Windsor Hills Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Windsor Hills vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Westgate Vacation Villas Resort
8.2/10 Very Good! (2,014 reviews)
Oct 6 - Oct 11
5 night stay
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $582, price is now $255 per person
$255
per person
found 1 day ago
Awesome visit and stay
Reviewed on Jul 22, 2026
3.5-star property
Westgate Towers Resort
8.6/10 Excellent! (1,001 reviews)
Oct 6 - Oct 11
5 night stay
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $574, price is now $255 per person
$255
per person
found 1 day ago
They put us in the old tower...pictures are not the same....you may want to confirm that you will be staying in the main area not away from all the amenities....
Reviewed on Jul 20, 2026
4.0-star property
Westgate Palace Hotel / Universal / I-Drive
International Drive District
9/10 Wonderful! (1,287 reviews)
Aug 25 - Aug 30
5 night stay
Dallas (DFW) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $994, price is now $464 per person
$464
per person
found 1 day ago
Not really pet friendly hotel. Dirty and not maintained. Parking was an issue.
Reviewed on Jul 21, 2026
4.0-star property
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
9.2/10 Wonderful! (1,010 reviews)
Sep 11 - Sep 15
4 night stay
Dallas (DFW) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,231, price is now $670 per person
$670
per person
found 1 day ago
Per my stay found pots and pans old and burnt , AC was not cooling well in the first floor master also I have never heard that you have to buy your own toilet paper once you run out.... Also we had to use the same towels over and over again I never heard a that unacceptable for the amount that I paid. The unit it self was outdated. It was definitely not worth the price that I paid. I will think twice before ever booking there. VERY DISAPPOINTED
Reviewed on Jul 21, 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, a garden, and barbecue grills.
Pool
Hot Tub
Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
Kissimmee FL
0.09 mi from Windsor Hills
$549 nightly
The price is $614 total per night
$614 total
Aug 2 - Aug 3
Total with taxes and fees
Guests of this vacation home have access to an outdoor pool, a gym, and a hot tub. Limited parking is available. Other amenities at this family-friendly vacation home include an arcade/game room, laundry facilities, and local meal delivery service.
Pool
Hot Tub
Disney Escape | Renovated Windsor Hills Condo w/ Balcony & Themed Bedrooms
Kissimmee FL
0.33 mi from Windsor Hills
This condo offers a water park, a gym, and an arcade/game room. Helpful staff is there to provide concierge services, as well as offer insight about the area. This condo building also has laundry facilities.
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
$34
per adult
92% of travellers recommend
