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  • Showing 1-50 of 160
Additional fees apply. Taxes may be added.
    • 5 BR
    • 5 BA
    • Sleeps 10
    House #4195487
    1
      • 2 BR
      • 2 BA
      • Sleeps 4
      House #4288673
        • 5 BR
        • 5 BA
        • Sleeps 16
        House #4132997
        Viewed 11 times in the last 48 hours
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 2
          House #4288674
          Viewed 6 times in the last 48 hours
            • 2 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 4
            House #4153969
              • 2 BR
              • 2 BA
              • Sleeps 4
              House #3973443
                • 5 BR
                • 5 BA
                • Sleeps 12
                House #4174011
                  Exceptional! 5/5
                  (31 reviews)
                  avg/night
                  • 2 BR
                  • 2 BA
                  • Sleeps 4
                  House #651606vb
                  31
                  Viewed 98 times in the last 48 hours
                    Wonderful! 4.9/5
                    (26 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    House #268615vb
                    26
                    Viewed 60 times in the last 48 hours
                      Excellent! 4.7/5
                      (6 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      House #634484vb
                      6
                      Viewed 19 times in the last 48 hours
                        Wonderful! 4.8/5
                        (8 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 2
                        House #3668813
                        8
                        Viewed 18 times in the last 48 hours
                          Exceptional! 5/5
                          (32 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 6
                          House #932017
                          32
                          Viewed 20 times in the last 48 hours
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            House #4029922
                            Viewed 26 times in the last 48 hours
                              avg/night
                              • 6 BR
                              • 6 BA
                              • Sleeps 12
                              House #4120409
                              Viewed 10 times in the last 48 hours
                                • 6 BR
                                • 6 BA
                                • 1 HF BA
                                • Sleeps 12
                                House #4212066
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 2
                                  House #4238641
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 2
                                    House #4003509
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 2
                                      House #4238647
                                        avg/night
                                        • 5 BR
                                        • 5 BA
                                        • Sleeps 10
                                        House #4135809
                                        Viewed 6 times in the last 48 hours
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 2
                                          House #4238632
                                            • 9 BR
                                            • 3 BA
                                            • Sleeps 14
                                            House #6773310
                                            Viewed 10 times in the last 48 hours
                                              • 2 BR
                                              • 3 BA
                                              • Sleeps 6
                                              House #997447vb
                                                avg/night
                                                • 2 BR
                                                • 3 BA
                                                • Sleeps 4
                                                House #3971295
                                                Viewed 10 times in the last 48 hours
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 2
                                                  House #4238619
                                                    • 5 BR
                                                    • 5 BA
                                                    • Sleeps 10
                                                    House #4262371
                                                      • 3 BR
                                                      • 3 BA
                                                      • Sleeps 6
                                                      House #4262373
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 4
                                                        House #4262374
                                                          • 4 BR
                                                          • 4 BA
                                                          • Sleeps 8
                                                          House #4262372
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            House #4284294
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 4
                                                              House #4003528
                                                              Viewed 5 times in the last 48 hours
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                House #4003725
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 4
                                                                  House #4284293
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    House #4238653
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      House #4212029
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        House #4003506
                                                                          • 3 BR
                                                                          • 3 BA
                                                                          • Sleeps 6
                                                                          House #4284303
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 6
                                                                            House #3976307
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              House #4124715
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                House #4238625
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 6
                                                                                  House #4003855
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    House #4284302
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      House #4284295
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 2
                                                                                        House #4284300
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          House #4003514
                                                                                            • 6 BR
                                                                                            • 6 BA
                                                                                            • Sleeps 12
                                                                                            House #4003632
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 6
                                                                                              House #3973503
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                House #4238636
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  House #4057113
                                                                                                    • 3 BR
                                                                                                    • 5 BA
                                                                                                    • Sleeps 6
                                                                                                    House #4294572
                                                                                                    • 1 - 50 of 160
                                                                                                     

                                                                                                    Recent Simpson Bay Reviews

                                                                                                    Couldn't be nicer!

                                                                                                    5 of 5
                                                                                                    Absolutely spectactual
                                                                                                    • Submitted: Feb 27, 2017
                                                                                                    • Stayed: Feb 2017

                                                                                                    Peaceful; beautiful view; awesome hospitality.

                                                                                                    4 of 5
                                                                                                    Great bed and breakfast. Awesome food prepared by a sweet lady. Wish it was on the beach or closer drive to the beach. But everything else was great.
                                                                                                    • Submitted: Feb 22, 2017
                                                                                                    • Stayed: Feb 2017

                                                                                                    Sunshine it is!

                                                                                                    5 of 5
                                                                                                    Rikki, the property manager was easy to work with and very helpful. The property was in good condition, clean and ready upon arrival. The villa basically looked like what's represented in the pictures. Unfortunately, some of the windows that we shown open in the pictures in the bedrooms were actually blocked by storm shutters so no visible views to the outside. Although some of the views to the outside were obstructed, the rooms were big so they didn't feel as closed in as they could have. The pool area was very nice, spacious and comfortable. You could see cruise ships and sailboats sailing by. We enjoyed having dinner and hanging out listening to music by the pool. Becky, the housekeeper did a fabulous job keeping the house clean
                                                                                                    • Submitted: Jun 20, 2016
                                                                                                    • Stayed: Jun 2016