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Chocolate Hole: Villas, Apartments & More (61)

  • 1 - 30 of 61
    • 1 BR
    • 1 BA
    • Sleeps 2
    27
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      • 3 BR
      • 2 BA
      • Sleeps 6
      24
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        • 4 BR
        • 4 BA
        • Sleeps 8
        20
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          • 2 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 6
          17
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            $1,891
            avg/night
            • 6 BR
            • 6 BA
            • 2 HF BA
            • Sleeps 16
            31
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              • 2 BR
              • 2 BA
              • Sleeps 4
              7
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                • 6 BR
                • 6 BA
                • 2 HF BA
                • Sleeps 17
                31
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                  • 6 BR
                  • 8 BA
                  • 1 HF BA
                  • Sleeps 20
                  11
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                    • 2 BR
                    • 2 BA
                    • Sleeps 4
                    16
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
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                      24 hrs Confirmation within 24 hours
                        • 1 BR
                        • 1 BA
                        • Sleeps 2
                        15
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                          • 5 BR
                          • 5 BA
                          • Sleeps 10
                          11
                            • 4 BR
                            • 4 BA
                            • Sleeps 8
                            2 Reviews
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                            24 hrs Confirmation within 24 hours
                              • 1 BR
                              • 1 BA
                              • Sleeps 4
                              21
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                              24 hrs Confirmation within 24 hours
                                • 2 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 5
                                39
                                  • Studio
                                  • 1 BA
                                  • Sleeps 2
                                  16
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                                  24 hrs Confirmation within 24 hours
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 4
                                    25
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                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 4
                                      5
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                                      24 hrs Confirmation within 24 hours
                                        • Studio
                                        • 1 BA
                                        • Sleeps 2
                                        14
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                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                          4
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 5
                                            2 Reviews
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                                            24 hrs Confirmation within 24 hours
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 5
                                              1 Review
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                                              24 hrs Confirmation within 24 hours
                                                • 1 BR
                                                • 2 BA
                                                • Sleeps 7
                                                1 Review
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 4
                                                  2 Reviews
                                                  Request to Book View Details
                                                  24 hrs Confirmation within 24 hours
                                                    $634
                                                    avg/night
                                                    • 5 BR
                                                    • 6 BA
                                                    • Sleeps 11
                                                    5
                                                      • 4 BR
                                                      • 4 BA
                                                      • 1 HF BA
                                                      • Sleeps 8
                                                        • Studio
                                                        • 2 BA
                                                        • Sleeps 5
                                                        51
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 4
                                                          Request to Book View Details
                                                          24 hrs Confirmation within 24 hours
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            Request to Book View Details
                                                            24 hrs Confirmation within 24 hours
                                                              • 6 BR
                                                              • 6 BA
                                                              • 1 HF BA
                                                              • Sleeps 18
                                                              4
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                                                              • 1 - 30 of 61
                                                               

                                                              Recent Chocolate Hole Reviews

                                                              St John's finest

                                                              5 of 5
                                                              Got to stay at Villa St John for two glorious weeks. Great space for group activities, like the gazebo by the pool and the kitchen/dining/living room combo. Also the bedrooms are large and each as it's own bath. There was refrigerator in our room so we could keep things there as needed rather than in the main kitchen refrigerator. There was also space for a blow up bed to add to the flexibilty. Every detail was covered, Highly recommend
                                                              • Submitted: May 2, 2016
                                                              • Stayed: Apr 2016

                                                              incredible!

                                                              5 of 5
                                                              This property was incredible! Andy was so great to work with leading up to our stay, and also anything we needed during our day. We made this the house for all of our family to stay at during our wedding. It allowed us the space to get to spend time with each other. Everyone loved the views, and the pool! We loved being able to use the kitchen and grill to make a big dinner together on our last night! If we make a trip back down to St. Thomas, we will absolutely be staying in this gorgeous house again!
                                                              • Submitted: Apr 5, 2016
                                                              • Stayed: Jul 2015

                                                              Spectacular: Everything we were told and MORE!

                                                              5 of 5
                                                              This was a spectacular first trip to Great Expectations! We have heard glowing reports from family members who had stayed there before and we were not disappointed. The Great Expectations complex sits high on the ridge (saddle) of a small peninsula between Hart Bay to the east and Chocolate Hole Bay to the west just a couple of minutes south of Cruz Bay where the ferry comes in. It is convenient, yet very private. The private outdoor showers with a view of sunrise is matched only by the views of sunset (with a refreshment) by the infinity pool above Chocolate Hole at the front of the compound. Six of us stayed for the week. We all had our own rooms with private bathrooms and the outdoor showers. Each room is well appointed with screen doors on either end allowing a really pleasant tropical breeze; it never felt muggy and we never used the AC. The rooms afforded privacy, yet you were only steps from the central building with the great room and the pools and lounging area. The center piece of Great Expectations is the great room and the kiddie pool and infinity pool to the west with plenty of space to do yoga or just lie around in the many lounges or hammocks (you can also slip into the hot tub if you get worn out playing at the beach and snorkeling). Inside the great room is a very well appointed kitchen with good pots, pans and dishes, dishwasher, large fridge, plenty of counter space and good bar supplies. There’s an island with bar stools so it’s easy to migrate from cocktails, to dinner prep, to feasting, to the sitting area for dessert with movies on the flat screen. We could easily have accommodated several other couples in the space (as well as kids). The great room has a size XXL ceiling fan (literally: it’s about 8 feet across!) as well as many screen doors on the east and west sides so lots of breeze. There’s also an excellent stainless steel gas grill right outside the kitchen. On top of the great layout are all the extras including camp chairs to bring to the beach, a tennis court, kids water toys and coolers for the beach. It is hard to believe there could be better views, breezes, or accommodations anywhere on St. John (and we looked). We can’t recommend Great Expectations enough and look forward to our next trip back.
                                                              • Submitted: Feb 22, 2016
                                                              • Stayed: Jan 2016