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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.

  • 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 298 times in the last 48 hours
      Excellent! 4.4/5
      (5 reviews)
      View details for price
      • 3 BR
      • 2 BA
      • Separate Toilets
      • Sleeps 8
      Villa #730399
      5
      Viewed 11 times in the last 48 hours
        • 3 BR
        • 2 BA
        • Sleeps 6
        Villa #3843119
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 8
          Villa #6782050
          2
          Viewed 25 times in the last 48 hours
            avg/night
            • 3 BR
            • 2 BA
            • Separate Toilet
            • Sleeps 8
            Villa #6579652
            4
            Viewed 20 times in the last 48 hours
              • 3 BR
              • 2 BA
              • Sleeps 8
              Villa #8077003
              3
              Viewed 34 times in the last 48 hours
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 8
                Villa #6511019
                Viewed 6 times in the last 48 hours
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  Villa #3922976
                  Viewed 95 times in the last 48 hours
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    Villa #6559736
                    3
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      Villa #6579678
                      1
                      Viewed 6 times in the last 48 hours
                        • 3 BR
                        • 2 BA
                        • Separate Toilet
                        • Sleeps 8
                        Villa #6511678
                          • 3 BR
                          • 2 BA
                          • Sleeps 8
                          Villa #3784508
                          1
                            Exceptional! 5.0/5
                            (31 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Separate Toilets
                            • Sleeps 8
                            Villa #6322099
                            31
                              • 3 BR
                              • 2 BA
                              • Sleeps 8
                              Villa #4213318
                              Viewed 9 times in the last 48 hours
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                Villa #3809186
                                1
                                Viewed 11 times in the last 48 hours
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  House #4310675
                                  Viewed 12 times in the last 48 hours
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 7
                                    Villa #3862737
                                    Viewed 7 times in the last 48 hours
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #4303235
                                      Viewed 5 times in the last 48 hours
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        Villa #4318426
                                          avg/night
                                          • 5 BR
                                          • 5 BA
                                          • Sleeps 10
                                          Villa #4314580
                                          Viewed 5 times in the last 48 hours
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            House #6811709
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              House #6779607
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                House #4016132
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #6877943
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    Villa #3784503
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 7
                                                      Villa #3784274
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        House #4297777
                                                        Viewed 7 times in the last 48 hours
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 7
                                                          Villa #3785250
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Villa #6868226
                                                              Excellent! 4.7/5
                                                              (10 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • 2 BA
                                                              • Separate Toilet
                                                              • Sleeps 9
                                                              House #750642
                                                              10
                                                              Viewed 31 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (15 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                House #6292042
                                                                15
                                                                Viewed 35 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (11 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • Sleeps 8
                                                                  Villa #447405
                                                                  11
                                                                  Viewed 72 times in the last 48 hours
                                                                    View details for price
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Villa #8024072
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 7
                                                                      Villa #4225420
                                                                      Viewed 11 times in the last 48 hours
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                                                                      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

                                                                      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

                                                                      Beautiful villa with fabulous pool

                                                                      4 of 5
                                                                      We loved having coffee by the pool each morning. The villa was very clean. Wish there would of been a king size bed instead of a queen in the master bedroom.The air conditioning is controlled through the internet by the owner. After contacting the owner through an mail the air was set at a perfect temp. for us. The master bath is fabulous. It seems many of the villas have limited seating in the living room/tv area. Recliners would be great.This villa has lots of room inside with an open floor plan.The pool was fabulous! We swam as much as we could. The neighborhood is quiet and very pleasant. Getting onto the the highway after leaving the villa can be tricky at times with the traffic.Lots of restaurants and grocery stores near.
                                                                      • Review Submitted: 14-Feb-2016
                                                                      • Date of Stay: Jan 2016