Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit
  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
  View map Map
    Wonderful! 4.9/5
    (15 reviews)
    avg/night
    • 5 BR
    • 5 BA
    • Sleeps 16
    Villa #654245vb
    15
    Viewed 70 times in the last 48 hours
      Excellent! 4.5/5
      (10 reviews)
      avg/night
      • 5 BR
      • 5 BA
      • Sleeps 10
      Villa #27453vb
      10
      Viewed 28 times in the last 48 hours
        Wonderful! 4.9/5
        (35 reviews)
        avg/night
        • 3 BR
        • 3 BA
        • Sleeps 6
        Villa #328737vb
        35
        Viewed 67 times in the last 48 hours
          • 5 BR
          • 4 BA
          • Sleeps 12
          Villa #904370vb
          Viewed 47 times in the last 48 hours
            avg/night
            • 4 BR
            • 4 BA
            • Sleeps 10
            Villa #859201vb
            Viewed 7 times in the last 48 hours
              • 3 BR
              • 3 BA
              • Sleeps 8
              Villa #4239782
              1
              Viewed 27 times in the last 48 hours
                Wonderful! 4.9/5
                (20 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 5
                Villa #87855vb
                20
                Viewed 54 times in the last 48 hours
                  Exceptional! 5.0/5
                  (6 reviews)
                  avg/night
                  • 5 BR
                  • 5 BA
                  • Sleeps 10
                  Villa #204449
                  6
                  Viewed 10 times in the last 48 hours
                    avg/night
                    • 1 BR
                    • 2 BA
                    • Sleeps 5
                    Villa #831543vb
                    1
                    Viewed 6 times in the last 48 hours
                      • 2 BR
                      • 2 BA
                      • Sleeps 5
                      Villa #831545vb
                      1
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        Villa #831547vb
                        Viewed 5 times in the last 48 hours
                          Wonderful! 4.8/5
                          (16 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • Sleeps 8
                          Villa #89619vb
                          16
                          Viewed 31 times in the last 48 hours
                            avg/night
                            • Studio
                            • 5 BA
                            • 1 HF BA
                            • Sleeps 10
                            Villa #3950049
                            Viewed 20 times in the last 48 hours
                              • 10 BR
                              • 5 BA
                              • Sleeps 5
                              Villa #4114172
                              Viewed 5 times in the last 48 hours
                                Wonderful! 4.9/5
                                (21 reviews)
                                avg/night
                                • 4 BR
                                • 4 BA
                                • Sleeps 10
                                Villa #640347vb
                                21
                                Viewed 62 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (16 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 5
                                  Villa #947779vb
                                  16
                                  Viewed 35 times in the last 48 hours
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 4
                                    Villa #904634vb
                                    1
                                    Viewed 10 times in the last 48 hours
                                      • 2 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 4
                                      Villa #329528vb
                                      1
                                        avg/night
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 6
                                        Villa #574685vb
                                        1
                                        Viewed 14 times in the last 48 hours
                                          • 4 BR
                                          • 4 BA
                                          • Sleeps 10
                                          Villa #858955vb
                                          Viewed 9 times in the last 48 hours
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Villa #1274922a
                                            Viewed 11 times in the last 48 hours
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Villa #904513vb
                                              Viewed 17 times in the last 48 hours
                                                avg/night
                                                • 5 BR
                                                • 5 BA
                                                • 1 HF BA
                                                • Sleeps 10
                                                Villa #4320612
                                                Viewed 7 times in the last 48 hours
                                                  avg/night
                                                  • 5 BR
                                                  • 4 BA
                                                  • Sleeps 10
                                                  Villa #4046116
                                                  Viewed 8 times in the last 48 hours
                                                    • 6 BR
                                                    • 6 BA
                                                    • Sleeps 12
                                                    Villa #4320638
                                                    3
                                                    Viewed 17 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (25 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 5 BA
                                                      • Sleeps 16
                                                      Villa #975279vb
                                                      25
                                                      Viewed 61 times in the last 48 hours
                                                        • 5 BR
                                                        • 5 BA
                                                        • Sleeps 10
                                                        Villa #4164935
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 6
                                                          Villa #716101vb
                                                          3
                                                          Viewed 14 times in the last 48 hours
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                            Villa #904404vb
                                                            Viewed 8 times in the last 48 hours
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Villa #884654vb
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Villa #859189vb
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Villa #882431vb
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Villa #904506vb
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 6
                                                                      Villa #995197vb
                                                                      Viewed 9 times in the last 48 hours
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        Villa #859195vb
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Villa #858943vb
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Villa #904496vb
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 6
                                                                              Villa #4321257
                                                                              Viewed 8 times in the last 48 hours
                                                                                • 5 BR
                                                                                • 5 BA
                                                                                • Sleeps 12
                                                                                Villa #859203vb
                                                                                Viewed 5 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 8
                                                                                  Villa #858949vb
                                                                                    • 4 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 10
                                                                                    Villa #904387vb
                                                                                    Viewed 29 times in the last 48 hours
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 6
                                                                                      Villa #4320617
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Villa #896643vb
                                                                                        Viewed 14 times in the last 48 hours
                                                                                          • 5 BR
                                                                                          • 5 BA
                                                                                          • Sleeps 12
                                                                                          Villa #858957vb
                                                                                          Viewed 19 times in the last 48 hours
                                                                                            • 5 BR
                                                                                            • 6 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 10
                                                                                            Villa #4321530
                                                                                              • 5 BR
                                                                                              • 5 BA
                                                                                              • Sleeps 12
                                                                                              Villa #4283376
                                                                                                • 6 BR
                                                                                                • 6 BA
                                                                                                • Sleeps 12
                                                                                                Villa #4437174
                                                                                                  avg/night
                                                                                                  • 5 BR
                                                                                                  • 5 BA
                                                                                                  • Sleeps 10
                                                                                                  Villa #4436487
                                                                                                  Viewed 15 times in the last 48 hours
                                                                                                    • 6 BR
                                                                                                    • 6 BA
                                                                                                    • Sleeps 14
                                                                                                    Villa #858963vb
                                                                                                      • 3 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 6
                                                                                                      Villa #4313601
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Simpson Bay Reviews

                                                                                                      Vacation Get Away

                                                                                                      5 of 5
                                                                                                      This beautiful 6 bedroom villa with private pool and kitchens was a wonderful and delightful experience for everyone. The villa was clean and the staff was kind and helpful and was able to answer all our questions. We loved the island food, lobster, crab and all seafood food but especially loved the shopping in Philipsburg, in particular Alpha Jewels on Front Street. I would definitely recommend this vacation home to anyone interested in a private home with pool and in close proximity to restaurants, shopping and of course the beach. Loved the place!!!
                                                                                                      • Submitted: Nov 2, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Perfect Location- Amazing Penthouse Right on the Beach!

                                                                                                      5 of 5
                                                                                                      We have never been to Sint Maarten, and my husband and I were very excited to visit, but also nervous since we didn't know much about the island and the different areas. I can't imagine a better place to stay than this private penthouse on Simpson Bay. We fell in love immediately. From the rooftop pool to the prime location, we were in heaven. Simpson Bay is well-situated... just about a 10 minute drive from the airport. We rented a car (you'd be fine without one, but we always like to explore with ease), and did not have any trouble locating the place. We were also able to easily park every time we came and went, as the unit has a little lot nearby. We were met at the property and given the keys and a quick tour of the home, then left to relax and unpack. Management was always supportive and available to give us tips, etc as needed, but not ever-present and pushy- it was a perfect balance and they did an amazing job to ensure our visit to St. Maarten was everything we hoped. I loved the decor and style of the home. Each of the rooms was well-appointed and had an attached bathroom. The home has a comfy living room with a big TV and wireless internet. The dining room table is huge, which is great for a group! It was just the 2 of us, but this would be an amazing place to accommodate a whole family. The penthouse has an open floor plan between the kitchen, dining, and living areas, with a wrap around balcony overhanging the beach directly below! The rooftop pool area was deluxe- we listened to music, BBQed, and watched the sunsets. It is like you are on the beach, but also have a private area to relax and enjoy. Simpson Bay is a fun area and we enjoyed meals and drinks at the restaurants and bars directly below the Penthouse. These areas can be pretty busy in the evening, but they are not too loud into the night. We adventured all over the island and loved every minute of it. The beaches range from the popular, expansive family areas at Orient Beach to bird watching at Oyster Bay to the snorkel haven of Grand Case to the elite, exclusive escape at Anse Marcel and we enjoyed them all! Shopping in Marigot, golfing at Mullet Bay, watching the airplanes fly right overhead at Maho Beach... we did it all. We also booked a deep sea fishing expedition and caught a bunch of barracuda and a massive King Fish- definitely a highlight for my husband. Sint Maarten is a great destination for families, with activities for all ages!
                                                                                                      • Submitted: Oct 10, 2016
                                                                                                      • Stayed: Jan 2016

                                                                                                      Beautiful oceanfront home

                                                                                                      5 of 5
                                                                                                      We were in St. Maarten for the AUC med school graduation and wanted accommodations for two families to share comfortably and be convenient to all the festivities. Casa Boco fit the bill on all fronts! The property is well maintained and very well equipped, with a well-stocked kitchen (including basics for clean up, trash bags, paper towels, etc so we didn't have to buy those items). The views are beyond compare- the pictures capture a fraction of the beauty of the glorious sunsets on the patio! Also the nice wide patio area and smaller outdoor seating areas allowed everyone to have their own spot without feeling crowded - even with 10 adults staying together. The crystal clean pool was a wonderful addition and was enjoyed by all! The rooms are nicely appointed and individually temp controlled - so everyone was happy with their particular preference for AC or not! Each room has its own bathroom with shower, which was a blessing with 10 people trying to get ready to leave at the same time. Having fresh bath or beach towels available daily was a nice touch as well. The property is a few minutes drive from the airport, Sunset Beach for plane watching, the village of Maho and also Simpson Bay - everything was so close by it was great. It is a easy location for traveling to the different favorite spots on both the Dutch and French side. Claudia (the house manager) is a delight! She was so pleasant and accommodating and was not at all intrusive, even if we were home during her daily visits. The neighborhood has night security and the house is also nicely secured including individual safes in each room - so no concerns about valuables while out and about (which can be of concern in some areas in the islands). I would definitely recommend this property as a vacation home in St. Maarten and would love to have a chance to stay there again in the future~
                                                                                                      • Submitted: May 21, 2014
                                                                                                      • Stayed: May 2014