Windsor Island Resort vacation rentals
We found 1,059 vacation rentals — enter your dates for availability
Vacation rentals with weekly discounts - Windsor Island Resort
Showing deals for:Jul 25 - Aug 1
Image gallery for BRAND NEW Mickey's Mansion @ Windsor Island Resort- Near Disney - Free Waterpark
1010 out of 10 rating
Exceptional
(31 reviews)
BRAND NEW Mickey's Mansion @ Windsor Island Resort- Near Disney - Free Waterpark
Davenport, FL
5% off
Price is $405
$405
$3,555 total
$3,555 total
Image gallery for SPECIAL! Get UP TO 15% off Weekly Rental with complementary Pool & Spa Heating!
1010 out of 10 rating
Exceptional
(9 reviews)
SPECIAL! Get UP TO 15% off Weekly Rental with complementary Pool & Spa Heating!
Davenport, FL
10% off
Price is $323
$323
$3,037 total
$3,037 total
Image gallery for Gated resort style home located just about 15 min of Disney and 35 min from OIA
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Gated resort style home located just about 15 min of Disney and 35 min from OIA
Davenport, FL
5% off
Price is $333
$333
$3,198 total
$3,198 total
Image gallery for Sleeps 26! Resort Home w/ On-Site Waterpark, Pool | Flamingo Grove by AvantStay
1010 out of 10 rating
Exceptional
(12 reviews)
Sleeps 26! Resort Home w/ On-Site Waterpark, Pool | Flamingo Grove by AvantStay
Davenport, Florida
9% off
Price is $448
$448
$4,207 total
$4,207 total
Image gallery for Special Offer! Near Disney/Themed BR/SPA 4051LA
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Special Offer! Near Disney/Themed BR/SPA 4051LA
Davenport, FL
5% off
Price is $433
$433
$3,871 total
$3,871 total
Image gallery for “Aloha Retreat” Pool Villa in Luxury Resort, FREE Pool Heating +Grill +Game Room
1010 out of 10 rating
Exceptional
(53 reviews)
“Aloha Retreat” Pool Villa in Luxury Resort, FREE Pool Heating +Grill +Game Room
Davenport, FL
5% off
Price is $354
$354
$3,075 total
$3,075 total
Image gallery for Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!
9.69.6 out of 10 rating
Exceptional
(24 reviews)
Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!
Davenport, FL
5% off
Price is $339
$339
$3,424 total
$3,424 total
Image gallery for Luxury Pool Home in Gated Resort!
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Luxury Pool Home in Gated Resort!
Davenport, FL
5% off
Price is $357
$357
$3,142 total
$3,142 total
Image gallery for "Dream Vacation Home Near Disney"
1010 out of 10 rating
Exceptional
(22 reviews)
"Dream Vacation Home Near Disney"
Davenport, FL
10% off
Price is $222
$222
$2,503 total
$2,503 total
Image gallery for Elegant Home, Themed Room, Resort w/ Water Park access
9.69.6 out of 10 rating
Exceptional
(29 reviews)
Elegant Home, Themed Room, Resort w/ Water Park access
Davenport, FL
8% off
Price is $235
$235
$2,037 total
$2,037 total
Image gallery for Great home with Water Park, Comfort & Themed Rooms
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Great home with Water Park, Comfort & Themed Rooms
Davenport, FL
8% off
Price is $274
$274
$2,350 total
$2,350 total
Image gallery for Special Offer- 10BR/8BA Windsor Island, Private pool 2017LC
8.28.2 out of 10 rating
Very Good
(16 reviews)
Special Offer- 10BR/8BA Windsor Island, Private pool 2017LC
Davenport, FL
5% off
Price is $547
$547
$4,798 total
$4,798 total
Image gallery for Disney Magic Villa | 5BR with Private Pool
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Disney Magic Villa | 5BR with Private Pool
Davenport, FL
10% off
Price is $278
$278
$2,490 total
$2,490 total
Image gallery for Luxurious 8BR Townhome Getaway - Windsor Island- 2330 LC
8.68.6 out of 10 rating
Excellent
(13 reviews)
Luxurious 8BR Townhome Getaway - Windsor Island- 2330 LC
Davenport, FL
10% off
Price is $378
$378
$3,742 total
$3,742 total
Image gallery for Just Listed! 5BR Luxury Stay @ Lazy River Resort w/ Pool — Book 7 Nights & Save!
1010 out of 10 rating
Exceptional
(5 reviews)
Just Listed! 5BR Luxury Stay @ Lazy River Resort w/ Pool — Book 7 Nights & Save!
Davenport, FL
5% off
Price is $193
$193
$1,790 total
$1,790 total
Image gallery for AMZNG Townhome with Heated Pool - 5B 4.5B - Windsor Island Resort near Disney
9.29.2 out of 10 rating
Wonderful
(26 reviews)
AMZNG Townhome with Heated Pool - 5B 4.5B - Windsor Island Resort near Disney
Davenport, FL
5% off
Price is $152
$152
$1,447 total
$1,447 total
Image gallery for Classy Home, Themed Bedroom, Game Room with PS5
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Classy Home, Themed Bedroom, Game Room with PS5
Davenport, FL
8% off
Price is $288
$288
$2,479 total
$2,479 total
Image gallery for Stylish 5-BR Townhouse, PVT Pool, Just Walk to the Clubhouse!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Stylish 5-BR Townhouse, PVT Pool, Just Walk to the Clubhouse!
Davenport, FL
8% off
Price is $271
$271
$2,317 total
$2,317 total
Image gallery for Elegant House, Themed Bed, Pool and PS5, with Resort
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Elegant House, Themed Bed, Pool and PS5, with Resort
Davenport, FL
10% off
Price is $297
$297
$2,540 total
$2,540 total
Image gallery for 1807 Amazing 5BR Brand New House!
9.89.8 out of 10 rating
Exceptional
(22 reviews)
1807 Amazing 5BR Brand New House!
Davenport, Florida
5% off
Price is $297
$297
$2,876 total
$2,876 total
Image gallery for New Jungle Adventure 9BR Villa by Disney w/Pool
9.09.0 out of 10 rating
Wonderful
(7 reviews)
New Jungle Adventure 9BR Villa by Disney w/Pool
Davenport, Florida
10% off
Price is $480
$480
$4,238 total
$4,238 total
Image gallery for Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
9.29.2 out of 10 rating
Wonderful
(11 reviews)
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Davenport, Florida
5% off
Price is $117
$117
$1,317 total
$1,317 total
Image gallery for Spacious 9BR Villa | Home Theater & Pool!
9.09.0 out of 10 rating
Wonderful
(17 reviews)
Spacious 9BR Villa | Home Theater & Pool!
Davenport, Florida
10% off
Price is $543
$543
$4,783 total
$4,783 total
Find spaces that suit your style
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Find the best place to stay - Windsor Island Resort
AMZNG Townhome with Heated Pool - 5B 4.5B - Windsor Island Resort near Disney
Sleeps 10 · 5 bedrooms · 4+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
26 reviews(26 reviews)
Brand New Home w/ Private Heated Pool & BBQ Grill
Sleeps 14 · 5 bedrooms · 4+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Just Listed! 5BR Luxury Stay @ Lazy River Resort w/ Pool — Book 7 Nights & Save!
Sleeps 11 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Windsor Island - Cozy Pool Townhouse near to Disney
Sleeps 12 · 5 bedrooms · 4+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
The Adventure of a Lifetime! 5 BDR in Desirable Windsor Island Resort Sleeps 14
Sleeps 14 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!
Sleeps 20 · 8 bedrooms · 6 bathrooms
9.69.6 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Top rated rentals - Windsor Island Resort
Great spot
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The vacation of the year
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Great home and location!
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Awesome Property
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Great House/Clean/New
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Spring Break
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Great host, loved our time!
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Birthday Vacations
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
