Windsor Island Resort holiday homes
We found 1,078 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Windsor Island Resort
Showing deals for:30 Jan - 6 Feb
Image gallery for °o° PROMO °o° Magical Villa Sleep 32+, Games, Thea
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
°o° PROMO °o° Magical Villa Sleep 32+, Games, Thea
Davenport, FL
8% off
Price is NZ$20,453
NZ$20,453
for 7 nights, 1 villa
NZ$2,922 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, Exceptional, (39 reviews)
Exceptional
(39 reviews)
SPECIAL OFFER! Get UP TO 15% off Weekly Rental with complementary Pool Heating!
Davenport, FL
7% off
Price is NZ$5,781
NZ$5,781
for 7 nights, 1 villa
NZ$826 per night
includes taxes & fees
Image gallery for Brand New Private 8BR Villa With Heated Pool + Spa Near Disney!
9.69.6 out of 10, Exceptional, (64 reviews)
Exceptional
(64 reviews)
Brand New Private 8BR Villa With Heated Pool + Spa Near Disney!
Davenport, FL
5% off
Price is NZ$9,099
NZ$9,099
for 7 nights, 1 home
NZ$1,300 per night
includes taxes & fees
Image gallery for Windsor 10BD Disney Villa for large group! Pool/SPA/Game/BBQ/5 Kings/30 sleeps!
9.49.4 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)
Windsor 10BD Disney Villa for large group! Pool/SPA/Game/BBQ/5 Kings/30 sleeps!
Davenport, FL
7% off
Price is NZ$6,411
NZ$6,411
for 7 nights, 1 villa
NZ$916 per night
includes taxes & fees
Image gallery for SPECIAL OFFER! Get up to 15% off Weekly Rental with complementary Pool Heating!
1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
SPECIAL OFFER! Get up to 15% off Weekly Rental with complementary Pool Heating!
Davenport, FL
7% off
Price is NZ$5,490
NZ$5,490
for 7 nights, 1 villa
NZ$784 per night
includes taxes & fees
Image gallery for Family Paradise w/ Game Loft, PS5, Themed Rooms & Pool – Near Disney
9.69.6 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Family Paradise w/ Game Loft, PS5, Themed Rooms & Pool – Near Disney
Davenport, FL
7% off
Price is NZ$3,916
NZ$3,916
for 7 nights, 1 home
NZ$559 per night
includes taxes & fees
Image gallery for Family-Friendly 5BR Home with Pool & Clubhouse Access
9.29.2 out of 10, Wonderful, (5 reviews)
Wonderful
(5 reviews)
Family-Friendly 5BR Home with Pool & Clubhouse Access
Davenport, FL
7% off
Price is NZ$3,713
NZ$3,713
for 7 nights, 1 home
NZ$530 per night
includes taxes & fees
Image gallery for Stylish family friendly, 5 suites near Disney!
9.89.8 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Stylish family friendly, 5 suites near Disney!
Davenport, FL
7% off
Price is NZ$4,578
NZ$4,578
for 7 nights, 1 villa
NZ$654 per night
includes taxes & fees
Image gallery for FREE Waterpark & clubhouse! 7 BR-Windsor Island Resort!
9.89.8 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)
FREE Waterpark & clubhouse! 7 BR-Windsor Island Resort!
Davenport, FL
7% off
Price is NZ$4,372
NZ$4,372
for 7 nights, 1 home
NZ$625 per night
includes taxes & fees
Image gallery for Oasis with PVT Pool, Theme Room, Snooker with Amazing Resort
9.69.6 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Oasis with PVT Pool, Theme Room, Snooker with Amazing Resort
Davenport, FL
7% off
Price is NZ$5,624
NZ$5,624
for 7 nights, 1 home
NZ$803 per night
includes taxes & fees
Image gallery for Barbecue in Summer Kitchen, Smart TV by the Pool!
9.69.6 out of 10, Exceptional, (61 reviews)
Exceptional
(61 reviews)
Barbecue in Summer Kitchen, Smart TV by the Pool!
Davenport, FL
8% off
Price is NZ$4,619
NZ$4,619
for 7 nights, 1 home
NZ$660 per night
includes taxes & fees
Image gallery for Stunning 8BR Villa | Theater/Theme Rooms/Pool
8.08.0 out of 10, Very good, (6 reviews)
Very good
(6 reviews)
Stunning 8BR Villa | Theater/Theme Rooms/Pool
Davenport, FL
7% off
Price is NZ$4,336
NZ$4,336
for 7 nights, 1 villa
NZ$619 per night
includes taxes & fees
Image gallery for Spacious 9BR Villa | Home Theater & Pool!
9.09.0 out of 10, Wonderful, (17 reviews)
Wonderful
(17 reviews)
Spacious 9BR Villa | Home Theater & Pool!
Davenport, FL
7% off
Price is NZ$4,622
NZ$4,622
for 7 nights, 1 villa
NZ$660 per night
includes taxes & fees
Image gallery for Spacious 5-bedroom townhome with WiFi, fitness room in welcoming Davenport
8.48.4 out of 10, Very good, (5 reviews)
Very good
(5 reviews)
Spacious 5-bedroom townhome with WiFi, fitness room in welcoming Davenport
Davenport, FL
7% off
Price is NZ$3,283
NZ$3,283
for 7 nights, 1 home
NZ$469 per night
includes taxes & fees
Image gallery for NEW 9BR Windsor Island Villa Theatre/Arcade/Pool/BBQ
8.88.8 out of 10, Excellent, (6 reviews)
Excellent
(6 reviews)
NEW 9BR Windsor Island Villa Theatre/Arcade/Pool/BBQ
Davenport, FL
7% off
Price is NZ$7,846
NZ$7,846
for 7 nights, 1 villa
NZ$1,121 per night
includes taxes & fees
Image gallery for Windsor Island Water Park Oasis: 7-Bed near Disney
9.49.4 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Windsor Island Water Park Oasis: 7-Bed near Disney
Davenport, FL
7% off
Price is NZ$4,823
NZ$4,823
for 7 nights, 1 home
NZ$689 per night
includes taxes & fees
Image gallery for Ultimate Family Fun: Spacious 5-Bedroom Home with Private Pool & NBA Game Room!
9.69.6 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Ultimate Family Fun: Spacious 5-Bedroom Home with Private Pool & NBA Game Room!
Davenport, FL
7% off
Price is NZ$4,283
NZ$4,283
for 7 nights, 1 home
NZ$612 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, Exceptional, (17 reviews)
Exceptional
(17 reviews)
Sleeps 26! Resort Home w/ On-Site Waterpark, Pool | Flamingo Grove by AvantStay
Davenport, FL
6% off
Price is NZ$6,694
NZ$6,694
for 7 nights, 1 home
NZ$956 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, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Magical 5BR Villa - Game Room, Themed Rooms & Pool in Windsor Island
Davenport, FL
7% off
Price is NZ$3,916
NZ$3,916
for 7 nights, 1 home
NZ$559 per night
includes taxes & fees
Image gallery for Luxury Pool Home in Gated Resort!
9.49.4 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Luxury Pool Home in Gated Resort!
Davenport, FL
7% off
Price is NZ$4,631
NZ$4,631
for 7 nights, 1 home
NZ$662 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, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Luxury 10 bedroom MANSION on ideal XL corner lot in Windsor Island Resort
Davenport, FL
7% off
Price is NZ$7,680
NZ$7,680
for 7 nights, 1 home
NZ$1,097 per night
includes taxes & fees
Image gallery for Modern 10BR Gamer Villa w/ Star Wars Theater, Arcade, Pool + Themed Bedrooms
8.48.4 out of 10, Very good, (8 reviews)
Very good
(8 reviews)
Modern 10BR Gamer Villa w/ Star Wars Theater, Arcade, Pool + Themed Bedrooms
Davenport, FL
6% off
Price is NZ$8,071
NZ$8,071
for 7 nights, 1 home
NZ$1,153 per night
includes taxes & fees
Image gallery for Astonishing 7bd Dream vacation home/9mil-Disney!
8.88.8 out of 10, Excellent, (6 reviews)
Excellent
(6 reviews)
Astonishing 7bd Dream vacation home/9mil-Disney!
Davenport, FL
7% off
Price is NZ$3,759
NZ$3,759
for 7 nights, 1 home
NZ$537 per night
includes taxes & fees
Image gallery for 4462 KR - Spacious Resort Getaway
8.88.8 out of 10, Excellent, (6 reviews)
Excellent
(6 reviews)
4462 KR - Spacious Resort Getaway
Davenport, FL
6% off
Price is NZ$4,324
NZ$4,324
for 7 nights, 1 home
NZ$618 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Windsor Island Resort
Brand new townhouse w/private pool for up to 14 people - 5B/4.5B 5 min to Disney
Sleeps 14 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 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
38 reviews(38 reviews)
Brand New Modern 5 Bedroom in Windsor Island! Awesome Spiderman Themed Game Room, All Bedrooms w/Private Bathrooms, Free Wifi!!
Sleeps 13 · 5 bedrooms · 5 bathrooms
8.88.8 out of 10
Excellentexcellent
9 reviews(9 reviews)
Just Listed! 5BR Luxury Stay @ Lazy River Resort w/ Pool — Book 7 Nights & Save!
Sleeps 11 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Relax in Style with Private Pool, BBQ and More
Sleeps 11 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Disney Fireworks By The Pool! 18 guests? No Problem! Must See Discounts!
Sleeps 18 · 7 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
17 reviews(17 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