
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.

4.0-star property
Westgate Town Center Resort
8/10 Very Good! (1,367 reviews)
May 4 - May 8
4 night stay
Boston (BOS) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Price was $472, price is now $203 per person
$203
per person
found 1 day ago
We took our 3 year old nephew here and he had a BLAST! There is so much to do, we didn’t leave for 2 of the 3 days that we stayed.
He’s about 42 inches which got him on most of the slides but not all. Keep size in mind when booking for little ones because if they’re under 40in they’re limited to the slides.
He was a little bummed that he couldn’t do the pirates plunge (biggest slide) but there were enough distractions that it didn’t matter.
Also, the lazy river is great! Just be careful with the big kids, they tend to knock the little ones over or into the wall because they’re just running through it.
The water park is an extra fee FYI
There’s “ice” skating, swan paddle boats, water park, mini golf, a train trolly, restaurants, arcade, jungle gym, multiple pools. Definitely a good spot if you don’t want to do the parks every day that you’re there! Highly recommend.
Reviewed on Apr 6, 2025

3.0-star property
Palazzo Lakeside Hotel
8.2/10 Very Good! (5,145 reviews)
Mar 13 - Mar 16
3 night stay
Boston (BOS) to Orlando (MCO)
Delta • Coach
Orlando (MCO) to Boston (BOS)
Frontier Airlines • Coach
Price was $937, price is now $384 per person
$384
per person
found 1 day ago
Our stay was excellent and everything met our expectations. However, the breakfast area was quite limited in size considering the number of guests using it at the same time. It was very crowded and hard to find seating. Overall, it was a great experience and I would still recommend this hotel.
Reviewed on Feb 5, 2026

4.0-star property
Westgate Vacation Villas Resort
8/10 Very Good! (1,703 reviews)
Mar 14 - Mar 19
5 night stay
New York (NYC) to Orlando (MCO)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $662, price is now $311 per person
$311
per person
found 9 hours ago
Always a good time at Westgate Resort
Reviewed on May 3, 2025

3.5-star property
Westgate Towers Resort
8.6/10 Excellent! (1,002 reviews)
Mar 14 - Mar 19
5 night stay
New York (NYC) to Orlando (MCO)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $636, price is now $302 per person
$302
per person
found 9 hours ago
Great place and very clean. They provide so many amenities
Reviewed on Aug 24, 2025

4.0-star property
Westgate Palace Hotel / Universal / I-Drive
International Drive District
8.8/10 Excellent! (1,085 reviews)
May 7 - May 10
3 night stay
Boston (BOS) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $787, price is now $389 per person
$389
per person
found 1 day ago
Great location had a good time
Reviewed on Dec 28, 2025
Top rated hotels for your Windsor Hills vacation package

Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5
Kissimmee FL
0.17 mi from Windsor Hills
Guests of this vacation home enjoy a water park, an outdoor pool, and a gym. Other amenities at this family-friendly vacation home include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub

Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!
Kissimmee FL
0.24 mi from Windsor Hills
This condo features a water park, an outdoor pool, and a gym. Other amenities at this family-friendly condo building include an arcade/game room and laundry facilities.
Pool
Kitchen

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 staying at this vacation home enjoy access to a water park, a gym, and a hot tub. Other amenities at this family-friendly vacation home include an arcade/game room, laundry facilities, and barbecue grills.
Pool
Hot Tub
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.