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! (3,711 reviews)
Oct 15 - Oct 19
4 night stay
Boston (BOS) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $444, price is now $249 per person
$249
per person
found 1 day ago
Clean and sweet
Reviewed on Jul 23, 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)
Oct 10 - Oct 17
7 night stay
Boston (BOS) to Orlando (MCO)
Breeze Airways • Coach
Orlando (MCO) to Boston (BOS)
Frontier Airlines • Coach
Price was $1,327, price is now $595 per person
$595
per person
found 1 day ago
Everything was very clean and we had great time
Reviewed on Jul 23, 2026
4.0-star property
Westgate Vacation Villas Resort
8.2/10 Very Good! (2,014 reviews)
Aug 23 - Aug 27
4 night stay
Boston (BOS) to Orlando (MCO)
Breeze Airways • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $512, price is now $287 per person
$287
per person
found 1 day ago
Awesome visit and stay
Reviewed on Jul 22, 2026
4.0-star property
Westgate Cocoa Beach Resort
8.6/10 Excellent! (555 reviews)
Oct 3 - Oct 11
8 night stay
New York (NYC) to Orlando (MCO)
Delta • Coach
Orlando (MCO) to New York (NYC)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,977, price is now $1,162 per person
$1,162
per person
found 1 day ago
The setup of the hotel is strange, there a different section of the hotel for you to stay, but if you are not familiar with the hotel, you might ask yourself, why you ended up in the from section of the hotel, facing the road, and not the pool area. If you decide to sleep late, this is not the hotel for you, since noises are coming from all over the place, my las 2 mornings, it was 8:30 and there was already workers all over the place being loud, and the noise from the room above it is expected to be there too. The pool is small, but the lazy river and the access to the beach are the positive sides.
Reviewed on Jul 9, 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.
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.
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.
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
