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    Wonderful! 4.9/5
    (15 reviews)
    avg/night
    • 5 BR
    • 5 BA
    • Sleeps 16
    Villa #654245vb
    15
    Viewed 64 times in the last 48 hours
      avg/night
      • 5 BR
      • 5 BA
      • Sleeps 12
      Villa #440010vb
      1
      Viewed 45 times in the last 48 hours
        Excellent! 4.5/5
        (11 reviews)
        avg/night
        • 5 BR
        • 5 BA
        • Sleeps 10
        Villa #27453vb
        11
        Viewed 38 times in the last 48 hours
          Wonderful! 4.9/5
          (36 reviews)
          avg/night
          • 3 BR
          • 3 BA
          • Sleeps 6
          Villa #328737vb
          36
          Viewed 46 times in the last 48 hours
            avg/night
            • Studio
            • 5 BA
            • 1 HF BA
            • Sleeps 10
            Villa #3950049
            1
            Viewed 9 times in the last 48 hours
              avg/night
              • 3 BR
              • 3 BA
              • Sleeps 6
              Villa #574685vb
              1
              Viewed 6 times in the last 48 hours
                • 2 BR
                • 2 BA
                • Sleeps 6
                Villa #1274922a
                Viewed 6 times in the last 48 hours
                  avg/night
                  • 5 BR
                  • 5 BA
                  • 1 HF BA
                  • Sleeps 10
                  Villa #4320612
                  Viewed 12 times in the last 48 hours
                    • 5 BR
                    • 4 BA
                    • Sleeps 10
                    Villa #4046116
                      • 6 BR
                      • 6 BA
                      • Sleeps 12
                      Villa #4320638
                      3
                      Viewed 10 times in the last 48 hours
                        Exceptional! 5/5
                        (6 reviews)
                        avg/night
                        • 5 BR
                        • 5 BA
                        • Sleeps 10
                        Villa #204449
                        6
                        Viewed 60 times in the last 48 hours
                          Wonderful! 4.9/5
                          (20 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 5
                          Villa #87855vb
                          20
                          Viewed 48 times in the last 48 hours
                            Wonderful! 4.8/5
                            (16 reviews)
                            avg/night
                            • 3 BR
                            • 3 BA
                            • Sleeps 8
                            Villa #89619vb
                            16
                            Viewed 43 times in the last 48 hours
                              avg/night
                              • 2 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 4
                              Villa #329528vb
                              1
                              Viewed 15 times in the last 48 hours
                                • 10 BR
                                • 5 BA
                                • Sleeps 5
                                Villa #4114172
                                1
                                  Wonderful! 4.9/5
                                  (18 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 5
                                  Villa #947779vb
                                  18
                                  Viewed 33 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (25 reviews)
                                    avg/night
                                    • 4 BR
                                    • 4 BA
                                    • Sleeps 10
                                    Villa #640347vb
                                    25
                                    Viewed 107 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (25 reviews)
                                      avg/night
                                      • 5 BR
                                      • 5 BA
                                      • Sleeps 16
                                      Villa #975279vb
                                      25
                                      Viewed 36 times in the last 48 hours
                                        avg/night
                                        • 5 BR
                                        • 5 BA
                                        • Sleeps 10
                                        Villa #4164935
                                        Viewed 6 times in the last 48 hours
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 6
                                          Villa #716101vb
                                          3
                                          Viewed 29 times in the last 48 hours
                                            • 2 BR
                                            • 3 BA
                                            • Sleeps 4
                                            Villa #3603937
                                              • 3 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 6
                                              Villa #4321257
                                                avg/night
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 6
                                                Villa #4320617
                                                Viewed 5 times in the last 48 hours
                                                  • 5 BR
                                                  • 2 BA
                                                  • Sleeps 10
                                                  Villa #4472527
                                                  Viewed 5 times in the last 48 hours
                                                    • 6 BR
                                                    • 6 BA
                                                    • Sleeps 12
                                                    Villa #4437174
                                                      • 3 BR
                                                      • 3 BA
                                                      • Sleeps 6
                                                      Villa #4470123
                                                        • 5 BR
                                                        • 5 BA
                                                        • Sleeps 10
                                                        Villa #4436487
                                                          • 5 BR
                                                          • 6 BA
                                                          • 1 HF BA
                                                          • Sleeps 10
                                                          Villa #4321530
                                                            • 5 BR
                                                            • 5 BA
                                                            • Sleeps 12
                                                            Villa #4283376
                                                              • 3 BR
                                                              • 3 BA
                                                              • Sleeps 6
                                                              Villa #4313601
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 6
                                                                Villa #4287998
                                                                  • 5 BR
                                                                  • 4 BA
                                                                  • Sleeps 12
                                                                  Villa #3236880
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 6
                                                                    Villa #3236570
                                                                    1
                                                                      Exceptional! 5/5
                                                                      (56 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 6
                                                                      Villa #277134vb
                                                                      56
                                                                      Viewed 118 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (49 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 6
                                                                        Villa #249330
                                                                        49
                                                                        Viewed 59 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (19 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 5
                                                                          Villa #683415vb
                                                                          19
                                                                          Viewed 30 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (28 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 6
                                                                            Villa #300747vb
                                                                            28
                                                                            Viewed 89 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (7 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 5
                                                                              Villa #869224vb
                                                                              7
                                                                              Viewed 55 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (32 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                Villa #658170vb
                                                                                32
                                                                                Viewed 45 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (43 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 10
                                                                                  Villa #306272vb
                                                                                  43
                                                                                  Viewed 78 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (11 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    Villa #591290vb
                                                                                    11
                                                                                    Viewed 29 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (9 reviews)
                                                                                      avg/night
                                                                                      • 6 BR
                                                                                      • 6 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 14
                                                                                      Villa #752512vb
                                                                                      9
                                                                                      Viewed 68 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (28 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 5
                                                                                        Villa #596056vb
                                                                                        28
                                                                                        Viewed 17 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (39 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Villa #173339
                                                                                          39
                                                                                          Viewed 48 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (19 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 4 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 8
                                                                                            Villa #783957vb
                                                                                            19
                                                                                            Viewed 18 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (38 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 6
                                                                                              Villa #269820vb
                                                                                              38
                                                                                              Viewed 42 times in the last 48 hours
                                                                                                Exceptional! 5/5
                                                                                                (22 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 4 BA
                                                                                                • 2 HF BA
                                                                                                • Sleeps 10
                                                                                                Villa #643441vb
                                                                                                22
                                                                                                Viewed 67 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (7 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 6
                                                                                                  Villa #693733vb
                                                                                                  7
                                                                                                  Viewed 12 times in the last 48 hours
                                                                                                    Excellent! 4.7/5
                                                                                                    (12 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    Villa #495735vb
                                                                                                    12
                                                                                                    Viewed 24 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (44 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 8
                                                                                                      Villa #134039vb
                                                                                                      44
                                                                                                      Viewed 43 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Simpson Bay: Villa Rentals (444)

                                                                                                       

                                                                                                      Recent Simpson Bay Reviews

                                                                                                      A Catchy Title!

                                                                                                      5 of 5
                                                                                                      Helpful staff, smooth experience. Everything was great. Rental Escapes made it easy to get a really nice place for us to stay and helped ensure everything went smoothly. I wouldn't hesitate to book through them again.
                                                                                                      • Submitted: Mar 23, 2017
                                                                                                      • Stayed: Mar 2017

                                                                                                      Perfect vacation

                                                                                                      5 of 5
                                                                                                      Beautiful property. All our needs met. Truly an amazing week.
                                                                                                      • Submitted: Mar 5, 2017
                                                                                                      • Stayed: Feb 2017

                                                                                                      Favorite place on island

                                                                                                      5 of 5
                                                                                                      So we found villa Leone 7 years ago and were very reluctant. We had not been to the island, we had not used home away.... But so glad we have. We have been back every year since and every year we extend our stay longer, this year was 3 weeks!! Frank is a super and very attentive owner, he always responds to emails quickly and Villa Leone is fantastic!!! It's not fancy but it is clean, comfortable and RIGHT ON THE OCEAN!!!! We just love it. The peacefulness of Guana Bay is a true delight we like that there are no hotels around and hundred of people. This home is spacious and easy to entertain. This year we hired a chef to come in and cook for us a couple times as a treat, with franks recomondation we hired a massage therapist to come a few time and she (Patti) is PHENOMINAL!!! I highly recommend Villa Leone. Stay once and you will stay again. Best value on island.
                                                                                                      • Submitted: Mar 4, 2017
                                                                                                      • Stayed: Feb 2017