Windsor Island Resort holiday homes
We found 1,060 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Windsor Island Resort
Showing deals for:1 Aug - 8 Aug
Image gallery for Oasis with PVT Pool, Theme Room, Snooker with Amazing Resort
1010 out of 10 rating
Exceptional
(10 reviews)
Oasis with PVT Pool, Theme Room, Snooker with Amazing Resort
Davenport, FL
8% off
Price is NZ$6,117
NZ$6,117
NZ$874 per night
includes taxes & fees
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$6,090
NZ$6,090
NZ$870 per night
includes taxes & fees
Image gallery for Modern 10BR Gamer Villa w/ Star Wars Theater, Arcade, Pool + Themed Bedrooms
8.08.0 out of 10 rating
Very good
(5 reviews)
Modern 10BR Gamer Villa w/ Star Wars Theater, Arcade, Pool + Themed Bedrooms
Davenport, Florida
6% off
Price is NZ$7,936
NZ$7,936
NZ$1,134 per night
includes taxes & fees
Image gallery for Dream House, with Game Rooms, Fully Equipped
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Dream House, with Game Rooms, Fully Equipped
Davenport, FL
6% off
Price is NZ$4,676
NZ$4,676
NZ$668 per night
includes taxes & fees
Image gallery for Stylish home, Themed Room with Private Pool
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Stylish home, Themed Room with Private Pool
Davenport, FL
6% off
Price is NZ$3,581
NZ$3,581
NZ$512 per night
includes taxes & fees
Image gallery for "Dream Vacation Home Near Disney"
1010 out of 10 rating
Exceptional
(22 reviews)
"Dream Vacation Home Near Disney"
Davenport, FL
5% off
Price is NZ$3,428
NZ$3,428
NZ$490 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
8% off
Price is NZ$5,214
NZ$5,214
NZ$745 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
7% off
Price is NZ$4,361
NZ$4,361
NZ$623 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
6% off
Price is NZ$3,571
NZ$3,571
NZ$510 per night
includes taxes & fees
Image gallery for Impressive Villa with Pool, Game and Movies Room
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Impressive Villa with Pool, Game and Movies Room
Davenport, FL
6% off
Price is NZ$4,652
NZ$4,652
NZ$665 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$3,499
NZ$3,499
NZ$500 per night
includes taxes & fees
Image gallery for Great home with Water Park, Comfort & Themed Rooms
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Great home with Water Park, Comfort & Themed Rooms
Davenport, FL
6% off
Price is NZ$4,067
NZ$4,067
NZ$581 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
(5 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$3,213
NZ$3,213
NZ$459 per night
includes taxes & fees
Image gallery for 5-BR Luxury Villa with Pool - Disney Delight - Windsor Island - 3312 LW
9.49.4 out of 10 rating
Exceptional
(6 reviews)
5-BR Luxury Villa with Pool - Disney Delight - Windsor Island - 3312 LW
Davenport, FL
6% off
Price is NZ$3,592
NZ$3,592
NZ$513 per night
includes taxes & fees
Image gallery for Classy Home, Themed Bedroom, Game Room with PS5
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Classy Home, Themed Bedroom, Game Room with PS5
Davenport, FL
6% off
Price is NZ$4,542
NZ$4,542
NZ$649 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
(8 reviews)
Stylish 5-BR Townhouse, PVT Pool, Just Walk to the Clubhouse!
Davenport, FL
6% off
Price is NZ$4,001
NZ$4,001
NZ$572 per night
includes taxes & fees
Image gallery for Spacious 9BR Villa | Home Theater & Pool!
8.88.8 out of 10 rating
Excellent
(16 reviews)
Spacious 9BR Villa | Home Theater & Pool!
Davenport, Florida
7% off
Price is NZ$6,594
NZ$6,594
NZ$942 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
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
28 reviews(28 reviews)
Brand New Home w/ Private Heated Pool & BBQ Grill
Sleeps 14 · 5 bedrooms · 4+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
15 reviews(15 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)
Windsor Island - Cozy Pool Townhouse near to Disney
Sleeps 12 · 5 bedrooms · 4+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
The Adventure of a Lifetime! 5 BDR in Desirable Windsor Island Resort Sleeps 14
Sleeps 14 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
10 reviews(10 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
25 reviews(25 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