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Holidaymakers searching for holiday rentals in Windwood Bay also enquired about villas in Calabay Parc, villas in Highlands Reserve and villas in Tuscan Ridge

Make a holiday rental home or villa in Windward Bay, Florida your home away from home

Windward Bay is a beautiful community in the Orlando countryside in Florida. Centrally located and filled with beautifully luxurious villas, Windward Bay, Florida is a wonderful base for any Florida holiday, from golfing breaks to romantic getaways in the sun, but the magnificent access to all the theme parks and attractions of the Orlando region ensure that family holidays are always exceptional fun.

Things to do in Windward Bay, Florida

Windward Bay is surrounded by conservation areas, blissfully clear lakes and open woodlands, which make Windward Bay villas hugely relaxing places to stay. There are some wonderful walks to enjoy around Lake Madison from Windward Bay, as well as a great range of nature trails. Horse riding trips, boat tours and even indoor skydiving can be arranged locally.

The theme parks of Orlando attract hundreds of thousands of visitors to the region each year, and a Windward Bay villa is a fantastically peaceful spot from which to enjoy the huge attractions with your family, yet remain cut off from the crowds, allowing you to really relax once you leave the parks behind you. The new Disneyworld ticketing system means that you can return home as many times as you like during the day without incurring any penalties. Windward Bay villas are just 10 minutes from Disneyworld, and just 15 minutes from Universal Studios, Wet n’Wild, Aquatica, Sea World and Magic Kingdom. Daytona and the Kennedy Space Centre are within an hour’s drive too.

Many people take Windward Bay villas for the golf. Florida, and especially the Orlando region, is famous for its golfing credentials, which are world class. There are a great range of golf courses in the area, the finest of which are simply stunning, with beautiful landscaping, challenging greens and obstacle strewn fairways that will provide a real test of your golf. Any standard of golfer will be able to find a good challenge, the best of which is Champions Gate, just minutes from the front gates of Windward Bay.

Places to visit on holiday in Windward Bay, Florida

A holiday rental villa in Windward Bay is just 50km from the glorious white beaches of the Atlantic Coast. Cocoa Beach, which is one of the most beautiful in Florida is a sensational place to sunbathe, sail, swim, go deep sea fishing or simply soak up the atmosphere.

Weather in Windward Bay, Florida

Florida is a magnificent holiday destination throughout the year. With average monthly temperatures ranging between 31˚C (July and August) and 21˚C (December and January), temperatures are always hot and rain rare. Golf holidays are superb at any time of year, and visiting the theme parks is often best just outside the peak months as the crowds are greatly reduced.

Travel to Windward Bay, Florida

British Airways and Virgin Atlantic make it wonderfully easy to reach a holiday rental in Windward Bay. A hire car is an essential asset when staying in Windward Bay accommodation, and they are easily arranged at the airport, which is just 30km away.

    Excellent! 4.5/5
    (11 reviews)
    avg/night
    • 4 BR
    • 3 BA
    • Sleeps 8
    Villa #1880380
    11
    Viewed 75 times in the last 48 hours
      Wonderful! 4.8/5
      (19 reviews)
      avg/night
      • 4 BR
      • 3 BA
      • Separate Toilet
      • Sleeps 8
      Villa #514188vb
      19
      Viewed 26 times in the last 48 hours
        Exceptional! 5/5
        (3 reviews)
        avg/night
        • 4 BR
        • 3 BA
        • Separate Toilet
        • Sleeps 10
        House #6877692
        3
        Viewed 8 times in the last 48 hours
          Excellent! 4.7/5
          (15 reviews)
          avg/night
          • 7 BR
          • 4 BA
          • Separate Toilet
          • Sleeps 14
          House #7116437
          15
          Viewed 37 times in the last 48 hours
            Wonderful! 4.8/5
            (27 reviews)
            avg/night
            • 5 BR
            • 4 BA
            • Separate Toilet
            • Sleeps 12
            House #280384vb
            27
            Viewed 6 times in the last 48 hours
              Wonderful! 4.9/5
              (24 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Separate Toilet
              • Sleeps 8
              Townhome #622137vb
              24
              Viewed 43 times in the last 48 hours
                Exceptional! 5/5
                (6 reviews)
                avg/night
                • 4 BR
                • 3 BA
                • Sleeps 8
                Villa #1042254
                6
                Viewed 6 times in the last 48 hours
                  • 4 BR
                  • 3 BA
                  • Separate Toilet
                  • Sleeps 10
                  Villa #938346
                  21
                    Exceptional! 5/5
                    (18 reviews)
                    avg/night
                    • 5 BR
                    • 5 BA
                    • Sleeps 10
                    Villa #8005937
                    18
                    Viewed 27 times in the last 48 hours
                      Wonderful! 4.9/5
                      (21 reviews)
                      avg/night
                      • 5 BR
                      • 4 BA
                      • Separate Toilet
                      • Sleeps 10
                      Villa #922909
                      21
                      Viewed 5 times in the last 48 hours
                        • 7 BR
                        • 4 BA
                        • Separate Toilet
                        • Sleeps 14
                        House #915875vb
                        3
                        Viewed 18 times in the last 48 hours
                          Wonderful! 4.8/5
                          (24 reviews)
                          avg/night
                          • 8 BR
                          • 4 BA
                          • Separate Toilet
                          • Sleeps 18
                          Villa #3656206
                          24
                          Viewed 22 times in the last 48 hours
                            Wonderful! 4.9/5
                            (7 reviews)
                            avg/night
                            • 4 BR
                            • 3 BA
                            • Sleeps 8
                            House #4366475
                            7
                            Viewed 66 times in the last 48 hours
                              Exceptional! 5/5
                              (3 reviews)
                              avg/night
                              • 4 BR
                              • 3 BA
                              • Separate Toilet
                              • Sleeps 10
                              Villa #8063367
                              3
                              Viewed 63 times in the last 48 hours
                                Excellent! 4.3/5
                                (17 reviews)
                                avg/night
                                • 7 BR
                                • 4 BA
                                • Separate Toilet
                                • Sleeps 16
                                Villa #314848vb
                                17
                                Viewed 40 times in the last 48 hours
                                  Excellent! 4.3/5
                                  (4 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Separate Toilet
                                  • Sleeps 6
                                  Townhome #4045075
                                  4
                                    Wonderful! 4.9/5
                                    (104 reviews)
                                    avg/night
                                    • 5 BR
                                    • 4 BA
                                    • Separate Toilet
                                    • Sleeps 12
                                    Villa #58577vb
                                    104
                                    Viewed 28 times in the last 48 hours
                                      • 5 BR
                                      • 5 BA
                                      • Sleeps 10
                                      House #6124220
                                      3
                                      Viewed 13 times in the last 48 hours
                                        Exceptional! 5/5
                                        (3 reviews)
                                        avg/night
                                        • 7 BR
                                        • 4 BA
                                        • Separate Toilets
                                        • Sleeps 18
                                        Villa #3592246
                                        3
                                        Viewed 19 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (18 reviews)
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 8
                                          Villa #123767vb
                                          18
                                          Viewed 21 times in the last 48 hours
                                            • 5 BR
                                            • 5 BA
                                            • Sleeps 10
                                            Villa #983204vb
                                            2
                                            Viewed 13 times in the last 48 hours
                                              • 5 BR
                                              • 4 BA
                                              • Sleeps 12
                                              House #356234
                                              1
                                              Viewed 12 times in the last 48 hours
                                                • 5 BR
                                                • 4 BA
                                                • Sleeps 12
                                                Villa #4213327
                                                1
                                                  avg/night
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 9
                                                  House #4266867
                                                  2
                                                  Viewed 6 times in the last 48 hours
                                                    • 5 BR
                                                    • 4 BA
                                                    • Separate Toilet
                                                    • Sleeps 10
                                                    House #650540vb
                                                      Wonderful! 4.8/5
                                                      (9 reviews)
                                                      avg/night
                                                      • 8 BR
                                                      • 4 BA
                                                      • Separate Toilet
                                                      • Sleeps 18
                                                      House #4086969
                                                      9
                                                      Viewed 19 times in the last 48 hours
                                                        avg/night
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                        House #899915vb
                                                        Viewed 11 times in the last 48 hours
                                                          avg/night
                                                          • 5 BR
                                                          • 4 BA
                                                          • Separate Toilet
                                                          • Sleeps 10
                                                          House #4444259
                                                          2
                                                          Viewed 6 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (29 reviews)
                                                            avg/night
                                                            • 7 BR
                                                            • 4 BA
                                                            • Separate Toilets
                                                            • Sleeps 16
                                                            House #3486405
                                                            29
                                                            Viewed 42 times in the last 48 hours
                                                              • 4 BR
                                                              • 3 BA
                                                              • Sleeps 8
                                                              House #899917vb
                                                              2
                                                              Viewed 15 times in the last 48 hours
                                                                • 4 BR
                                                                • 3 BA
                                                                • Separate Toilet
                                                                • Sleeps 8
                                                                Villa #925353vb
                                                                Viewed 9 times in the last 48 hours
                                                                  avg/night
                                                                  • 5 BR
                                                                  • 3 BA
                                                                  • Sleeps 10
                                                                  Villa #6872309
                                                                  Viewed 5 times in the last 48 hours
                                                                    • 5 BR
                                                                    • 3 BA
                                                                    • Sleeps 10
                                                                    Villa #996746vb
                                                                    Viewed 8 times in the last 48 hours
                                                                      • 5 BR
                                                                      • 4 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 10
                                                                      House #819357vb
                                                                      9
                                                                        • 5 BR
                                                                        • 4 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 10
                                                                        House #4443838
                                                                        2
                                                                        Viewed 9 times in the last 48 hours
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                          Villa #4177087
                                                                          1
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • Sleeps 9
                                                                            Villa #4325542
                                                                              • 5 BR
                                                                              • 4 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 12
                                                                              Villa #3847020
                                                                                avg/night
                                                                                • 8 BR
                                                                                • 4 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 18
                                                                                Villa #4473502
                                                                                Viewed 6 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 5 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 12
                                                                                  House #6955440
                                                                                  Viewed 7 times in the last 48 hours
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 10
                                                                                    House #4507080
                                                                                    Viewed 83 times in the last 48 hours
                                                                                      • 5 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 10
                                                                                      House #4439241
                                                                                        avg/night
                                                                                        • 5 BR
                                                                                        • 4 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 10
                                                                                        House #1033678vb
                                                                                        Viewed 8 times in the last 48 hours
                                                                                          • 5 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 10
                                                                                          House #983335vb
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 8
                                                                                            House #4310365
                                                                                              • 5 BR
                                                                                              • 4 BA
                                                                                              • Sleeps 4
                                                                                              House #997467vb
                                                                                                • 5 BR
                                                                                                • 4 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 10
                                                                                                Villa #4483173
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                  House #930978vb
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 8
                                                                                                    Villa #4279047
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 10
                                                                                                      Villa #3950764
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                                                                                                      Recent Reviews

                                                                                                      The house met our needs as a family of 4 with 2 kids aged 8 & 11 perfectly.

                                                                                                      5 of 5
                                                                                                      The house was presented to a very high standard and was ideally located in a residential location within 15-20mins of the Disney Parks.
                                                                                                      • Review Submitted: Apr 21, 2017
                                                                                                      • Date of Stay: Apr 2017

                                                                                                      Superb location, spacious detached, spotless

                                                                                                      5 of 5
                                                                                                      This is a VERY well proportioned 5 bedroom detached property in a quiet residential cul-de-sac. Immaculately presented, with cupboards and drawers containing every utensil necessary, whether eating at the breakfast bar, the kitchen table and chairs or more formal dining table adjoining the scond lounge area. A gas barbecue outside, again with plenty of plastic crockery and glasses, beside the heated pool and spa on a secluded private patio was our preferred option. Entertaining our grandchildren in the property was easy with a converted garage/games room with an 8 ball pool table, table tennis table and darts. 2 bags of Golf clubs in the corner would have been used too, if the children had not been with us, as local courses are only a ten minute drive. If not in the pool the children also enjoyed the cupboard full of board games after returning from their daily 15 minute journey to the many Disney parks. Universal Theme parks are only a 15 minute drive further away. TV in every bedroom and 2 of the 3 lounges, all with Netflix, meant relaxing in the evening with a well earned beer allowed all age groups to be simultaneously chilled before bed. 3 ensuites and a family bathroom for the 2 twin rooms eliminated the morning and early evening queues, while the poolside WC and basin stopped wet feet in the main house. Champions Gate, a five minute drive, provides plenty of child friendly fast food, a few restaurants and a Publix supermarket. Many local hotels have "better" restaurants of varying cost to suit all pockets. We had an excellent meal at Zen at the Omni Resort including superb sushi. This being our third visit to this area we finally found a property we would return to. After 12 days it's time for home and work, made all the harder having to leave this house and it's amenities.
                                                                                                      • Review Submitted: Apr 15, 2017
                                                                                                      • Date of Stay: Apr 2017