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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Wonderful! 4.9/5
    (47 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 2
    Condo #137398vb
    47
    Viewed 60 times in the last 48 hours
      Exceptional! 5.0/5
      (20 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • 1 HF BA
      • Sleeps 5
      Condo #3644841
      20
      Viewed 64 times in the last 48 hours
        Exceptional! 5.0/5
        (20 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 4
        Condo #392981vb
        20
        Viewed 66 times in the last 48 hours
          • 1 BR
          • 1 BA
          • Sleeps 4
          Condo #784265vb
          2
          Viewed 7 times in the last 48 hours
            Excellent! 4.4/5
            (13 reviews)
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 3
            Condo #654250vb
            13
            Viewed 18 times in the last 48 hours
              Wonderful! 4.9/5
              (24 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 4
              Condo #110671vb
              24
              Viewed 32 times in the last 48 hours
                Exceptional! 5.0/5
                (9 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 4
                Condo #588509vb
                9
                Viewed 25 times in the last 48 hours
                  Exceptional! 5.0/5
                  (5 reviews)
                  avg/night
                  • 3 BR
                  • 3 BA
                  • Sleeps 6
                  Condo #630630vb
                  5
                  Viewed 13 times in the last 48 hours
                    Wonderful! 4.8/5
                    (8 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    Condo #153028vb
                    8
                    Viewed 48 times in the last 48 hours
                      Wonderful! 4.9/5
                      (8 reviews)
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 4
                      Condo #232586
                      8
                      Viewed 42 times in the last 48 hours
                        avg/night
                        • 1 BR
                        • 2 BA
                        • Sleeps 4
                        Condo #377152vb
                        3
                        Viewed 42 times in the last 48 hours
                          avg/night
                          • 2 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 4
                          Condo #339111vb
                          4
                          Viewed 18 times in the last 48 hours
                            Exceptional! 5.0/5
                            (6 reviews)
                            avg/night
                            • 1 BR
                            • 1 BA
                            • 1 HF BA
                            • Sleeps 2
                            Condo #713903vb
                            6
                            Viewed 12 times in the last 48 hours
                              avg/night
                              • 1 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 3
                              Condo #824019vb
                              3
                              Viewed 34 times in the last 48 hours
                                Exceptional! 5.0/5
                                (9 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • 1 HF BA
                                • Sleeps 3
                                Condo #143206vb
                                9
                                Viewed 20 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (29 reviews)
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 3
                                  Condo #66671vb
                                  29
                                  Viewed 35 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (12 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 4
                                    Condo #365157vb
                                    12
                                    Viewed 101 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (10 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4
                                      Condo #339989vb
                                      10
                                      Viewed 8 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (11 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 4
                                        Condo #184582
                                        11
                                        Viewed 9 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (26 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          Condo #256530vb
                                          26
                                          Viewed 17 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (8 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 4
                                            Condo #476090vb
                                            8
                                            Viewed 34 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (27 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Condo #80463vb
                                              27
                                              Viewed 32 times in the last 48 hours
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Condo #4198976
                                                Viewed 35 times in the last 48 hours
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 4
                                                  Condo #782374vb
                                                  1
                                                    Exceptional! 5.0/5
                                                    (45 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Condo #297895vb
                                                    45
                                                    Viewed 17 times in the last 48 hours
                                                      • 2 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 4
                                                      Condo #114615vb
                                                        Exceptional! 5.0/5
                                                        (11 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 5
                                                        Condo #437060vb
                                                        11
                                                        Viewed 22 times in the last 48 hours
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Condo #789999vb
                                                          Viewed 48 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (6 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Condo #790847vb
                                                            6
                                                            Viewed 25 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (36 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 6
                                                              Condo #274939vb
                                                              36
                                                              Viewed 20 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (6 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 3 BA
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                Condo #962090vb
                                                                6
                                                                Viewed 87 times in the last 48 hours
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 3
                                                                  Condo #903615vb
                                                                  Viewed 34 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (30 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Condo #321901vb
                                                                    30
                                                                    Viewed 5 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (17 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 5
                                                                      Condo #356381vb
                                                                      17
                                                                      Viewed 18 times in the last 48 hours
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 4
                                                                        Condo #88462vb
                                                                        4
                                                                        Viewed 11 times in the last 48 hours
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          Condo #4166995
                                                                            Wonderful! 4.8/5
                                                                            (6 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            Condo #349212vb
                                                                            6
                                                                            Viewed 41 times in the last 48 hours
                                                                              Very Good! 4.0/5
                                                                              (7 reviews)
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Condo #3854789
                                                                              7
                                                                              Viewed 25 times in the last 48 hours
                                                                                • 3 BR
                                                                                • 3 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 6
                                                                                Condo #964881vb
                                                                                Viewed 32 times in the last 48 hours
                                                                                  Excellent! 4.3/5
                                                                                  (12 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Condo #349244vb
                                                                                  12
                                                                                  Viewed 17 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Condo #4164181
                                                                                    1
                                                                                    Viewed 36 times in the last 48 hours
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 6
                                                                                      Condo #4320620
                                                                                      1
                                                                                      Viewed 13 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 6
                                                                                        Condo #4363137
                                                                                        Viewed 25 times in the last 48 hours
                                                                                          • 4 BR
                                                                                          • 4 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 9
                                                                                          Condo #969345vb
                                                                                          3
                                                                                          Viewed 90 times in the last 48 hours
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            Condo #980598vb
                                                                                            3
                                                                                            Viewed 54 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (20 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Condo #369900
                                                                                              20
                                                                                              Viewed 15 times in the last 48 hours
                                                                                                Excellent! 4.5/5
                                                                                                (8 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Condo #349213vb
                                                                                                8
                                                                                                Viewed 17 times in the last 48 hours
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Condo #900422vb
                                                                                                  Viewed 11 times in the last 48 hours
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Condo #900381vb
                                                                                                    1
                                                                                                    Viewed 18 times in the last 48 hours
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Condo #900421vb
                                                                                                      1
                                                                                                      Viewed 17 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Simpson Bay Reviews

                                                                                                      Exceptional

                                                                                                      5 of 5
                                                                                                      This property will not disappoint and is on the best beach the island has to offer! The deck is amazing with numerous places to sit. We loved the restaurants the owners recommended. Thanks for letting us use your place! The Lawsons
                                                                                                      • Submitted: Jan 7, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      the best ever

                                                                                                      5 of 5
                                                                                                      this unit is great. stayed there for our 2nd week with family that came down & we had plenty of room. It never felt like we were on top of each other. there were 7 of us & we were very comfortable. we have a unit on the 2nd floor for the week before this. the view is just breathtaking. we are already planning on 2017 vacation for this unit & family fun.
                                                                                                      • Submitted: Dec 2, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      A wonderful vacation

                                                                                                      5 of 5
                                                                                                      We had a terrific time during our vacation in St. Maarten, and this was in large part due to the great condo we stayed in. Staying here was so much better than a hotel, it was great to have space for our family to spread out and were so impressed with all the little touches - from the water and ice waiting for us upon arrival to having beach chairs and coolers available for us to use during the stay. Johanna said all we need to pack is our clothes and sunscreen - and she was right. The location of the condo was just perfect! We loved being close to the airport and it seems like you can get everywhere easily by car from Simpson Bay. We also liked all the restaurants located right in the area that were easy to walk, or drive, to. We had two children with us (ages 16 and 13) and they really enjoyed having what felt like their own private pool right off the deck. They loved ending their days with a late night swim. While the condo location itself is great, this particular unit is ideal since it's on the first floor and you're about two steps to the pool and just a few more steps to the Caribbean! Much better than staying on a condo on a high floor where getting into the water means taking an elevator ride. Johanna made everything so easy for us. From suggesting a rental car agency (and even calling them to make arrangements for us to return the car earlier than they normally open) to providing a wealth of information about the area, she couldn't have been more helpful! When you rent this unit you get the benefit of working with someone who is also a travel agent and provides a level of service that makes you feel like a valued customer. I look forward to returning to St. Maarten, and I know where I'll be staying when I do!
                                                                                                      • Submitted: Nov 1, 2016
                                                                                                      • Stayed: Oct 2016