
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 OctAMZNG 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