Windsor Island Resort holiday homes
We found 1,052 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Windsor Island Resort
Showing deals for:12 Sept - 19 Sept
Image gallery for SPECIAL! Get UP TO 15% off Weekly Rental with complementary Pool & Spa Heating!
1010 out of 10 rating
Exceptional
(10 reviews)
SPECIAL! Get UP TO 15% off Weekly Rental with complementary Pool & Spa Heating!
Davenport, FL
7% off
Price is NZ$5,773
NZ$5,773
NZ$825 per night
includes taxes & fees
Image gallery for Villa with a pool/spa - close to Disney!
9.69.6 out of 10 rating
Exceptional
(95 reviews)
Villa with a pool/spa - close to Disney!
Davenport, FL
10% off
Price is NZ$3,494
NZ$3,494
NZ$499 per night
includes taxes & fees
Image gallery for Orlando Oasis: Exclusive Villa Close to Disney
9.29.2 out of 10 rating
Wonderful
(50 reviews)
Orlando Oasis: Exclusive Villa Close to Disney
Davenport, FL
5% off
Price is NZ$3,936
NZ$3,936
NZ$562 per night
includes taxes & fees
Image gallery for Getaway with Private Pool, Clubhouse, Lazy River - Family Home!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Getaway with Private Pool, Clubhouse, Lazy River - Family Home!
Davenport, FL
14% off
Price is NZ$2,499
NZ$2,499
NZ$357 per night
includes taxes & fees
Image gallery for Magical 5BR Home w/ Private Pool – 200m to Clubhouse!
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Magical 5BR Home w/ Private Pool – 200m to Clubhouse!
Davenport, FL
14% off
Price is NZ$2,373
NZ$2,373
NZ$339 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 NZ$3,818
NZ$3,818
NZ$545 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$5,237
NZ$5,237
NZ$748 per night
includes taxes & fees
Image gallery for 7BR Resort Home BBQ Pvt Pool
8.88.8 out of 10 rating
Excellent
(5 reviews)
7BR Resort Home BBQ Pvt Pool
Davenport, FL
7% off
Price is NZ$2,579
NZ$2,579
NZ$368 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 NZ$4,400
NZ$4,400
NZ$629 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
(29 reviews)
Elegant Home, Themed Room, Resort w/ Water Park access
Davenport, FL
14% off
Price is NZ$2,462
NZ$2,462
NZ$352 per night
includes taxes & fees
Image gallery for Themed Magical Villa in Windsor Island Resort
1010 out of 10 rating
Exceptional
(7 reviews)
Themed Magical Villa in Windsor Island Resort
Davenport, FL
6% off
Price is NZ$3,253
NZ$3,253
NZ$465 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$3,177
NZ$3,177
NZ$454 per night
includes taxes & fees
Image gallery for Luxury 10 bedroom MANSION on ideal XL corner lot in Windsor Island Resort
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Luxury 10 bedroom MANSION on ideal XL corner lot in Windsor Island Resort
Davenport, FL
7% off
Price is NZ$6,726
NZ$6,726
NZ$961 per night
includes taxes & fees
Image gallery for Family-Friendly 5BR Home with Pool & Clubhouse Access
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Family-Friendly 5BR Home with Pool & Clubhouse Access
Davenport, FL
14% off
Price is NZ$2,639
NZ$2,639
NZ$377 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$2,534
NZ$2,534
NZ$362 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 NZ$4,744
NZ$4,744
NZ$678 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 NZ$3,961
NZ$3,961
NZ$566 per night
includes taxes & fees
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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
9.09.0 out of 10
Wonderfulwonderful
30 reviews(30 reviews)
Brand New Home w/ Private Heated Pool & BBQ Grill
Sleeps 14 · 5 bedrooms · 4+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
16 reviews(16 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
26 reviews(26 reviews)
Family-Friendly 5BR Resort Home! - Pool, Perks & Disney Nearby
Sleeps 12 · 5 bedrooms · 4 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 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
6 reviews(6 reviews)
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)
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
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