HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon

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.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Property Type

Popular Searches

Facilities

Location Type

Local Area

Property Details

Clear Filters
Use filters to narrow your search results!
Viewed 71 times in the last 48 hours
  • 5 BR
  • 4 BA
  • Separate Toilet
  • 3400 sq. ft.
avg/night
House #1033678vb
3
Viewed 14 times in the last 48 hours
Premier Partner
  • 5 BR
  • 5 BA
  • 3200 sq. ft.
Wonderful! 4.8/5
(5 reviews)
avg/night
House #6124220
5
Viewed 134 times in the last 48 hours
  • 5 BR
  • 4 BA
  • Separate Toilet
avg/night
House #1146998vb
3
Viewed 113 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Separate Toilet
  • 2658 sq. ft.
avg/night
House #4741042
3
Viewed 75 times in the last 48 hours
Premier Partner
  • 5 BR
  • 4 BA
  • Separate Toilet
  • 4000 sq. ft.
Exceptional! 5/5
(25 reviews)
avg/night
Villa #8005937
25
Viewed 27 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Separate Toilet
  • 1350 sq. ft.
Wonderful! 4.9/5
(31 reviews)
avg/night
Townhome #622137vb
31
Viewed 14 times in the last 48 hours
Premier Partner
  • 5 BR
  • 4 BA
  • Separate Toilet
  • 3510 sq. ft.
Wonderful! 4.9/5
(12 reviews)
avg/night
House #819357vb
12
Viewed 18 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1800 sq. ft.
Wonderful! 4.8/5
(18 reviews)
avg/night
Villa #123767vb
18
Viewed 45 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Separate Toilet
Wonderful! 4.9/5
(9 reviews)
avg/night
House #6877692
9
Viewed 51 times in the last 48 hours
Premier Partner
  • 5 BR
  • 4 BA
  • Separate Toilet
  • 3229 sq. ft.
avg/night
House #4720008
  • 7 BR
  • 4 BA
  • Separate Toilet
  • 2680 sq. ft.
avg/night
Villa #4797239
Viewed 34 times in the last 48 hours
  • 4 BR
  • 3 BA
avg/night
House #4266867
2
Viewed 123 times in the last 48 hours
Premier Partner
  • 7 BR
  • 4 BA
  • Separate Toilet
  • 3805 sq. ft.
Good! 3.7/5
(18 reviews)
avg/night
House #915875vb
18
Viewed 53 times in the last 48 hours
  • 5 BR
  • 4 BA
  • Separate Toilet
Wonderful! 4.8/5
(28 reviews)
avg/night
House #280384vb
28
Viewed 98 times in the last 48 hours
Premier Partner
  • 4 BR
  • 3 BA
  • 2075 sq. ft.
Very Good! 4/5
(8 reviews)
avg/night
House #899915vb
8
Viewed 38 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Separate Toilet
  • 3000 sq. ft.
Excellent! 4.7/5
(23 reviews)
avg/night
Villa #514188vb
23
Viewed 39 times in the last 48 hours
  • 5 BR
  • 4 BA
  • Separate Toilet
  • 3102 sq. ft.
Good! 3.7/5
(14 reviews)
avg/night
House #3902118
14
Viewed 43 times in the last 48 hours
  • 7 BR
  • 4 BA
  • Separate Toilet
  • 3406 sq. ft.
Excellent! 4.7/5
(19 reviews)
avg/night
House #7116437
19
Viewed 10 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 2000 sq. ft.
Exceptional! 5/5
(9 reviews)
avg/night
Villa #1042254
9
Viewed 105 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Separate Toilet
  • 2600 sq. ft.
avg/night
House #4507080
2
Viewed 6 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Separate Toilet
  • 2500 sq. ft.
Excellent! 4.6/5
(21 reviews)
avg/night
Villa #938346
21
Viewed 32 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Separate Toilet
Wonderful! 4.9/5
(7 reviews)
avg/night
Villa #8063367
7
Viewed 38 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Separate Toilet
  • 2500 sq. ft.
avg/night
Villa #925353vb
  • 4 BR
  • 3 BA
avg/night
Villa #4736705
Viewed 17 times in the last 48 hours
  • 4 BR
  • 3 BA
Excellent! 4.7/5
(16 reviews)
avg/night
Villa #1880380
16
Viewed 39 times in the last 48 hours
  • 5 BR
  • 3 BA
  • Separate Toilets
Wonderful! 4.8/5
(5 reviews)
avg/night
House #1069665vb
5
Viewed 32 times in the last 48 hours
  • 4 BR
  • 3 BA
Wonderful! 4.9/5
(10 reviews)
avg/night
House #4366475
10
Viewed 40 times in the last 48 hours
  • 8 BR
  • 4 BA
  • Separate Toilet
  • 3900 sq. ft.
Wonderful! 4.8/5
(9 reviews)
avg/night
House #4086969
9
  • 4 BR
  • 3 BA
avg/night
Villa #4727703
  • 5 BR
  • 3 BA
avg/night
Villa #4735964
  • 5 BR
  • 3 BA
avg/night
Villa #4746564
  • 5 BR
  • 3 BA
avg/night
Villa #4751669
  • 5 BR
  • 3 BA
avg/night
Villa #4798438
  • 4 BR
  • 3 BA
avg/night
Villa #4492395
  • 4 BR
  • 3 BA
avg/night
Villa #4748757
  • 4 BR
  • 3 BA
avg/night
Villa #4798436
Viewed 6 times in the last 48 hours
  • 4 BR
  • 3 BA
avg/night
Villa #4177087
1
Viewed 29 times in the last 48 hours
  • 8 BR
  • 4 BA
  • Separate Toilet
  • 3800 sq. ft.
Excellent! 4.7/5
(27 reviews)
avg/night
Villa #3656206
27
  • 6 BR
  • 4 BA
  • Separate Toilet
avg/night
Villa #4023438
Viewed 21 times in the last 48 hours
  • 4 BR
  • 3 BA
avg/night
House #4135465
  • 4 BR
  • 3 BA
avg/night
House #4382903
  • 5 BR
  • 4 BA
  • Separate Toilet
  • 3401 sq. ft.
avg/night
Villa #4483173
  • 5 BR
  • 4 BA
  • Separate Toilet
  • 3401 sq. ft.
avg/night
House #4486821
  • 5 BR
  • 5 BA
  • 3401 sq. ft.
avg/night
Villa #4503716
  • 4 BR
  • 3 BA
avg/night
House #4606187
  • 5 BR
  • 3 BA
avg/night
House #8451829
Viewed 5 times in the last 48 hours
  • 4 BR
  • 3 BA
avg/night
House #4557640
Viewed 9 times in the last 48 hours
  • 6 BR
  • 4 BA
  • Separate Toilet
  • 3108 sq. ft.
avg/night
House #977329vb
  • 4 BR
  • 3 BA
  • Separate Toilet
  • 2500 sq. ft.
avg/night
House #4564526
Viewed 133 times in the last 48 hours
Premier Partner
  • 4 BR
  • 3 BA
  • 1736 sq. ft.
Good! 3.8/5
(5 reviews)
avg/night
House #899917vb
5
 

Recent Reviews

Lovely house, with ample space and open plan ground floor ideal for large family

5 of 5
We had a lovely time staying here. The owner and management staff could not have been more helpful. We found the location was easy for access to all the parks and other popular locations. Being at the end of a quiet cul de sac meant it was peaceful too. We will be happy to return again when we return in 2019.
  • Review Submitted: Nov 22, 2017
  • Date of Stay: Nov 2017

29 sept to 6 oct 2017

5 of 5
This villa is in a very quiet neighbourhood. Everything you need in a vacation home. Ideally situated for the 192 and I4, not far from champions gate. The villa was very clean. Had a great time, thank you Karen
  • Review Submitted: Oct 18, 2017
  • Date of Stay: Sep 2017