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  • Showing 1-50 of 300+
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    • 5 BR
    • 3 BA
    • Sleeps 12
    House #936770vb
    1
      • 4 BR
      • 3 BA
      • Sleeps 10
      House #873727vb
      1
        • 5 BR
        • 3 BA
        • 1 HF BA
        • Sleeps 10
        House #742748vb
        23
          • 3 BR
          • 2 BA
          • Sleeps 6
          House #489183vb
          3
            • 6 BR
            • 5 BA
            • Sleeps 14
            House #787793vb
            0
              • 3 BR
              • 2 BA
              • Sleeps 8
              House #923723vb
              0
                • 3 BR
                • 3 BA
                • 1 HF BA
                • Sleeps 6
                House #906264vb
                0
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  House #843425vb
                  1
                    • 2 BR
                    • 2 BA
                    • Sleeps 8
                    House #430548vb
                    14
                      • 3 BR
                      • 3 BA
                      • Sleeps 6
                      House #489418vb
                      1
                        • 5 BR
                        • 3 BA
                        • Sleeps 8
                        House #781611vb
                        1
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                          House #4055241
                          0
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            House #645534vb
                            2
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              House #480802vb
                              1
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                House #246296vb
                                7
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  House #936137vb
                                  0
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 6
                                    House #937191vb
                                    0
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 8
                                      House #386956
                                      0
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 10
                                        House #4434065
                                        0
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 8
                                          House #982347vb
                                          0
                                            • 4 BR
                                            • 4 BA
                                            • Sleeps 8
                                            House #436830vb
                                            6
                                              • 5 BR
                                              • 3 BA
                                              • Sleeps 18
                                              House #3650122
                                              4
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 8
                                                House #376170vb
                                                2
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #563144vb
                                                  1
                                                    • 5 BR
                                                    • 3 BA
                                                    • Sleeps 10
                                                    House #878798vb
                                                    2
                                                      Wonderful! 4.8/5
                                                      (40 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 3 BA
                                                      • Sleeps 10
                                                      House #437161vb
                                                      40
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 10
                                                        House #317093
                                                        83
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 8
                                                          House #3586076
                                                          39
                                                            Excellent! 4.6/5
                                                            (16 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Mobile Home #608866vb
                                                            16
                                                              Excellent! 4.5/5
                                                              (15 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Bungalow #3567100
                                                              15
                                                                Wonderful! 4.8/5
                                                                (24 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                House #552692vb
                                                                24
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 4
                                                                  Mobile Home #916079vb
                                                                  0
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    Mobile Home #488160vb
                                                                    14
                                                                      • 2 BR
                                                                      • 3 BA
                                                                      • Sleeps 6
                                                                      House #3020462
                                                                      46
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        Bungalow #754706vb
                                                                        4
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          House #791616vb
                                                                          8
                                                                            Exceptional! 5.0/5
                                                                            (23 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 5
                                                                            House #7043625
                                                                            23
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              House #328806vb
                                                                              29
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Sleeps 7
                                                                                House #899351vb
                                                                                1
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 3
                                                                                  Cottage #319584
                                                                                  7
                                                                                    Excellent! 4.7/5
                                                                                    (29 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    House #3499495
                                                                                    29
                                                                                      Excellent! 4.6/5
                                                                                      (41 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      Bungalow #300538vb
                                                                                      41
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 5
                                                                                        House #227040vb
                                                                                        2
                                                                                          • 6 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 14
                                                                                          House #951852
                                                                                          9
                                                                                            • 2 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 6
                                                                                            House #882677vb
                                                                                            1
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              Mobile Home #778556vb
                                                                                              6
                                                                                                Wonderful! 4.9/5
                                                                                                (27 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Cottage #298815vb
                                                                                                27
                                                                                                  Excellent! 4.5/5
                                                                                                  (31 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  House #232722
                                                                                                  31
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 5
                                                                                                    Cottage #3943994
                                                                                                    4
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      House #482434vb
                                                                                                      21
                                                                                                      • 1 - 50 of 300+

                                                                                                      Sugarloaf Key: Vacation Rentals (925)

                                                                                                       

                                                                                                      Recent Sugarloaf Key Reviews

                                                                                                      Gorgeous

                                                                                                      5 of 5
                                                                                                      Home was just as advertised and the manager of the property was awesome. He could not have been more helpful, nice and accommodating. Highly recommend this if you are looking for a place to call home for the week. Close enough to Key West, yet out of the hustle and bustle. I also have to say the Square Grouper down the road was an amazing dinner out! Thank you for letting us stay.
                                                                                                      • Submitted: Jan 13, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      The home was clean and well furnished. Good ocean view from upstairs deck.

                                                                                                      4 of 5
                                                                                                      We had a very nice time at this property. Nearby Mangrove Mamas had great seafood and prime rib. The ocean views were great. Nice chairs for sunning or reading right on waters edge. Lots of stairs, though. Maybe not the best for elderly with arthritic knees. The owner was very responsive to our needs and questions. This home is ideally situated between Key West and The beaches at Bahia Honda. Overall it was a very pleasant stay.
                                                                                                      • Submitted: Jan 1, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Great place ! Pet friendly:)

                                                                                                      5 of 5
                                                                                                      This place was great !!! We had such a great time. Very clean and quite . Kids enjoyed the pool and the canoes. It was very relaxing for all of us and our DOG too ! Very happy to found this pet friendly place . Everything was great . We will come back for sure .
                                                                                                      • Submitted: Dec 24, 2016
                                                                                                      • Stayed: Dec 2016