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.
3.5-star property
Westgate Towers Resort
8.6/10 Excellent! (1,004 reviews)
Oct 1 - Oct 5
4 night stay
San Juan (SJU) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $474, price is now $245 per person
$245
per person
found 20 hours ago
Amazing to stay with family and friends. We had a storm this last visit and all the pools were closed but other than that 100% recommendation!
Reviewed on Aug 25, 2026
4.0-star property
Westgate Palace Hotel / Universal / I-Drive
International Drive District
9/10 Wonderful! (1,308 reviews)
Oct 8 - Oct 13
5 night stay
Boston (BOS) to Orlando (MCO)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,214, price is now $606 per person
$606
per person
found 24 hours ago
Staff was very friendly and informative. Location was great. I will be staying here again.
Reviewed on Aug 25, 2026
3.5-star property
The Delaney Hotel
South Orange
9.6/10 Exceptional! (1,203 reviews)
Nov 6 - Nov 8
2 night stay
Boston (BOS) to Orlando (MCO)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,572, price is now $852 per person
$852
per person
found 1 day ago
Great pre-hospital stay.
Reviewed on Aug 26, 2026
Top rated hotels for your Windsor Hills vacation package
🌴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.
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.
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
