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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.

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Viewed 100 times in the last 48 hours
  • 5 BR Villa
  • 5 BA
  • 4000 sq ft
Exceptional! 5/5
(31 reviews)
avg/night
Premier Partner
31
Viewed 24 times in the last 48 hours
  • 7 BR Villa
  • 4 BA
  • Separate Toilet
  • 3102 sq ft
avg/night
Premier Partner
1
Viewed 15 times in the last 48 hours
  • 5 BR House
  • 4 BA
  • Separate Toilet
  • 3400 sq ft
Wonderful! 4.8/5
(5 reviews)
avg/night
5
Viewed 77 times in the last 48 hours
  • 5 BR House
  • 4 BA
  • Separate Toilet
Exceptional! 5/5
(6 reviews)
avg/night
Premier Partner
6
Viewed 39 times in the last 48 hours
  • 5 BR House
  • 4 BA
  • Separate Toilet
  • 3100 sq ft
avg/night
Premier Partner
1
Viewed 84 times in the last 48 hours
  • 5 BR House
  • 4 BA
  • Separate Toilet
  • 3102 sq ft
Good! 3.9/5
(16 reviews)
avg/night
16
Viewed 33 times in the last 48 hours
  • 3 BR Townhome
  • 2 BA
  • Separate Toilet
  • 1350 sq ft
Wonderful! 4.9/5
(32 reviews)
avg/night
32
Viewed 30 times in the last 48 hours
  • 4 BR House
  • 3 BA
  • Separate Toilet
  • 2700 sq ft
Wonderful! 4.9/5
(9 reviews)
avg/night
Premier Partner
9
Viewed 52 times in the last 48 hours
  • 5 BR House
  • 3 BA
  • Separate Toilets
Wonderful! 4.8/5
(6 reviews)
avg/night
6
Viewed 6 times in the last 48 hours
  • 5 BR Villa
  • 3 BA
  • 3100 sq ft
avg/night
Viewed 74 times in the last 48 hours
  • 7 BR Chateau / Country House
  • 4 BA
  • Separate Toilet
  • 3805 sq ft
Good! 3.8/5
(21 reviews)
avg/night
Premier Partner
21
Viewed 11 times in the last 48 hours
  • 4 BR House
  • 3 BA
  • Separate Toilet
  • 2658 sq ft
avg/night
4
Viewed 10 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • 1800 sq ft
Wonderful! 4.8/5
(19 reviews)
avg/night
19
Wonderful! 4.9/5
(13 reviews)
avg/night
Premier Partner
13
Viewed 41 times in the last 48 hours
  • 4 BR House
  • 3 BA
  • Separate Toilet
  • 2600 sq ft
avg/night
3
Viewed 21 times in the last 48 hours
  • 5 BR House
  • 4 BA
  • Separate Toilet
Wonderful! 4.8/5
(30 reviews)
avg/night
30
Viewed 23 times in the last 48 hours
  • 8 BR House
  • 4 BA
  • Separate Toilet
  • 3900 sq ft
Excellent! 4.7/5
(13 reviews)
avg/night
13
Viewed 20 times in the last 48 hours
  • 7 BR House
  • 4 BA
  • Separate Toilet
  • 3406 sq ft
Excellent! 4.7/5
(19 reviews)
avg/night
Premier Partner
19
avg/night
1
Excellent! 4.7/5
(18 reviews)
avg/night
18
Viewed 68 times in the last 48 hours
  • 5 BR House
  • 4 BA
  • Separate Toilet
  • 3229 sq ft
avg/night
Premier Partner
2
Viewed 14 times in the last 48 hours
  • 5 BR Villa
  • 4 BA
  • Separate Toilet
  • 36930 sq. ft.
Exceptional! 5/5
(11 reviews)
avg/night
11
Viewed 11 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • Separate Toilet
  • 3000 sq ft
Excellent! 4.7/5
(26 reviews)
avg/night
26
Viewed 23 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • Separate Toilet
Wonderful! 4.9/5
(8 reviews)
avg/night
8
Viewed 27 times in the last 48 hours
  • 7 BR House
  • 4 BA
  • Separate Toilets
  • 3300 sq ft
Excellent! 4.5/5
(35 reviews)
avg/night
35
Viewed 13 times in the last 48 hours
  • 4 BR House
  • 3 BA
Wonderful! 4.9/5
(13 reviews)
avg/night
13
Viewed 153 times in the last 48 hours
  • 4 BR House
  • 3 BA
  • 2075 sq ft
Very Good! 4/5
(8 reviews)
avg/night
Premier Partner
8
Viewed 124 times in the last 48 hours
  • 4 BR House
  • 3 BA
  • 1736 sq ft
avg/night
Premier Partner
9
  • 4 BR Villa
  • 3 BA
  • Separate Toilet
  • 2500 sq ft
Excellent! 4.6/5
(21 reviews)
avg/night
21
  • 4 BR Villa
  • 3 BA
  • Separate Toilet
View details for price
Viewed 12 times in the last 48 hours
  • 7 BR House
  • 4 BA
  • Separate Toilet
  • 3500 sq ft
avg/night
Premier Partner
  • 4 BR House
  • 3 BA
avg/night
2
Viewed 24 times in the last 48 hours
  • 8 BR Villa
  • 4 BA
  • Separate Toilet
  • 3800 sq ft
Excellent! 4.7/5
(29 reviews)
avg/night
29
Viewed 6 times in the last 48 hours
  • 4 BR House
  • 3 BA
avg/night
Viewed 12 times in the last 48 hours
  • 6 BR Villa
  • 4 BA
  • Separate Toilet
avg/night
Viewed 5 times in the last 48 hours
  • 5 BR Villa
  • 4 BA
  • Separate Toilet
  • 3401 sq ft
avg/night
  • 5 BR Villa
  • 5 BA
  • 3401 sq ft
avg/night
Viewed 5 times in the last 48 hours
  • 4 BR House
  • 3 BA
avg/night
avg/night
1
  • 4 BR House
  • 3 BA
  • Separate Toilet
  • 2500 sq ft
avg/night
  • 5 BR Villa
  • 3 BA
avg/night
Premier Partner
avg/night
avg/night
  • 4 BR Villa
  • 3 BA
avg/night
avg/night
Exceptional! 5/5
(9 reviews)
avg/night
9
 

Recent Reviews

Absolutely perfect for a Florida holiday and Disney visit

5 of 5
The property is fantastic! Myself, my partner, my two step daughters and my mother all visited from the UK for Easter holiday. We were so happy with the property and location that had the owners been selling we would have purchased it and moved in. Upon arrival the property was very clean and very well presented. It has everything you need for a home away from home while visiting beautiful Florida. The local amenities, groceries, fuel, restaurants etc are within 5 mins drive from the property at Champions Gate. The theme parks are 30 mins drive in normal traffic (before and after work based rush hour) and extremely easy to get to. The property itself is very spacious and extremely comfortable. The kitchen is amazingly well equipped. The pool and hot spa were perfect. The poolside furniture was very comfortable both for lounging by the pool and enjoying meals in the sunshine. Pool heating is a must I would suggest. We paid extra for the heating and it made the pool very comfortable to use. The weather was high 80’s and you still need the pool heating otherwise it’s like lake swimming. The bedrooms were all very comfortable and greatly appreciated after a long day walking around the parks. We averaged 7 miles daily while in the theme parks and several days over 10 miles. The property management company were very friendly and helpful when I had a query and when visiting to maintain the pool. The A/C was easy to use to keep the property comfortable even when 88 degrees outside. All the little things that many holiday properties lack were provided for us. We had all the equipment for cooking that most don’t provide. Simple things like scales, whisks and measuring jugs to make pancakes were greatly appreciated. Plentiful towels for cleaning and by the pool. Many board games, toys, games console and DVD are provided along with the games room with the pool table and table tennis. We brought UK travel adaptors with us however there are several provided incase you had forgotten. It is this attention to detail that makes this one of the best holiday properties I have visited. My family and I have visited the US several times over the years and have visited Florida four times. This property was the best we have stayed at on all of our US visits. I highly recommend for any visit to Florida, Disney/Orlando area. The pictures do not do it justice even thought they look great themselves. Matt and family, Bristol, UK
  • Review Submitted: Apr 11, 2018
  • Date of Stay: Mar 2018

Amazing!

5 of 5
This home is amazing. James was so helpful and Carlos made things happen when things needed to be taken care of. We had 22 people and the house was perfect for that many.{they weren't all there at the same time except for a couple days} We would love to rent this home again in the future!
  • Review Submitted: Apr 01, 2018
  • Date of Stay: Mar 2018