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Holidaymakers searching for holiday rentals in Windward Cay also enquired about villas in Indian Point, villas in Eagle Pointe and villas in Doral Woods

Make a holiday rental home or villa in Windward Cay, USA your home away from home

Located just five miles east of the world-famous Walt Disney World Resort in Florida, Windward Cay villa are the perfect option for those seeking family accommodation near this top attraction, but do not want to be limited to the cramped confines of a hotel room. An attractive and peaceful location, Windward Cay offers Florida sunshine, a tranquil setting, and Disney on your doorstep. What more could you ask for?!

Things to do in Windward Cay, USA

Set amongst woodlands and lakes, Windward Cay is an ideal destination when it comes to the delights of Disney. The Walt Disney World Resort is just a short drive away, meaning you can be at Sea World, Universal Studios or almost any Disney attraction within minutes, but then have the full facilities’ of a holiday rental villa to return to after a hectic day. This is particularly ideal for families with young children, and those who struggle to manage in the limited space of a hotel bedroom.

Windward Cay itself is an attractive area. Surrounded by pine forests and ranch land, the estate has an air of exclusivity about it, and makes for a pleasant walk during late evening, or for bird spotting during the daytime.

Just a short walk from the main accommodation is the Highway 192 Resort Area. This has a full range of shops and leisure amenities, and also makes for a good night out, with a wide selection of restaurants, bars and entertainment options to choose from.

Places to visit on holiday in Windward Cay, USA

If you decide to have a day off from Disney, it makes sense to explore the surrounding area. From Windward Cay it is possible to get to beaches on either the east or west coast of Florida in around an hour. The surrounding Kissimmee area also has plenty to offer, being home to a huge number of golf courses, as well as the Historic Downtown area Kissimmee City itself, with it arts, culture and shopping attractions. The popular city of Orlando is also within easy reach.

Weather in Windward Cay, USA

Florida is well known for its tropical climate and the weather in Windward Cay is no different. Summers are hot and humid, and winters are warm with a drier heat. Temperatures below 20C are uncommon in this part of the world, but don’t panic if it becomes too hot- Disney’s Typhoon Lagoon Water Park is literally on your doorstep!

Flights to Windward Cay, USA

Orlando Airport (MCO) is just 30 minutes away, and is easily accessible to and from the Windward Cay villas. If you plan to visit the outlying areas of Kissimmee during your stay, you may wish to consider a hire car rental, with several firms to choose from within the airport terminal.

    Excellent! 4.6/5
    (7 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    House #323
    7
    Viewed 27 times in the last 48 hours
      Excellent! 4.4/5
      (7 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Separate Toilet
      • Sleeps 8
      Villa #6579652
      7
      Viewed 5 times in the last 48 hours
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 8
        Villa #6782050
        4
        Viewed 7 times in the last 48 hours
          • 3 BR
          • 2 BA
          • Sleeps 6
          Villa #3843119
            Excellent! 4.5/5
            (8 reviews)
            View details for price
            • 3 BR
            • 2 BA
            • Separate Toilets
            • Sleeps 8
            Villa #730399
            8
            Viewed 9 times in the last 48 hours
              • 3 BR
              • 2 BA
              • Sleeps 8
              Villa #8077003
              3
              Viewed 13 times in the last 48 hours
                Exceptional! 5/5
                (2 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 8
                Villa #6511019
                2
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  House #4496555
                  Viewed 21 times in the last 48 hours
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    Villa #6559736
                    3
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      Villa #6579678
                      1
                        • 3 BR
                        • 2 BA
                        • Sleeps 8
                        Villa #8225408
                          • 3 BR
                          • 2 BA
                          • Sleeps 8
                          Villa #3809186
                          1
                          Viewed 6 times in the last 48 hours
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            House #4557588
                            1
                            Viewed 14 times in the last 48 hours
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              Villa #4233981
                                Exceptional! 5/5
                                (14 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 6
                                Villa #6517541
                                14
                                Viewed 9 times in the last 48 hours
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Villa #8288297
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 8
                                    Villa #4549772
                                    Viewed 6 times in the last 48 hours
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Villa #4549250
                                        • 1 BR
                                        • 2 BA
                                        • Sleeps 8
                                        Villa #136384
                                        3
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          Villa #4515446
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 8
                                            Villa #4213318
                                              • 3 BR
                                              • 2 BA
                                              • Separate Toilet
                                              • Sleeps 8
                                              Villa #4515394
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 8
                                                Villa #8224253
                                                  Exceptional! 5/5
                                                  (31 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Separate Toilets
                                                  • Sleeps 8
                                                  Villa #6322099
                                                  31
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Villa #8240546
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      Villa #3784508
                                                      2
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Villa #4555546
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 7
                                                          Villa #3862737
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            House #4474183
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Villa #4303235
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 7
                                                                Villa #3785250
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 8
                                                                  Villa #6511678
                                                                    • 5 BR
                                                                    • 5 BA
                                                                    • Sleeps 10
                                                                    Villa #4314580
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Sleeps 8
                                                                      Villa #3784503
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        House #6811709
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          House #8233481
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • Sleeps 10
                                                                            House #4544954
                                                                            Viewed 6 times in the last 48 hours
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              House #4297777
                                                                              Viewed 6 times in the last 48 hours
                                                                                Excellent! 4.7/5
                                                                                (10 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 9
                                                                                House #750642
                                                                                10
                                                                                Viewed 11 times in the last 48 hours
                                                                                  View details for price
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  Villa #8024072
                                                                                    Wonderful! 4.9/5
                                                                                    (15 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    House #6292042
                                                                                    15
                                                                                      Wonderful! 4.9/5
                                                                                      (11 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 8
                                                                                      Villa #447405
                                                                                      11
                                                                                      Viewed 145 times in the last 48 hours
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 7
                                                                                        Villa #4225420
                                                                                        1
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Villa #4509869
                                                                                          • 1 - 44 of 44

                                                                                          Windward Cay Holiday Villas & Homes (44)

                                                                                           

                                                                                          Recent Reviews

                                                                                          Great property close to facilities and Disney parks.

                                                                                          5 of 5
                                                                                          Clean and Tidy. Everything we needed there. Location great . Close to restaurants ,shops and Disney parks.
                                                                                          • Review Submitted: Apr 24, 2017
                                                                                          • Date of Stay: Apr 2017

                                                                                          Windward Cay.. great location and quiet area.

                                                                                          4 of 5
                                                                                          we were very impressed with the property on Windwood Drive. It is in an ideal location for Disney parks, restaurants, shopping and all other amenities. We would definitely book again with homeaway (DJ.W rentals) it was stress free..
                                                                                          • Review Submitted: Apr 17, 2017
                                                                                          • Date of Stay: Apr 2017