Windsor Hills Travel Guide

Tourist Guide

An aerial view of a residential area with numerous houses, roads, and several lakes.
A tree with hanging moss and green leaves against a clear blue sky.
A city skyline reflected in a calm lake with modern buildings and trees along the shore.
A palm tree with a brown trunk and red foliage, surrounded by green leaves and red flowers.
Orlando skyline with fireworks, theme park rides, and a castle.

Activities

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

AU$47
per traveller
86% of travellers recommend
LEGOLAND® Florida Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

AU$43
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Walt Disney World® Resort Theme Park Tickets

Walt Disney World® Resort Theme Park Tickets

AU$187
per adult
Walt Disney World® Resort Theme Park Tickets
See all activities in Orlando

Our pick of the best Windsor Hills Hotel Deals

Newly Totally Renovated-Video Game Room-Private Pool

Newly Totally Renovated-Video Game Room-Private Pool

Kissimmee FL
Stay at this holiday home in Kissimmee. Enjoy private pools, a fitness centre and laundry facilities. Popular attractions ESPN Wide World of Sports Complex and ...
9.6/10 Exceptional! (105 reviews)
"Enjoyed our stay! Kids enjoyed the pool. Home was close to Disney. Owners very responsive to any questions we had. Home was clean and comfortable for our family of 5."

Reviewed on 9 Aug 2026

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Newly Totally Renovated-Video Game Room-Private Pool
🌴Beautiful home in Windsor Hills Resort -Disney 2.5 miles 🌴

🌴Beautiful home in Windsor Hills Resort -Disney 2.5 miles 🌴

Kissimmee FL
Stay at this family-friendly holiday home in Kissimmee. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions ESPN Wide World of Sports Complex ...
9.8/10 Exceptional! (202 reviews)
"Rental was perfect!!! Have nothing negative to say!!"

Reviewed on 8 Sept 2026

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🌴Beautiful home in Windsor Hills Resort -Disney 2.5 miles 🌴
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ

6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ

Kissimmee FL
Stay at this family-friendly holiday home in Kissimmee. Enjoy private pools, a fitness centre and a garden. Our guests praise the helpful staff in their reviews. ...
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6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Fabulous Lake View/South Facing Pool Home- Game room -2 Miles to Disney!

Fabulous Lake View/South Facing Pool Home- Game room -2 Miles to Disney!

Kissimmee FL
Stay at this family-friendly holiday home in Kissimmee. Enjoy private pools, a fitness centre and a garden. Popular attractions Disney's Animal Kingdom® Theme ...
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Fabulous Lake View/South Facing Pool Home- Game room -2 Miles to Disney!
Mickey Mouse Farmhouse-Fully Upgraded Condo in Windsor Hills. 2 Miles to Disney!

Mickey Mouse Farmhouse-Fully Upgraded Condo in Windsor Hills. 2 Miles to Disney!

Kissimmee FL
Stay at this family-friendly condo in Kissimmee. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Disney's Animal Kingdom® Theme Park and ...
9.8/10 Exceptional! (140 reviews)
"Great stay with little kids"

Reviewed on 10 Sept 2026

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Mickey Mouse Farmhouse-Fully Upgraded Condo in Windsor Hills. 2 Miles to Disney!
Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear

Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear

Kissimmee FL
Stay at this family-friendly holiday home in Kissimmee. Enjoy free Wi-Fi, private pools and a fitness centre. Our guests praise the pool and the helpful staff ...
10/10 Exceptional! (388 reviews)
"Quick to respond, beautiful property, amazing family vacation, would definitely return"

Reviewed on 24 Sept 2026

Get rates
Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
See all 1,786 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.

Our guide on where to stay in Windsor Hills

Find the best Windsor Hills areas for the activities you enjoy most.
The entrance to the Hollywood Studios area with a large sign and distinctive architecture.
Photo by Gary Burke
Open Photo by Gary Burke

Bay Lake

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

A large Ferris wheel with a blue light, surrounded by a water fountain display and palm trees.

International Drive District

Visitors to International Drive District rave about its breathtaking beach views, exciting theme parks and popular shops. You might also want to make some time to see Orange County Convention Center or Orange County Convention Center North while you're exploring the neighbourhood.

A roller coaster at Universal Orlando Resort, featuring a tall palm tree and a clear blue sky.
Photo by Peter Sutton
Open Photo by Peter Sutton

Florida Center

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

Champions Gate

Ample dining options and top golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.

Orlando downtown welcome sign with tropical scene; Shutterstock ID 99801884

Downtown Orlando

Ample dining options, great live music, and fantastic lake views are just a few top things to explore in Downtown Orlando. A visit to The Social or Orlando City Hall might round out your trip, and you can jump aboard the metro at Church Street Station or Lynx Central Station to get around town.

Windsor Hills Travel Guide

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