We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Windwood Bay Holiday Rentals

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
12 Windwood Bay Holiday Rentals
loading...
From
$147
Per Night
View Details
1 / 22
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (5) Make Enquiry
From
$246
Per Night
View Details
1 / 59
Payment Protection
6 Bedrooms, 4 Bathrooms, Sleeps 12
Bookings
Details Reviews (9) Make Enquiry
From
$215
Per Night
View Details
1 / 33
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
From
$1,726
Per Week
View Details
1 / 22
Payment Protection
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (22) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Pool Table
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Chill out in 4000 sq ft of Total Luxury on a 5* Resort - 10 minutes to Disney. In addition there is 1500 Sq. ft of south facing pool area. From the moment you open the door of this truly magnificent villa you will know that you have made the right choice. On an impressive private corner plot with... View all property information
Make Enquiry
5 of 5 stars Reviewed 17 June 2014
I have holidayed in Florida for years so knew exactly what type of villa and area I wanted. After trailing through umpteen websites to get the perfect villa, including south...
4 of 5 stars Reviewed 17 March 2014
We had a lovely stay here, a detailed introduction pack was left for us which had recommendations for meals out etc - a nice touch! The area is very quiet, which is great for...
See all reviews
From
$1,080
Per Night
View Details
1 / 26
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This beautifully furnished 5 bed 3 bath South East facing Front Line Detached Villa is in a featured Premier Collection development. It has an extended L shaped pool and spa with stunning views across the lake. It has 5 bedrooms and 3 bathrooms, two of which are an en suite. The Master bedroom has... View all property information
Make Enquiry
From
$190
Per Night
View Details
1 / 41
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Palace in Wonderland is ideally located just 6.5 miles from Walt Disney World in the popular Windwood Bay This elegant two story vacation home is over 3,000 sq ft, making it perfect for holiday gatherings or groups. This home features three master bedrooms with private bathrooms, two with king... View all property information
Make Enquiry
From
$178
Per Night
View Details
1 / 11
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (4) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Hot Tub
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
A new 4 bedroom, 3 bathroom, fully equipped home in Windwood Bay. Thesouthwest facing pool and spa overlooks wooded conservation land. Disney is15 minutes away and there are a number of excellent golf courses nearby. Additional amenities include: multiple TV's: 6, washer/dryer, laundry, private... View all property information
Make Enquiry
From
$178
Per Night
View Details
1 / 10
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Hot Tub
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This Nice, four bedroom, three bathroom villa is located at Windwood Bay on Hwy.54Pool and Spa makes your stay unforgettable. Fully equipped with 4 TV's, 2 DVD players, playstation 2. Baby crib & playpen provided for the little ones! Additional amenities include: multiple TV's: 4, washer/dryer,... View all property information
Make Enquiry
From
$196
Per Night
View Details
1 / 26
6 Bedrooms, 5 Bathrooms, Sleeps 14
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Hot Tub
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Brooklands, located in the Windwood Bay community, is 3,800 sq ft, including a Game Room, 6 Bedrooms and 4.5 Bathrooms. The pool has an extended deck and overlooks conservation/woodlands,making it very private. The pool also has a shallow paddling area for children. It is on the largest lot in... View all property information
Make Enquiry
From
$172
Per Night
View Details
1 / 20
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Sky Mansion is located in the exclusive & private Windwood Bay community which neighbours the Champions Gate Golf Course (designed by Greg Norman and the David Ledbetter Golf Academy). It is only 6,5 miles from from Disney World, five minutes from Interstate 4, nearby other theme parks and numerous... View all property information
Make Enquiry
Get the List
From
$147
Per Night
View Details
1 / 20
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The Retreat at Windwood Bay is a gorgeous 5 bedroom, 4.5 bath home located just 6.5 miles from Walt Disney in the Windwood Bay community. At just under 3,600 square feet, you'll find plenty of room in this vacation home for your group, extended family or holiday gathering. There's something to do... View all property information
Make Enquiry
From
$207
Per Night
View Details
1 / 14
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This home is located in Winwood Bay one of the most highly sought after communities on Ronald Regan Road in the area of Champions Gate. This community is ideally situated near Highway 27 and Interstate 4 - both no more than 5 minutes away. Winwood Bay is a beautiful community of subdivisions and... View all property information
Make Enquiry
Go to map view
Book Online(1)
Use filters to find the best results!

Suitability

  • Wheelchair access (1)
  • Elder access (2)
  • Suitable for children (2)
  • Pet friendly (0)
  • Smoking allowed (0)

Amenities

  • All pools (12)
  • Hot Tub (12)
  • Air Conditioning (10)
  • Internet (9)
  • Public pool (9)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities