Windsor Island Resort holiday homes
We found 1,047 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Windsor Island Resort
Showing deals for:17 Oct - 24 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 NZ$4,449
NZ$4,449
NZ$636 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 NZ$4,091
NZ$4,091
NZ$584 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 NZ$4,497
NZ$4,497
NZ$642 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 NZ$3,059
NZ$3,059
NZ$437 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 NZ$4,040
NZ$4,040
NZ$577 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 NZ$2,426
NZ$2,426
NZ$347 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
14% off
Price is NZ$3,557
NZ$3,557
NZ$508 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 NZ$3,875
NZ$3,875
NZ$554 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 NZ$5,813
NZ$5,813
NZ$830 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 NZ$3,214
NZ$3,214
NZ$459 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 NZ$5,487
NZ$5,487
NZ$784 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 NZ$3,133
NZ$3,133
NZ$448 per night
includes taxes & fees
Image gallery for Family-Friendly 5BR Resort Home! - Pool, Perks & Sleeps 12
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Family-Friendly 5BR Resort Home! - Pool, Perks & Sleeps 12
Davenport, FL
18% off
Price is NZ$2,151
NZ$2,151
NZ$307 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 NZ$4,938
NZ$4,938
NZ$705 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
7% off
Price is NZ$4,348
NZ$4,348
NZ$621 per night
includes taxes & fees
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Find the best place to stay - Windsor Island Resort
Family-Friendly 5BR Resort Home! - Pool, Perks & Sleeps 12
Sleeps 14 · 5 bedrooms · 4 bathrooms
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
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
34 reviews(34 reviews)
Brand New Home w/ Private Heated Pool & BBQ Grill
Sleeps 14 · 5 bedrooms · 4+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
17 reviews(17 reviews)
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
9 reviews(9 reviews)
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
9 reviews(9 reviews)
Luxury 6BR near Disney, Pool, Jacuzzi, Game & Theme Room
Sleeps 13 · 6 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
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