Windsor Island Resort holiday rentals
We found 989 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Windsor Island Resort
Showing deals for:7 Nov - 14 Nov
Image gallery for SPECIAL OFFER! Get UP TO 15% off Weekly Rental with complementary Pool Heating!
9.89.8 out of 10 rating
Exceptional
(36 reviews)
SPECIAL OFFER! Get UP TO 15% off Weekly Rental with complementary Pool Heating!
Davenport, FL
10% off
Price is S$3,827
S$3,827
S$547 per night
includes taxes & fees
Image gallery for SPECIAL OFFER! Get up to 15% off Weekly Rental with complementary Pool Heating!
9.89.8 out of 10 rating
Exceptional
(9 reviews)
SPECIAL OFFER! Get up to 15% off Weekly Rental with complementary Pool Heating!
Davenport, FL
7% off
Price is S$4,084
S$4,084
S$583 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
(36 reviews)
BRAND NEW Mickey's Mansion @ Windsor Island Resort- Near Disney - Free Waterpark
Davenport, FL
7% off
Price is S$3,171
S$3,171
S$453 per night
includes taxes & fees
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$3,404
S$3,404
S$486 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
(19 reviews)
Family Paradise w/ Game Loft, PS5, Themed Rooms & Pool – Near Disney
Davenport, FL
7% off
Price is S$2,946
S$2,946
S$421 per night
includes taxes & fees
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
7% off
Price is S$4,132
S$4,132
S$590 per night
includes taxes & fees
Image gallery for °o° PROMO °o° Magical Villa Sleep 32+, Games, Thea
1010 out of 10 rating
Exceptional
(6 reviews)
°o° PROMO °o° Magical Villa Sleep 32+, Games, Thea
Davenport, FL
8% off
Price is S$16,125
S$16,125
S$2,304 per night
includes taxes & fees
Image gallery for Barbecue in Summer Kitchen, Smart TV by the Pool!
9.69.6 out of 10 rating
Exceptional
(55 reviews)
Barbecue in Summer Kitchen, Smart TV by the Pool!
Davenport, FL
8% off
Price is S$3,204
S$3,204
S$458 per night
includes taxes & fees
Image gallery for Orlando Oasis: Exclusive Villa Close to Disney
9.29.2 out of 10 rating
Wonderful
(53 reviews)
Orlando Oasis: Exclusive Villa Close to Disney
Davenport, FL
6% off
Price is S$3,518
S$3,518
S$503 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
(33 reviews)
Magical 5BR Home w/ Private Pool – 200m to Clubhouse!
Davenport, FL
7% off
Price is S$2,353
S$2,353
S$336 per night
includes taxes & fees
Image gallery for Luxury Pool Home in Gated Resort!
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Luxury Pool Home in Gated Resort!
Davenport, FL
7% off
Price is S$3,066
S$3,066
S$438 per night
includes taxes & fees
Image gallery for Magical 5BR Villa - Game Room, Themed Rooms & Pool in Windsor Island
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Magical 5BR Villa - Game Room, Themed Rooms & Pool in Windsor Island
Davenport, FL
7% off
Price is S$2,751
S$2,751
S$393 per night
includes taxes & fees
Image gallery for Newly Renovated 8BR Villa equipped with a heated pool / Spa Located near Disney
9.69.6 out of 10 rating
Exceptional
(106 reviews)
Newly Renovated 8BR Villa equipped with a heated pool / Spa Located near Disney
Davenport, FL
6% off
Price is S$3,896
S$3,896
S$557 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$3,469
S$3,469
S$496 per night
includes taxes & fees
Image gallery for SPECIAL! Get UP TO 15% off Weekly Rental with complementary Pool & Spa Heating!
9.69.6 out of 10 rating
Exceptional
(15 reviews)
SPECIAL! Get UP TO 15% off Weekly Rental with complementary Pool & Spa Heating!
Davenport, FL
10% off
Price is S$4,319
S$4,319
S$617 per night
includes taxes & fees
Image gallery for Windsor Island Water Park Oasis: 7-Bed near Disney
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Windsor Island Water Park Oasis: 7-Bed near Disney
Davenport, FL
7% off
Price is S$3,431
S$3,431
S$490 per night
includes taxes & fees
Image gallery for Villa with a pool/spa - close to Disney!
9.69.6 out of 10 rating
Exceptional
(99 reviews)
Villa with a pool/spa - close to Disney!
Davenport, FL
12% off
Price is S$3,278
S$3,278
S$468 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$3,056
S$3,056
S$437 per night
includes taxes & fees
Image gallery for Stylish 5-BR Townhouse, PVT Pool, Just Walk to the Clubhouse!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Stylish 5-BR Townhouse, PVT Pool, Just Walk to the Clubhouse!
Davenport, FL
7% off
Price is S$2,550
S$2,550
S$364 per night
includes taxes & fees
Image gallery for Adventure of a Lifetime! 5 BDR at Windsor Island
1010 out of 10 rating
Exceptional
(12 reviews)
Adventure of a Lifetime! 5 BDR at Windsor Island
Davenport, FL
7% off
Price is S$2,124
S$2,124
S$303 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$4,062
S$4,062
S$580 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$2,189
S$2,189
S$313 per night
includes taxes & fees
Image gallery for Brand New 7BR Luxury Villa: Ultimate Oasis - 4446 KR
8.48.4 out of 10 rating
Very good
(5 reviews)
Brand New 7BR Luxury Villa: Ultimate Oasis - 4446 KR
Davenport, FL
6% off
Price is S$3,222
S$3,222
S$460 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$3,584
S$3,584
S$512 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Windsor Island Resort
Showing deals for: 1 Nov - 4 Nov
Luxury 6BR near Disney, Pool, Jacuzzi, Game & Theme Room
Sleeps 13 · 6 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
The current price is S$1,334
S$1,334
for 3 nights, 1 home
S$445 per night
includes taxes & fees
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
35 reviews(35 reviews)
The current price is S$1,026
S$1,026
for 3 nights, 1 home
S$342 per night
includes taxes & fees
Resort retreat with private pool & lanai plus hot tub, lazy river, gym, firepit
Sleeps 12 · 5 bedrooms · 4+ bathrooms
7.47.4 out of 10
Goodgood
3 reviews(3 reviews)
The current price is S$1,018
S$1,018
for 3 nights, 1 home
S$339 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
8.88.8 out of 10
Excellentexcellent
10 reviews(10 reviews)
The current price is S$1,192
S$1,192
for 3 nights, 1 home
S$397 per night
includes taxes & fees
Sunny Stays | 5 bed, 4 bath | Private Pool | Sleeps 12
Sleeps 12 · 5 bedrooms · 4 bathrooms
The current price is S$1,615
S$1,615
for 3 nights, 1 home
S$538 per night
includes taxes & fees
Charming Davenport house: Dog-friendly, pool, patio, well-equipped kitchen
Sleeps 15 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is S$1,243
S$1,243
for 3 nights, 1 home
S$414 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