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Windward Cay: Villa Rentals (123)

  • 1 - 50 of 123
Additional fees apply. Taxes may be added.
    • 3 BR
    • 2 BA
    • Sleeps 8
      • 3 BR
      • 2 BA
      • 2 HF BA
      • Sleeps 8
      4
        • 3 BR
        • 2 BA
        • Sleeps 8
        1 Review
          • 3 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 8
          2 Reviews
            • 3 BR
            • 2 BA
            • Sleeps 6
              • 3 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 8
                • 3 BR
                • 2 BA
                • Sleeps 6
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  1 Review
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    13
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                        • 3 BR
                        • 2 BA
                        • Sleeps 7
                        1 Review
                          • 3 BR
                          • 2 BA
                          • Sleeps 8
                          2 Reviews
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                              • 3 BR
                              • 2 BA
                              • Sleeps 7
                                • 3 BR
                                • 2 BA
                                • Sleeps 7
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 8
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 7
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 8
                                      3
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 8
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 7
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 8
                                              • 4 BR
                                              • 3 BA
                                              • Sleeps 8
                                                • 8 BR
                                                • 5 BA
                                                • Sleeps 18
                                                3
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 9
                                                  4
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    1 Review
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 8
                                                      6
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            3
                                                              • 5 BR
                                                              • 4 BA
                                                              • Sleeps 10
                                                              10
                                                                • 4 BR
                                                                • 2 BA
                                                                • Sleeps 10
                                                                  • 6 BR
                                                                  • 5 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 13
                                                                  1 Review
                                                                    • 6 BR
                                                                    • 5 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 13
                                                                    38
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • Sleeps 8
                                                                      2 Reviews
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                          • 6 BR
                                                                          • 5 BA
                                                                          • Sleeps 14
                                                                          3
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 9
                                                                              • 7 BR
                                                                              • 4 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 15
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 10
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 8
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 8
                                                                                      19
                                                                                        • 5 BR
                                                                                        • 4 BA
                                                                                        • Sleeps 12
                                                                                        22
                                                                                          • 6 BR
                                                                                          • 5 BA
                                                                                          • Sleeps 12
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 8
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 8
                                                                                                • 7 BR
                                                                                                • 4 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 16
                                                                                                4
                                                                                                  avg/night
                                                                                                  • 7 BR
                                                                                                  • 4 BA
                                                                                                  • Sleeps 16
                                                                                                    • 7 BR
                                                                                                    • 4 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 16
                                                                                                    7
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 9
                                                                                                      • 1 - 50 of 123
                                                                                                       

                                                                                                      Recent Windward Cay Reviews

                                                                                                      Great Home!

                                                                                                      4 of 5
                                                                                                      I initially had concerns about my booking, however the management assured me everything would be fine and it was. The home is spacious and beautiful. We had a large group and the home accommodated us all well. I will remember this home for future travels to this area and I recommend it for other families as well.
                                                                                                      • Submitted: Sep 23, 2016
                                                                                                      • Stayed: Jul 2016

                                                                                                      Very clean, spacious and equipped

                                                                                                      5 of 5
                                                                                                      When we arrived at the villa it felt like home, very clean, spacious with great facilities and a lovely hamper which was great after a long flight. Very close to Restaurants, Walmart, Disney, Universal, Discovery Cove and shopping outlets. Free Wi-Fi and X-box games for my son. Enjoyed coming back to a dip in the pool after long days out.
                                                                                                      • Submitted: Aug 3, 2016
                                                                                                      • Stayed: Jul 2016

                                                                                                      Jasmine Villa

                                                                                                      5 of 5
                                                                                                      We spent 3 weeks in the Jasmine villa at Seasons in Kissimmee in July 2016 and had a fabulous time. The Jasmine villa is very attractively decorated with themed bedrooms, which my kids loved. I have never slept in more comfortable beds and would take those mattresses home if I could. This villa is very spacious and has everything you need and more, to have an excellent holiday in Orlando. We were impressed that there were even extras, for example - a buggy/pushchair if required for guest use and loads more including inflatables for the pool. The food and drink hamper was a special touch as after a 12 hour journey when you don't feel like going to the local shop. It even included wine and beer (happy days)! Pool area was perfect for the lazy days and I couldn't get my kids out of it. The games room was great too for when the kids and hubby wanted to chill in the house. Very centrally located and 10 minute drive to Disney front gates. I highly recommend the Jasmine Villa at seasons. Looking forward to next year. The Mccloskey Family, Airdrie
                                                                                                      • Submitted: Jul 28, 2016
                                                                                                      • Stayed: Jun 2016