Windsor Island Resort holiday lettings
We found 1,058 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Windsor Island Resort
Showing deals for:29 Aug - 5 Sept
Image gallery for BRAND NEW Mickey's Mansion @ Windsor Island Resort- Near Disney - Free Waterpark
1010 out of 10 rating
Exceptional
(34 reviews)
BRAND NEW Mickey's Mansion @ Windsor Island Resort- Near Disney - Free Waterpark
Davenport, FL
5% off
Price is £1,670
£1,670
£239 per night
includes taxes & fees
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
7% off
Price is £2,047
£2,047
£292 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 £2,694
£2,694
£385 per night
includes taxes & fees
Image gallery for Barbecue in Summer Kitchen, Smart TV by the Pool!
9.89.8 out of 10 rating
Exceptional
(51 reviews)
Barbecue in Summer Kitchen, Smart TV by the Pool!
Davenport, FL
7% off
Price is £1,548
£1,548
£221 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
7% off
Price is £1,420
£1,420
£203 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 £2,012
£2,012
£287 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 £2,932
£2,932
£419 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
7% off
Price is £1,489
£1,489
£213 per night
includes taxes & fees
Image gallery for Dream Residence Equipped with a Game Room, Snooker Table, PlayStation 5
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Dream Residence Equipped with a Game Room, Snooker Table, PlayStation 5
Davenport, FL
7% off
Price is £2,251
£2,251
£322 per night
includes taxes & fees
Image gallery for Stylish home, Themed Room with Private Pool
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Stylish home, Themed Room with Private Pool
Davenport, FL
6% off
Price is £1,383
£1,383
£198 per night
includes taxes & fees
Image gallery for Gorgeous Home w/ Pvt Pool, BBQ, PS5, Outdoor Entertainment & Water Park Access!
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Gorgeous Home w/ Pvt Pool, BBQ, PS5, Outdoor Entertainment & Water Park Access!
Davenport, FL
7% off
Price is £1,420
£1,420
£203 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
7% off
Price is £1,386
£1,386
£198 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 £1,605
£1,605
£229 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 £1,448
£1,448
£207 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 £1,379
£1,379
£197 per night
includes taxes & fees
Image gallery for Escape to a Themed Bedroom Retreat with PS5, Private Pool & BBQ
1010 out of 10 rating
Exceptional
(31 reviews)
Escape to a Themed Bedroom Retreat with PS5, Private Pool & BBQ
Davenport, FL
7% off
Price is £1,420
£1,420
£203 per night
includes taxes & fees
Image gallery for 7 Beds Windsor Island Disney Fireworks View
9.49.4 out of 10 rating
Exceptional
(15 reviews)
7 Beds Windsor Island Disney Fireworks View
Davenport, FL
8% off
Price is £2,241
£2,241
£320 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
7% off
Price is £1,524
£1,524
£218 per night
includes taxes & fees
Image gallery for Elegant House, Themed Bed, Pool and PS5, with Resort
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Elegant House, Themed Bed, Pool and PS5, with Resort
Davenport, FL
7% off
Price is £1,681
£1,681
£240 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 £2,095
£2,095
£299 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 £2,387
£2,387
£341 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 £2,058
£2,058
£294 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
28 reviews(28 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
25 reviews(25 reviews)
Family-Friendly 5BR Resort Home! - Pool, Perks & Disney Nearby
Sleeps 14 · 5 bedrooms · 4 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 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)
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)
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, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value