Windsor Hills Vacation Packages
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Top Windsor Hills vacation package deals
Price found within the past 48 hours. Click for updated prices.
2.0-star property
Seasons Florida Resort
9/10 Wonderful! (3,855 reviews)
Oct 14 - Oct 16
2 night stay
Detroit (DTW) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $220, price is now $121 per person
$121
per person
found 1 day ago
Great place, great location, great price!
Reviewed on Sep 11, 2026
4.0-star property
Westgate Vacation Villas Resort
8.2/10 Very Good! (2,045 reviews)
Oct 19 - Oct 25
6 night stay
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Frontier Airlines • Coach
Orlando (MCO) to Newark Liberty Intl. Airport (EWR)
Breeze Airways • Coach
Save 100% on your flight
Price was $905, price is now $492 per person
$492
per person
found 1 day ago
4.0-star property
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
9.2/10 Wonderful! (1,002 reviews)
Oct 19 - Oct 22
3 night stay
Detroit (DTW) to Orlando (MCO)
Delta • Coach
Orlando (MCO) to Detroit (DTW)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,186, price is now $674 per person
$674
per person
found 1 day ago
Pool was awesome.Villa was beautiful.
We couldn’t enjoy the waterpark because it was closed for most of our stay. I wish we would have known this before booking.
Reviewed on Sep 11, 2026
Top rated hotels for your Windsor Hills vacation package
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Kissimmee FL
0.2 mi from Windsor Hills
Guests of this vacation home enjoy features like a gym, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
🌴Beautiful home in Windsor Hills Resort -Disney 2.5 miles 🌴
Kissimmee FL
0.22 mi from Windsor Hills
Guests of this vacation home enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities and a garden.
Pool
Kitchen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$27
per adult
92% of travellers recommend
