Windsor Hills Vacations

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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
Magic Kingdom® Park showing rides and interior views as well as a couple

Bay Lake

3 out of top 10 points of interest in this area
4.5/5(2,826 area reviews)

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

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Windsor Hills Hotel Deals

Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park
Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park
Kissimmee
9/10 Wonderful! (81 reviews)
Suites our family
"It was a very cute condo. The only reason I gave 4 instead of 5 is because the guest bed was uncomfortable. It dipped in the middle. Also, I address this with owners already, when booking the condo had a crib in it, but when we got closer, they took it out without warning. They did have a pal n play ..."

Reviewed on 3 March 2025

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Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Kissimmee
9.8/10 Exceptional! (70 reviews)
Great
"Enjoyed our stay."

Reviewed on 25 March 2025

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Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
5-star family home with water park, private pool/hot tub- 2 stoplights to Disney
5-star family home with water park, private pool/hot tub- 2 stoplights to Disney
Kissimmee
9.6/10 Exceptional! (66 reviews)
Everything you need for a great vacation.
"We stay at Windsor Hills every year for the past 20 years. This home met all our expections and more, including having a pool heated and ready to swim upon our arrival. :) Owners were quick to respond to our questions and provided plenty of towels, plates, pillows, etc for everyone. Thank you so ..."

Reviewed on 22 March 2025

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5-star family home with water park, private pool/hot tub- 2 stoplights to Disney
See all 1,819 properties in Windsor Hills
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.

Discover the most popular places to visit in Windsor Hills

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(2,427 reviews)

Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Lake Buena Vista. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

Walt Disney World® Resort
Universal Studios Florida™

Universal Studios Florida

4.5/5(9,273 reviews)

Enjoy the excitement at Universal Studios Florida and find out why this is a popular theme park in Orlando. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.

Universal Studios Florida
Disney Springs® showing a river or creek, a bridge and a sunset

Disney Springs™

4.5/5(11,529 reviews)

You can search for that perfect souvenir when you visit Disney Springs™, a favorite shopping spot in Lake Buena Vista. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.

Disney Springs™