Windsor Hills Vacation Packages
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- Westgate Vacation Villas Resort
Aug 11 - Aug 22Westgate Vacation Villas Resort + Flight
Kissimmee11 nights8.2/10 - Very good (1,973 reviews)"Everything perfect"Reviewed June 7, 2026Roundtrip • Hamilton (YHM) - Orlando (MCO)YHM - MCO • 1 stop MCO - YHM • 1 stopCA $1,987CA $1,021found 1 day agoper traveller - Westgate Palace Hotel / Universal / I-Drive
Aug 11 - Aug 22Westgate Palace Hotel / Universal / I-Drive + Flight
International Drive District11 nights9.0/10 - Wonderful (1,262 reviews)"Clean"Reviewed June 2, 2026Roundtrip • Hamilton (YHM) - Orlando (MCO)YHM - MCO • 1 stop MCO - YHM • 1 stopCA $3,260CA $1,516found 1 day agoper traveller - Westgate Town Center Resort
Aug 11 - Aug 22Westgate Town Center Resort + Flight
Kissimmee11 nights8.2/10 - Very good (1,761 reviews)"The property is huge with so many amenities! They do try hard to make you buy the time share and I was disappointed that the water park was not included in the stay. Rooms were decent but not as nice as I expected. I would stay there again if I could get a room with the lake view."Reviewed June 8, 2026Roundtrip • Hamilton (YHM) - Orlando (MCO)YHM - MCO • 1 stop MCO - YHM • 1 stopCA $2,095CA $1,063found 1 day agoper traveller - Westgate Lakes Resort & Spa Universal Studios Area
Aug 11 - Aug 22Westgate Lakes Resort & Spa Universal Studios Area + Flight
Orlando11 nights8.4/10 - Very good (6,564 reviews)"Super helpful staff! Clean rooms and in a great location!"Reviewed June 8, 2026Roundtrip • Hamilton (YHM) - Orlando (MCO)YHM - MCO • 1 stop MCO - YHM • 1 stopCA $2,199CA $1,192found 1 day agoper traveller - Westgate Blue Tree Resort in Lake Buena Vista
Aug 11 - Aug 22Westgate Blue Tree Resort in Lake Buena Vista + Flight
Orlando11 nights8.6/10 - Excellent (1,000 reviews)"This is our 3rd time staying here second time having what I think was an ant problem, tiny ants in the bathroom every day all over the sink found one the bed. I’m not 100 percent sure but either a guest had a party at the pool or maybe a worker but we saw people pull up in cars and go straight to the pool and leave at night no wristbands,we thought the person having the cook out may have worked there we have seen security before come check wristbands but that day none in sight , no big deal but..."Reviewed June 1, 2026Roundtrip • Hamilton (YHM) - Orlando (MCO)YHM - MCO • 1 stop MCO - YHM • 1 stopCA $2,026CA $1,190found 1 day agoper traveller
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
Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community
Kissimmee FL
9.6/10 Exceptional! (79 reviews)
"You might need to speak to your cleaners. The toilet bowls were not clean despite the “sanitize wrap” on them, the bathroom mirrors had toothpaste or soap scum on them. There were crumbs all over the kitchen floor, the kitchen floor mat was covered with crumbs and food stains, crumbs on the couch, ..."
Reviewed on May 12, 2026
Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
Kissimmee FL
The price is CA $334 per night from Jun 10 to Jun 11
CA $334
CA $873 total
Jun 10 - Jun 11
includes taxes & fees
10/10 Exceptional! (378 reviews)
"Excellent communication and response time. Very clean and fully stocked. Really enjoyed our stay!!"
Reviewed on Jun 2, 2026
To Disney, Universal & Resort fun w/ FREE water park, for adult & Children
Kissimmee FL
9.4/10 Exceptional! (12 reviews)
"This was and excellent place. Would love to stay there again. A little short on dish towels , toilet paper, and trash bags. Put loved the living space and the pool and other activities. I hope we left it in the same excellent shape we found it.Kevin"
Reviewed on May 31, 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
Universal Orlando Resort
Make your Florida vacation one to remember with a stay at this hotel and theme park complex.
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.
Things to do
Universal Orlando Resort Theme Park Tickets (US & Canada)
CA $239
per adult
86% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
CA $43
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.