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Simpson Bay: Condos, Villas & More (88)

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    • 1 BR
    • 1 BA
    • Sleeps 2
    41
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      • 2 BA
      • 1 HF BA
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      16
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        • 2 BR
        • 2 BA
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        20
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          • 2 BA
          • 1 HF BA
          • Sleeps 5
          15
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            • 2 BR
            • 2 BA
            • 1 HF BA
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            18
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            Special Offer! SPECIAL 7th Night FREE Summer Promo!!! May 28 - September 3
              • 3 BR
              • 3 BA
              • 1 HF BA
              • Sleeps 8
              10
                • 2 BR
                • 2 BA
                • Sleeps 5
                19
                  • 1 BR
                  • 1 BA
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                  12
                    • 2 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 4
                    11
                      • 2 BR
                      • 2 BA
                      • Sleeps 5
                      15
                        • 1 BR
                        • 1 BA
                        • Sleeps 3
                        23
                          • 2 BR
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                          3
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                            • Sleeps 2
                            16
                              • 1 BR
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                                • 4 BR
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                                • Sleeps 12
                                39
                                  • 6 BR
                                  • 5 BA
                                  • Sleeps 12
                                  8
                                    • 1 BR
                                    • 1 BA
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                                    1 Review
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                                      5
                                        • 5 BR
                                        • 5 BA
                                        • Sleeps 10
                                        8
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 5
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 8
                                            2 Reviews
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                                            24 hrs Confirmation within 24 hours
                                              • 1 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 2
                                              6
                                              Special Offer! SPECIAL: 7TH NIGHT FREE April 18 - September 30
                                                • 1 BR
                                                • 2 BA
                                                • Sleeps 5
                                                1 Review
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 4
                                                  8
                                                  Request to Book View Details
                                                  24 hrs Confirmation within 24 hours
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                    9
                                                      • 5 BR
                                                      • 5 BA
                                                      • Sleeps 10
                                                      6
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 4
                                                        Special Offer! SPECIAL: 7th NIGHT FREE! April 18 - September 30
                                                          • 3 BR
                                                          • 3 BA
                                                          • Sleeps 6
                                                          Special Offer! SPECIAL: 7TH NIGHT FREE! April 18 - September 30
                                                          • 1 - 30 of 88
                                                           

                                                          Recent Simpson Bay Reviews

                                                          Exceeded Expectations - Chicago

                                                          5 of 5
                                                          The condo is truly a great find. Best beachfront on Simpson Bay...plenty of sand, no rocks, no seaweed etc. Fantastic! Inside was lovely and the patio is exceptional! We are a family of five - three boys 7, 9, and 11. When they got tired of riding the waves, they would head to the pool. We had a few hick ups here and there, but Joel (property manager) was on top of everything. Extremely responsive. Island tips..... We checked out lots of different beaches and our favorites included Mullet Bay (local hangout - Rosie's for ribs & chicken!!), Orient Bay (all kinds of watersports), Long Bay, Grand Case Bay and of course Simpson Bay. Dinner in Simpson Bay was OK...if you want really GOOD food you need to head to Grand Case.
                                                          • Submitted: Mar 31, 2016
                                                          • Stayed: Mar 2016

                                                          Great Family Vacation!

                                                          5 of 5
                                                          We rented Seaside Retreat January 16-26! Yes, 10 days of Caribbean bliss! There were 8 family members in our group; all adults along with a 11 year old niece. The villa provided all the necessities of home. Each couple had their own bedroom along with its own bathroom which was a plus! The views from the patio were stunning day & night! The airport landings & takeoffs were tolerable & by the end of the time there it was something that you really didn't notice to much. The villa was close to attractions & some within walking distance. Jenny, the housekeeper, did a great job cleaning 3 times while we were there. She washed bedding, towels & cleaned bathrooms. There was plenty of hot water for the group at all times. All the kitchen appliances worked well. It might be a good idea to print off an online detailed map of the island before you come because there were not any to be found on the island. They did provide one but was very vague on street details. I would like to throw in a few things that may need attention. Not trying to be picky - just saying. *Internet was not very reliable at all. For the most part it was difficult to get connected. *Patio/pool were wonderful, the balcony could be a hazard to smaller children due to gap width in the railing. *Bathroom, kitchen & beach towels were getting thin. *Washing machine did not spin out the water. We informed Jenny & she seemed aware of the issue. *Would be nice to have lids for the frying pans in the kitchen. *Patio door screen looked like someone had fixed them in the past however they were in need of some attention as there were open gaps in them. Not good to keep out mosquitos and other bugs. Attractions we visited: *David's Pocket-beautiful! *Maho beach-cool watching airplanes land & takeoff plus good food at Driftwood beach bar. Plus shopping in Maho & eating at the 3 Amigos-good Tex-Mex. *Mullet Bay beach-stunning sunsets & relatively calm bay. *Pinel Island-relaxing & great snorkeling on the other side of the island. *Shopping in Phillipsburg-specifically visiting Juggie's Place "smallest bar in the world", his deal was 2 beers & a Cuban cigar for $2.99. The guys in the group this & enjoyed visiting with Juggie while the girls shopped in the nearby store. *Little Bay beach-nice & not many people. All in all Seaside Retreat did not disappoint. If we ever get the chance to return to Sint Maarten we would stay here again. Thanks Rick for sharing your villa! Stay well!
                                                          • Submitted: Feb 1, 2016
                                                          • Stayed: Jan 2016

                                                          Simply Amazing!

                                                          5 of 5
                                                          We just returned for spending 10 days in the Penthouse and it was amazing! Waking up every morning and having coffee while watching the yachts pass thru bridge was perfect. The house was very well equipped with all the comforts of your own home. Simona has made sure that we had everything we needed for a great vacation! We will definitely will be booking another 10 days in the Penthouse!
                                                          • Submitted: Jan 20, 2016
                                                          • Stayed: Jan 2016