48 hours
                                      Premier Partner
                                      avg/night
                                      (7 nights min)
                                      #1174114
                                      Favorite
                                        avg/night
                                        (3 nights min)
                                        #883033
                                        Favorite
                                          Viewed 12 times in the last 48 hours
                                          avg/night
                                          (3 nights min)
                                          #883030
                                          Favorite
                                            Viewed 6 times in the last 48 hours
                                            avg/night
                                            (3 nights min)
                                            #883032
                                            Favorite
                                              Viewed 13 times in the last 48 hours
                                              avg/night
                                              (3 nights min)
                                              #883029
                                              Favorite
                                                Viewed 5 times in the last 48 hours
                                                avg/night
                                                (7 nights min)
                                                #1125433
                                                Favorite
                                                  Viewed 13 times in the last 48 hours
                                                  avg/night
                                                  (7 nights min)
                                                  #1136457
                                                  Favorite
                                                    Viewed 10 times in the last 48 hours
                                                    Excellent! 4.7/5
                                                    (11 reviews)
                                                    svg-lightning
                                                    avg/night
                                                    (7 nights min)
                                                    #36559
                                                    11
                                                    Favorite
                                                      Viewed 6 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (3 reviews)
                                                      avg/night
                                                      (7 nights min)
                                                      #173155
                                                      3
                                                      Favorite
                                                        Viewed 24 times in the last 48 hours
                                                        avg/night
                                                        (7 nights min)
                                                        #471432
                                                        4
                                                        Favorite
                                                          Viewed 5 times in the last 48 hours
                                                          avg/night
                                                          (3 nights min)
                                                          #883027
                                                          1
                                                          Favorite
                                                            Viewed 15 times in the last 48 hours
                                                            avg/night
                                                            (3 nights min)
                                                            #883024
                                                            Favorite
                                                              Viewed 8 times in the last 48 hours
                                                              avg/night
                                                              (28 nights min)
                                                              #780762
                                                              Favorite
                                                                Viewed 7 times in the last 48 hours
                                                                Excellent! 4.3/5
                                                                (8 reviews)
                                                                avg/night
                                                                (7 nights min)
                                                                #72385
                                                                8
                                                                Favorite
                                                                  Viewed 5 times in the last 48 hours
                                                                  avg/night
                                                                  (30 nights min)
                                                                  #152327
                                                                  Favorite
                                                                    Viewed 10 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (12 reviews)
                                                                    avg/night
                                                                    (7 nights min)
                                                                    #189714
                                                                    12
                                                                    Favorite
                                                                      Viewed 6 times in the last 48 hours
                                                                      avg/night
                                                                      (7 nights min)
                                                                      #7044505ha
                                                                      Favorite
                                                                        Viewed 11 times in the last 48 hours
                                                                        View details for price
                                                                        (7 nights min)
                                                                        #7045797ha
                                                                        1
                                                                        Favorite
                                                                          Viewed 6 times in the last 48 hours
                                                                          Exceptional! 5/5
                                                                          (7 reviews)
                                                                          svg-lightning
                                                                          avg/night
                                                                          (7 nights min)
                                                                          #286201
                                                                          7
                                                                          Favorite
                                                                            Viewed 26 times in the last 48 hours
                                                                            avg/night
                                                                            (2 nights min)
                                                                            #294142ha
                                                                            1
                                                                            Favorite
                                                                              Viewed 11 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (30 reviews)
                                                                              avg/night
                                                                              (7 nights min)
                                                                              #370890
                                                                              30
                                                                              Favorite
                                                                                Exceptional! 5/5
                                                                                (10 reviews)
                                                                                avg/night
                                                                                (28 nights min)
                                                                                #429489
                                                                                10
                                                                                Favorite
                                                                                  Viewed 5 times in the last 48 hours
                                                                                  Exceptional! 5/5
                                                                                  (33 reviews)
                                                                                  avg/night
                                                                                  (7 nights min)
                                                                                  #429859
                                                                                  33
                                                                                  Favorite
                                                                                    avg/night
                                                                                    (27 nights min)
                                                                                    #3633231ha
                                                                                    Favorite
                                                                                      avg/night
                                                                                      (28 nights min)
                                                                                      #689629
                                                                                      1
                                                                                      Favorite
                                                                                        Viewed 6 times in the last 48 hours
                                                                                        avg/night
                                                                                        (29 nights min)
                                                                                        #991306
                                                                                        Favorite
                                                                                          avg/night
                                                                                          (7 nights min)
                                                                                          #4555934ha
                                                                                          Favorite
                                                                                            Viewed 5 times in the last 48 hours
                                                                                            avg/night
                                                                                            (7 nights min)
                                                                                            #4555929ha
                                                                                            Favorite
                                                                                              Viewed 15 times in the last 48 hours
                                                                                              avg/night
                                                                                              (7 nights min)
                                                                                              #4555962ha
                                                                                              Favorite
                                                                                                Viewed 7 times in the last 48 hours
                                                                                                avg/night
                                                                                                (7 nights min)
                                                                                                #4555973ha
                                                                                                Favorite
                                                                                                  Viewed 5 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  (7 nights min)
                                                                                                  #4555932ha
                                                                                                  Favorite
                                                                                                    Viewed 24 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    (7 nights min)
                                                                                                    #4555994ha
                                                                                                    Favorite
                                                                                                      avg/night
                                                                                                      (7 nights min)
                                                                                                      #4543764ha
                                                                                                       

                                                                                                      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