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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! 4.6/5
    (12 reviews)
    avg/night
    • 4 BR
    • 3 BA
    • Sleeps 8
    Villa #1880380
    12
    Viewed 36 times in the last 48 hours
      Exceptional! 5/5
      (5 reviews)
      avg/night
      • 4 BR
      • 3 BA
      • Separate Toilet
      • Sleeps 10
      House #6877692
      5
      Viewed 40 times in the last 48 hours
        Exceptional! 5/5
        (5 reviews)
        avg/night
        • 4 BR
        • 3 BA
        • Separate Toilet
        • Sleeps 10
        Villa #8063367
        5
        Viewed 45 times in the last 48 hours
          Wonderful! 4.8/5
          (21 reviews)
          avg/night
          • 4 BR
          • 3 BA
          • Separate Toilet
          • Sleeps 8
          Villa #514188vb
          21
          Viewed 19 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
              • 7 BR
              • 4 BA
              • Separate Toilet
              • Sleeps 14
              House #915875vb
              4
              Viewed 91 times in the last 48 hours
                Exceptional! 5/5
                (19 reviews)
                avg/night
                • 5 BR
                • 4 BA
                • Separate Toilet
                • Sleeps 10
                Villa #8005937
                19
                Viewed 57 times in the last 48 hours
                  Wonderful! 4.8/5
                  (28 reviews)
                  avg/night
                  • 5 BR
                  • 4 BA
                  • Separate Toilet
                  • Sleeps 12
                  House #280384vb
                  28
                  Viewed 9 times in the last 48 hours
                    Exceptional! 5/5
                    (7 reviews)
                    avg/night
                    • 4 BR
                    • 3 BA
                    • Sleeps 8
                    Villa #1042254
                    7
                    Viewed 33 times in the last 48 hours
                      Excellent! 4.3/5
                      (21 reviews)
                      avg/night
                      • 7 BR
                      • 4 BA
                      • Separate Toilet
                      • Sleeps 16
                      Villa #314848vb
                      21
                      Viewed 13 times in the last 48 hours
                        Wonderful! 4.9/5
                        (8 reviews)
                        avg/night
                        • 4 BR
                        • 3 BA
                        • Sleeps 8
                        House #4366475
                        8
                        Viewed 158 times in the last 48 hours
                          • 4 BR
                          • 3 BA
                          • Separate Toilet
                          • Sleeps 10
                          House #4507080
                          Viewed 26 times in the last 48 hours
                            Wonderful! 4.9/5
                            (26 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Separate Toilet
                            • Sleeps 8
                            Townhome #622137vb
                            26
                            Viewed 33 times in the last 48 hours
                              • 5 BR
                              • 5 BA
                              • Sleeps 10
                              House #6124220
                              4
                              Viewed 25 times in the last 48 hours
                                • 4 BR
                                • 3 BA
                                • Separate Toilet
                                • Sleeps 10
                                Villa #938346
                                21
                                  Wonderful! 4.8/5
                                  (18 reviews)
                                  avg/night
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 8
                                  Villa #123767vb
                                  18
                                  Viewed 14 times in the last 48 hours
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Separate Toilet
                                    • Sleeps 6
                                    Townhome #4045075
                                    4
                                    Viewed 12 times in the last 48 hours
                                      • 5 BR
                                      • 5 BA
                                      • Sleeps 10
                                      Villa #983204vb
                                      3
                                      Viewed 7 times in the last 48 hours
                                        • 5 BR
                                        • 4 BA
                                        • Sleeps 12
                                        House #356234
                                        2
                                        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 30 times in the last 48 hours
                                            Excellent! 4.7/5
                                            (32 reviews)
                                            avg/night
                                            • 7 BR
                                            • 4 BA
                                            • Separate Toilets
                                            • Sleeps 16
                                            House #3486405
                                            32
                                            Viewed 16 times in the last 48 hours
                                              avg/night
                                              • 5 BR
                                              • 4 BA
                                              • Sleeps 12
                                              Villa #4213327
                                              1
                                              Viewed 10 times in the last 48 hours
                                                avg/night
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 9
                                                House #4266867
                                                2
                                                Viewed 7 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (9 reviews)
                                                  avg/night
                                                  • 8 BR
                                                  • 4 BA
                                                  • Separate Toilet
                                                  • Sleeps 18
                                                  House #4086969
                                                  9
                                                  Viewed 35 times in the last 48 hours
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    House #899915vb
                                                    1
                                                    Viewed 42 times in the last 48 hours
                                                      avg/night
                                                      • 5 BR
                                                      • 4 BA
                                                      • Separate Toilet
                                                      • Sleeps 10
                                                      House #1033678vb
                                                      Viewed 34 times in the last 48 hours
                                                        Excellent! 4.7/5
                                                        (26 reviews)
                                                        avg/night
                                                        • 8 BR
                                                        • 4 BA
                                                        • Separate Toilet
                                                        • Sleeps 18
                                                        Villa #3656206
                                                        26
                                                        Viewed 28 times in the last 48 hours
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 8
                                                          House #899917vb
                                                          2
                                                          Viewed 43 times in the last 48 hours
                                                            • 5 BR
                                                            • 4 BA
                                                            • Separate Toilet
                                                            • Sleeps 10
                                                            House #4444259
                                                            3
                                                              • 4 BR
                                                              • 3 BA
                                                              • Separate Toilet
                                                              • Sleeps 8
                                                              Villa #925353vb
                                                              Viewed 8 times in the last 48 hours
                                                                avg/night
                                                                • 5 BR
                                                                • 3 BA
                                                                • Sleeps 10
                                                                Villa #6872309
                                                                Viewed 8 times in the last 48 hours
                                                                  • 5 BR
                                                                  • 3 BA
                                                                  • Sleeps 20
                                                                  Villa #996746vb
                                                                  Viewed 95 times in the last 48 hours
                                                                    Exceptional! 5/5
                                                                    (10 reviews)
                                                                    avg/night
                                                                    • 5 BR
                                                                    • 4 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 10
                                                                    House #819357vb
                                                                    10
                                                                    Viewed 16 times in the last 48 hours
                                                                      • 5 BR
                                                                      • 4 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 10
                                                                      House #4443838
                                                                      2
                                                                      Viewed 5 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (104 reviews)
                                                                        avg/night
                                                                        • 5 BR
                                                                        • 4 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 12
                                                                        Villa #58577vb
                                                                        104
                                                                        Viewed 14 times in the last 48 hours
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                          Villa #4177087
                                                                          1
                                                                          Viewed 6 times in the last 48 hours
                                                                            avg/night
                                                                            • 5 BR
                                                                            • 3 BA
                                                                            • Separate Toilets
                                                                            • Sleeps 10
                                                                            House #1069665vb
                                                                            Viewed 10 times in the last 48 hours
                                                                              • 5 BR
                                                                              • 3 BA
                                                                              • Sleeps 10
                                                                              Villa #4474682
                                                                              Viewed 8 times in the last 48 hours
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 4 BA
                                                                                • Sleeps 8
                                                                                Villa #4325542
                                                                                Viewed 14 times in the last 48 hours
                                                                                  • 5 BR
                                                                                  • 4 BA
                                                                                  • Separate Toilet
                                                                                  • Sleeps 10
                                                                                  Villa #3847020
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    Villa #4492395
                                                                                      • 5 BR
                                                                                      • 5 BA
                                                                                      • Sleeps 10
                                                                                      Villa #4492573
                                                                                        avg/night
                                                                                        • 5 BR
                                                                                        • 4 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 12
                                                                                        House #4442058
                                                                                        Viewed 7 times in the last 48 hours
                                                                                          • 4 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          House #930978vb
                                                                                            • 5 BR
                                                                                            • 4 BA
                                                                                            • Sleeps 10
                                                                                            House #983335vb
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 8
                                                                                              Villa #4279047
                                                                                                avg/night
                                                                                                • 8 BR
                                                                                                • 4 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 18
                                                                                                Villa #4473502
                                                                                                Viewed 17 times in the last 48 hours
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                  Villa #736788vb
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 8
                                                                                                    House #4531336
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 8
                                                                                                      House #4310365
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      A real pleasure to stay here, exactly as described

                                                                                                      5 of 5
                                                                                                      I would like to report how happy with the villa we all were. Having stayed in a few before provided by other companies this one was the best by far. Exactly as described and marketed by yourselves it was superb. The attention to detail as to what was provided was excellent. For example, a lap top was provided for free if you needed it. Everything you can think of was provided. Quality, hygiene and cleanliness were first class. A real pleasure to stay here. In short a very happy customer. Thank you very much.
                                                                                                      • Review Submitted: Jul 20, 2017
                                                                                                      • Date of Stay: Jun 2017

                                                                                                      Fantastic space, very relaxing, lovely area

                                                                                                      5 of 5
                                                                                                      Absolutely loved our stay here. The area is perfect for the parks (and no need to go along the dreaded 192 and all it's traffic lights!). The villa itself is STUNNING! Everything is to a very high standard and so comfortable. We were a party of 6 and had plenty of space to chill and relax. Love the new outside patio space (even though we didn't really use it) and the pool was a welcome relief at the end of a long park day. Management company on hand for any queries and dealt with the couple of questions we had very quickly and were very re-assuring. Would stay here again in a heartbear and would have no hesitation in recommending Sunseekers. Owner Romel was extremely helpful from start to finish and I can't thank you enough for allowing us to stay in your beautiful villa
                                                                                                      • Review Submitted: Jul 11, 2017
                                                                                                      • Date of Stay: Jun 2017