Windsor Island Resort holiday rentals
We found 1,055 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Windsor Island Resort
Showing deals for:10 Oct - 17 Oct
Image gallery for Stylish family friendly, 5 suites near Disney!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Stylish family friendly, 5 suites near Disney!
Davenport, FL
7% off
Price is S$3,402
S$3,402
S$486 per night
includes taxes & fees
Image gallery for Spectacular 8BR/6BA House with Ultimate Privacy, and No Rear Neighbors.
9.69.6 out of 10 rating
Exceptional
(93 reviews)
Spectacular 8BR/6BA House with Ultimate Privacy, and No Rear Neighbors.
Davenport, FL
6% off
Price is S$3,756
S$3,756
S$537 per night
includes taxes & fees
Image gallery for Family Paradise w/ Game Loft, PS5, Themed Rooms & Pool – Near Disney
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Family Paradise w/ Game Loft, PS5, Themed Rooms & Pool – Near Disney
Davenport, FL
14% off
Price is S$2,720
S$2,720
S$389 per night
includes taxes & fees
Image gallery for BRAND NEW Mickey's Mansion @ Windsor Island Resort- Near Disney - Free Waterpark
1010 out of 10 rating
Exceptional
(35 reviews)
BRAND NEW Mickey's Mansion @ Windsor Island Resort- Near Disney - Free Waterpark
Davenport, FL
7% off
Price is S$3,179
S$3,179
S$454 per night
includes taxes & fees
Image gallery for Orlando Oasis: Exclusive Villa Close to Disney
9.29.2 out of 10 rating
Wonderful
(51 reviews)
Orlando Oasis: Exclusive Villa Close to Disney
Davenport, FL
5% off
Price is S$3,089
S$3,089
S$441 per night
includes taxes & fees
Image gallery for Magical 5BR Home w/ Private Pool – 200m to Clubhouse!
9.69.6 out of 10 rating
Exceptional
(32 reviews)
Magical 5BR Home w/ Private Pool – 200m to Clubhouse!
Davenport, FL
14% off
Price is S$2,081
S$2,081
S$297 per night
includes taxes & fees
Image gallery for Dazzling New 7BR Villa by Disney| Theme Rms/Pool
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Dazzling New 7BR Villa by Disney| Theme Rms/Pool
Davenport, Florida
6% off
Price is S$3,033
S$3,033
S$433 per night
includes taxes & fees
Image gallery for Elegant Home, Themed Room, Resort w/ Water Park access
9.69.6 out of 10 rating
Exceptional
(30 reviews)
Elegant Home, Themed Room, Resort w/ Water Park access
Davenport, FL
14% off
Price is S$2,111
S$2,111
S$302 per night
includes taxes & fees
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
7% off
Price is S$2,479
S$2,479
S$354 per night
includes taxes & fees
Image gallery for Themed Magical Villa in Windsor Island Resort
9.09.0 out of 10 rating
Wonderful
(8 reviews)
Themed Magical Villa in Windsor Island Resort
Davenport, FL
7% off
Price is S$3,209
S$3,209
S$458 per night
includes taxes & fees
Image gallery for SPECIAL! Get UP TO 15% off Weekly Rental with complementary Pool & Spa Heating!
9.49.4 out of 10 rating
Exceptional
(13 reviews)
SPECIAL! Get UP TO 15% off Weekly Rental with complementary Pool & Spa Heating!
Davenport, FL
7% off
Price is S$4,466
S$4,466
S$638 per night
includes taxes & fees
Image gallery for Sleeps 26! Resort Home w/ On-Site Waterpark, Pool | Flamingo Grove by AvantStay
1010 out of 10 rating
Exceptional
(13 reviews)
Sleeps 26! Resort Home w/ On-Site Waterpark, Pool | Flamingo Grove by AvantStay
Davenport, Florida
6% off
Price is S$4,319
S$4,319
S$617 per night
includes taxes & fees
Image gallery for Villa with a pool/spa - close to Disney!
9.69.6 out of 10 rating
Exceptional
(98 reviews)
Villa with a pool/spa - close to Disney!
Davenport, FL
11% off
Price is S$3,401
S$3,401
S$486 per night
includes taxes & fees
Image gallery for Brand new townhouse w/private pool for up to 14 people - 5B/4.5B 5 min to Disney
1010 out of 10 rating
Exceptional
(6 reviews)
Brand new townhouse w/private pool for up to 14 people - 5B/4.5B 5 min to Disney
Davenport, FL
7% off
Price is S$2,457
S$2,457
S$351 per night
includes taxes & fees
Image gallery for Priv Pool, GameRm, HUGEResort!
1010 out of 10 rating
Exceptional
(5 reviews)
Priv Pool, GameRm, HUGEResort!
Davenport, FL
7% off
Price is S$3,811
S$3,811
S$544 per night
includes taxes & fees
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
7% off
Price is S$2,131
S$2,131
S$304 per night
includes taxes & fees
Image gallery for Stunning 8BR Villa | Theater/Theme Rooms/Pool
8.08.0 out of 10 rating
Very good
(6 reviews)
Stunning 8BR Villa | Theater/Theme Rooms/Pool
Davenport, Florida
7% off
Price is S$3,102
S$3,102
S$443 per night
includes taxes & fees
Image gallery for New Jungle Adventure 9BR Villa by Disney w/Pool
8.08.0 out of 10 rating
Very good
(8 reviews)
New Jungle Adventure 9BR Villa by Disney w/Pool
Davenport, Florida
7% off
Price is S$3,183
S$3,183
S$455 per night
includes taxes & fees
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Find the best place to stay - Windsor Island Resort
Showing deals for: 10 Oct - 13 Oct
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
33 reviews(33 reviews)
The current price is S$1,243
S$1,243
for 3 nights, 1 home
S$414 per night
includes taxes & fees
Just Listed! 5BR Luxury Stay @ Lazy River Resort w/ Pool — Book 7 Nights & Save!
Sleeps 11 · 5 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
The current price is S$1,180
S$1,180
for 3 nights, 1 home
S$393 per night
includes taxes & fees
Resort home with private heated pool, game room, hot tub, lazy river, pool, gym
Sleeps 10 · 5 bedrooms · 5+ bathrooms
9.09.0 out of 10
Wonderfulwonderful
8 reviews(8 reviews)
The current price is S$1,393
S$1,393
for 3 nights, 1 home
S$464 per night
includes taxes & fees
Resort retreat with private pool & lanai plus hot tub, lazy river, gym, firepit
Sleeps 12 · 5 bedrooms · 4+ bathrooms
6.06.0 out of 10
2 reviews(2 reviews)
The current price is S$1,468
S$1,468
for 3 nights, 1 home
S$489 per night
includes taxes & fees
Luxury Home with Private Pool,spa, tennis court, and game room
Sleeps 14 · 6 bedrooms · 4+ bathrooms
8.08.0 out of 10
Very goodvery good
3 reviews(3 reviews)
The current price is S$1,681
S$1,681
for 3 nights, 1 home
S$560 per night
includes taxes & fees
BRAND NEW Mickey's Mansion @ Windsor Island Resort- Near Disney - Free Waterpark
Sleeps 14 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
The current price is S$1,830
S$1,830
for 3 nights, 1 villa
S$610 per night
includes taxes & fees
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value