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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.

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  • Showing 1-34 of 34
Additional service fee may apply.
    Excellent! 4.7/5
    (6 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    House #323
    6
    Viewed 38 times in the last 48 hours
      Excellent! 4.4/5
      (5 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Separate Toilets
      • Sleeps 8
      Villa #730399
      5
      Viewed 8 times in the last 48 hours
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 6
        Villa #3922976
        Viewed 19 times in the last 48 hours
          • 3 BR
          • 2 BA
          • Sleeps 8
          Villa #8077003
          3
          Viewed 10 times in the last 48 hours
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 8
            Villa #6782050
            2 Reviews
            Viewed 5 times in the last 48 hours
              • 3 BR
              • 2 BA
              • Sleeps 8
              Villa #6511019
                avg/night
                • 3 BR
                • 2 BA
                • Separate Toilet
                • Sleeps 8
                Villa #6579652
                2 Reviews
                Viewed 7 times in the last 48 hours
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  Villa #6559736
                  3
                    • 3 BR
                    • 2 BA
                    • Separate Toilet
                    • Sleeps 8
                    Villa #6511678
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      Villa #3784508
                      1 Review
                        Exceptional! 5.0/5
                        (31 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Separate Toilets
                        • Sleeps 8
                        Villa #6322099
                        31
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                          Villa #3843119
                            • 3 BR
                            • 2 BA
                            • Sleeps 7
                            Villa #4225420
                            Viewed 9 times in the last 48 hours
                              • 3 BR
                              • 2 BA
                              • Sleeps 8
                              Villa #4213318
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                Villa #6579678
                                1 Review
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  House #4310675
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 7
                                    Villa #3862737
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #4303235
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        House #4297777
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Villa #4318426
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            House #4016132
                                              • 5 BR
                                              • 5 BA
                                              • Sleeps 10
                                              Villa #4314580
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                House #6897395
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #6833763
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    House #6877943
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #6811709
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        House #6779607
                                                          • 3 BR
                                                          • 3 BA
                                                          • Sleeps 8
                                                          Villa #3784503
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 7
                                                            Villa #3784274
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 7
                                                              Villa #3785250
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Villa #6868226
                                                                Viewed 10 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (15 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  House #6292042
                                                                  15
                                                                  Viewed 18 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (11 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 8
                                                                    Villa #447405
                                                                    11
                                                                    Viewed 20 times in the last 48 hours
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Villa #8024072
                                                                      • 1 - 34 of 34
                                                                       

                                                                      Recent Reviews

                                                                      A Home Away from Home

                                                                      4 of 5
                                                                      My family and I enjoyed staying on the property during our Disney vacation. The house is an easy drive from all of the parks. We had pretty much all of the comforts from home. My daughter loved the pool and play room plus all of the little Disney touches in her bedroom. The only items I would point out are pretty minor- one is the shower door apparently had come off while being cleaned prior to our arrival and wasn't fixed during our stay. Also, the hot tub didn't work very well and there were only two rolls of toilet paper in the entire house so we had to make a stop to get more. But, overall our stay was pleasant and comfortable...we would gladly stay at this property again.
                                                                      • Review Submitted: 22-Nov-2016
                                                                      • Date of Stay: Nov 2016

                                                                      Location, Location, Location

                                                                      5 of 5
                                                                      We stayed in this villa for two weeks this summer. The villa was equipped with everything we needed and was clean and well looked after. The location for us was great. It was a quiet neighbourhood, very close to the 192 and all the supermarkets & restaurants, and of course just a short drive to Disney. The pool area was great, TV was huge, air conditioning cool and internet reliable. The local management were readily available and the owner very friendly to deal with for the booking, even giving us directions from the airport. Looking at the photos of the villa again here a few months after leaving I am now feeling homesick for the villa that was "ours" for a couple of weeks in the summer. I hope we can return some day.
                                                                      • Review Submitted: 19-Oct-2016
                                                                      • Date of Stay: Aug 2016

                                                                      Top Class Villa

                                                                      5 of 5
                                                                      Just spent 10 fantastic nights in this Villa, place was very clean when we arrived and had everything we needed plus it had excellent WiFi. Situated in a nice location yet near to all the parks, restaurants and highways. Pool was clean and the rear garden was a sunspot, mostly in the afternoons. Not much more to say really, it does what it says on the tin, would gladly recommend to anybody: Waddingtons :: Harrogate
                                                                      • Review Submitted: 12-Sep-2016
                                                                      • Date of Stay: Aug 2016