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Windsor Island

24 Homes

About the resort

Windsor Island Resort offers a wide range of resort-style amenities perfect for families and groups. The community features a large zero-entry resort pool with a lazy river, water slides, hot tub, and a children’s splash play area for fun in the sun. Guests can relax in private cabanas, hammocks, and loungers, and enjoy refreshing drinks at the tiki bar or poolside dining.

The resort’s Aloha Clubhouse includes a fitness center, arcade/game room, and a mini golf course, while outdoor facilities offer sports courts (such as basketball, volleyball, and tennis), a playground, and additional recreation areas.

Beautifully Renovated 5-Bedroom Villa w/ Pool Near Disney

Windsor Island

Welcome to this beautiful and spacious 5-bedroom vacation home located in the amazing Windsor Island Resort, perfect for families and group getaways visiting…

5 Bedrooms
4.5 Bathrooms
14 Guests
Private pool
$150 por noche
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Brand NEW 10Bedrooms At Windsor Island

Windsor Island

Welcome to this stunning and spacious 10-bedroom vacation home located in the amazing Windsor Island Resort, perfect for large families and group getaways.…

10 Bedrooms
8 Bathrooms
22 Guests
Private pool
$259 por noche
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NEW 10Bedrooms At Windsor Island

Windsor Island

Welcome to this stunning and spacious 10-bedroom vacation home located in the incredible Windsor Island Resort, perfect for large families and group getaways.…

10 Bedrooms
7 Bathrooms
24 Guests
Private pool
$240 por noche
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Brand 10 Spacious Beds At Windsor Island

Windsor Island

Welcome to this beautiful and spacious 10-bedroom vacation home located in the amazing Windsor Island Resort, perfect for large families and group getaways.…

10 Bedrooms
7 Bathrooms
24 Guests
Private pool
$232 por noche
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New Home 8 Bedrooms At Windsor Island

Windsor Island

Welcome to this stunning and spacious 8-bedroom vacation home located in the amazing Windsor Island Resort, perfect for large families and group getaways.…

8 Bedrooms
5 Bathrooms
16 Guests
Private pool
$235 por noche
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Brand NEW 10 BDR at Windsor Island | LED Screen

Windsor Island

Welcome to this spacious and beautifully designed 10-bedroom vacation villa located in Windsor Island Resort, perfect for families and large group getaways.…

10 Bedrooms
8 Bathrooms
24 Guests
Private pool
$241 por noche
View house

New Home Luxury 8 Bedrooms At Windsor Island

Windsor Island

Welcome to this spacious and beautifully designed 8-bedroom vacation villa located in Windsor Island Resort, perfect for families and group getaways. Combining…

8 Bedrooms
7 Bathrooms
16 Guests
Private pool
$222 por noche
View house

Brand NEW 10Bedrooms At Windsor Island

Windsor Island

Welcome to this spacious and beautifully designed 10-bedroom vacation villa located in the amazing Windsor Island Resort, perfect for families and group…

10 Bedrooms
7 Bathrooms
22 Guests
Private pool
$222 por noche
View house

NEW 8 Bedrooms At Windsor Island

Windsor Island

Welcome to this beautiful and spacious 8-bedroom vacation home located in the amazing Windsor Island Resort, perfect for large families and group getaways.…

8 Bedrooms
7 Bathrooms
16 Guests
Private pool
$217 por noche
View house

New Home Luxury 10 Bedrooms At Windsor Island

Windsor Island

Welcome to this spacious and beautifully designed 10-bedroom vacation villa located in Windsor Island Resort, perfect for families and large group getaways.…

10 Bedrooms
7 Bathrooms
22 Guests
Private pool
$249 por noche
View house

Brand NEW 10Bedrooms/8 Baths At Windsor Island

Windsor Island

Welcome to this stunning and spacious 10-bedroom vacation home located in the amazing Windsor Island Resort, perfect for large families and group getaways.…

10 Bedrooms
8 Bathrooms
21 Guests
Private pool
$223 por noche
View house

Amazing Home 08 Bedrooms At Windsor Island

Windsor Island

Welcome to this spacious and beautifully designed 8-bedroom vacation villa located in the amazing Windsor Island Resort, perfect for families and group…

8 Bedrooms
5 Bathrooms
17 Guests
Private pool
$275 por noche
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Townhouse Themed 05 bedrooms

Windsor Island

Welcome to this beautiful and modern 5-bedroom townhouse located in the amazing Windsor Island Resort, perfect for families and group getaways. Combining…

5 Bedrooms
4.5 Bathrooms
12 Guests
Private pool
$106 por noche
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Themed Home 05 Bedrooms at Windsor Island

Windsor Island

Welcome to this elegant and beautifully designed 5-bedroom vacation villa, perfect for families and group getaways looking for comfort, entertainment, and a…

5 Bedrooms
4.5 Bathrooms
11 Guests
Private pool
$114 por noche
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NEW 07 Bedroom/ Game Room At Windsor Island

Windsor Island

Welcome to this stunning and spacious 7-bedroom vacation home located in the amazing Windsor Island Resort, perfect for large families and group getaways.…

7 Bedrooms
5.5 Bathrooms
17 Guests
Private pool
$175 por noche
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Luxurious Home 05 Bedrooms at Windsor Island

Windsor Island

Welcome to this beautiful and comfortable vacation home, thoughtfully designed for families and group getaways looking to enjoy the best of Orlando. Combining…

5 Bedrooms
4.5 Bathrooms
11 Guests
Private pool
$175 por noche
View house

5BR Luxury Home | 1-Min Walk to Clubhouse | Pool

Windsor Island

Welcome to this elegant and beautifully designed 5-bedroom vacation home located in the exclusive Windsor Island Resort, perfect for families and group…

5 Bedrooms
4.5 Bathrooms
10 Guests
Private pool
$100 por noche
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Comfortable Villa 5Bedrooms/Pool/Family Friendly

Windsor Island

Welcome to this beautiful and thoughtfully designed 5-bedroom vacation villa located in the amazing Windsor Island Resort, perfect for families and group…

5 Bedrooms
4.5 Bathrooms
12 Guests
Private pool
$175 por noche
View house

Luxury Villa 5Bedrooms/Pool - 8 miles from Disney

Windsor Island

Welcome to this beautiful and family-friendly 5-bedroom vacation home located in the amazing Windsor Island Resort, perfect for families and group getaways.…

5 Bedrooms
4.5 Bathrooms
12 Guests
Private pool
$112 por noche
View house

New Home Luxury 10 Bedrooms At Windsor Island

Windsor Island

Welcome to this spacious and beautifully designed 10-bedroom vacation villa located in the amazing Windsor Island Resort, perfect for families and group…

10 Bedrooms
8 Bathrooms
24 Guests
Private pool
$231 por noche
View house

5BR house with private pool in Windsor Island

Windsor Island

Welcome to this beautiful and thoughtfully designed 5-bedroom vacation villa located in the amazing Windsor Island Resort, perfect for families and group…

5 Bedrooms
4.5 Bathrooms
12 Guests
Private pool
$109 por noche
View house

Modern 5BR Villa | Pool & Resort | Windsor Island

Windsor Island

Welcome to this beautiful and comfortable vacation home, thoughtfully designed for families and group getaways looking to enjoy the best of Orlando. Combining…

5 Bedrooms
5.5 Bathrooms
13 Guests
Private pool
$175 por noche
View house

Luxurious Home 05 Bedrooms at Windsor Island

Windsor Island

Smoking is permitted only in designated outdoor areas such as the balcony and pool area.

5 Bedrooms
5 Bathrooms
12 Guests
Private pool
$175 por noche
View house

NEW 07 Bedroom/ Private Pool At Windsor Island

Windsor Island

Enjoy access to the incredible Windsor Island Resort amenities, including:

7 Bedrooms
5.5 Bathrooms
17 Guests
Private pool
$223 por noche
View house
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