Windsor Hills Vacation Packages
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Top Holiday Package Deals in Windsor Hills
Price found within the past 48 hours. Click for updated prices.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was CA $2,464, price is now CA $1,258 per person
CA $1,258
per person
Jul 2 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9/10 Wonderful! (1,244 reviews)
Stay was great, it was smaller than what was pictured but still enough for the three of us. We were looking forward to the free transportation to Universal however it only runs a few hours in am and pm(odd times) and had to reserve 24hours in advance, which didn’t not work for us. So we had to pay for parking at the parks which house hours would’ve been mentioned beforehand.
Reviewed on Apr 22, 2026
Westgate Towers Resort
Price was CA $1,204, price is now CA $655 per person
CA $655
per person
Jun 6 - Jun 13
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (1,010 reviews)
The room was beautiful and spacious. Not many things to fo on the property like The westgate down the street but it was still enjoyable. The tvs need updated but thats a personal thing. The shower in our bedroom did not get hot but maintenance came and said the knob was installed wrong so there was nothing they could do at the moment. Thay wasnt too bad though. Everything else was perfect.
Reviewed on Apr 20, 2026
Westgate Lakes Resort & Spa Universal Studios Area
Price was CA $1,515, price is now CA $840 per person
CA $840
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.4/10 Very Good! (6,254 reviews)
Air conditioner was not working for half the stay. Some staff were not friendly when asked questions. Pools were great but one suggestion would be to open the bar at the Adult Pool.
Reviewed on Apr 22, 2026
Westgate Town Center Resort
Price was CA $1,094, price is now CA $628 per person
CA $628
per person
May 28 - Jun 2
found 21 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.2/10 Very Good! (1,633 reviews)
The place was nice and very family-friendly. I just wish they were more proactive with cleaning—if you don’t call for housekeeping or fresh towels, they won’t bring them. That said, the property itself was great. I loved the restaurants and activities they offered, and the staff was quick to resolve any issues. My only other complaint is the checkout time—10 a.m. feels too early, especially when check-in isn’t until 4 p.m. Overall, it’s a great place, and I would return.
Reviewed on Apr 22, 2026
Where to stay in Windsor Hills
Find the best Windsor Hills areas and neighborhoods for the activities you enjoy most. Learn more about Windsor Hills
International Drive District
Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.
Windsor Hills Hotel Deals
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Kissimmee FL
9.4/10 Exceptional! (259 reviews)
Accommodation was perfect for our group, pool was great after long days and community is very clean and quiet. Very close to anything you could possibly need for grocery and entertainment. Would recommend and stay in Windsor Hills again.
Reviewed on Apr 19, 2026
Steps from Waterpark/Pool. Next to Disney w/ Frozen, Aladdin, Beauty&Beast theme
Kissimmee FL
The price is CA $177 per night from May 14 to May 15
CA $177
CA $489 total
May 14 - May 15
includes taxes & fees
10/10 Exceptional! (232 reviews)
Absolutely perfect little vacation home… clean and super cute! Our kids loved their rooms and the decor added a special touch for our Disney trip. The owners were very responsive and helpful with all of our questions… would definitely recommend to others and stay here again!
Reviewed on Mar 17, 2026
Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community
Kissimmee FL
9.6/10 Exceptional! (77 reviews)
Property was clean and as described. Management company came by one day to change filters and was pleasant to talk to. All messages were quickly responded to. A few notes to make the stay more comfortable: Add more pool towels (only a few were available which was fine because we brought some), Add ...
Reviewed on Apr 6, 2026
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.
Frequently asked questions
Discover the most popular places to visit in Windsor Hills
Walt Disney World® Resort
Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.
Universal Studios Florida
Movie sets and thrill rides combine to create this internationally acclaimed theme park.
Universal Orlando Resort
Make your Florida vacation one to remember with a stay at this hotel and theme park complex.
Things to do
Universal Orlando Resort Theme Park Tickets (US & Canada)
CA $230
per adult
86% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
CA $38
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.