Windsor Island Resort holiday rentals
We found 1,064 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Windsor Island Resort
Showing deals for:22 Aug - 29 Aug
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
7% off
Price is S$2,803
S$2,803
S$400 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 S$4,735
S$4,735
S$676 per night
includes taxes & fees
Image gallery for Villa with a pool/spa - close to Disney!
9.69.6 out of 10 rating
Exceptional
(94 reviews)
Villa with a pool/spa - close to Disney!
Davenport, FL
6% off
Price is S$3,505
S$3,505
S$501 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 S$5,359
S$5,359
S$766 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 S$3,842
S$3,842
S$549 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 S$2,219
S$2,219
S$317 per night
includes taxes & fees
Image gallery for Windsor Island Themed Theater, Pool, Avatar
1010 out of 10 rating
Exceptional
(5 reviews)
Windsor Island Themed Theater, Pool, Avatar
Davenport, FL
7% off
Price is S$2,190
S$2,190
S$313 per night
includes taxes & fees
Image gallery for Stylish home, Themed Room with Private Pool
9.89.8 out of 10 rating
Exceptional
(27 reviews)
Stylish home, Themed Room with Private Pool
Davenport, FL
6% off
Price is S$2,130
S$2,130
S$304 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 S$3,579
S$3,579
S$511 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 S$2,181
S$2,181
S$312 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 S$2,496
S$2,496
S$357 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
6% off
Price is S$2,252
S$2,252
S$322 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 S$2,408
S$2,408
S$344 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 S$2,502
S$2,502
S$357 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
7% off
Price is S$3,318
S$3,318
S$474 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 S$4,407
S$4,407
S$630 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 S$4,571
S$4,571
S$653 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 S$4,044
S$4,044
S$578 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)
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)
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)
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)
Resort home with private heated pool, game room, hot tub, lazy river, pool, gym
Sleeps 10 · 5 bedrooms · 5+ bathrooms
9.49.4 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, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value