Find Cheap Hotels in Windsor Hills, FL

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Check availability on Windsor Hills Cheap Hotels

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Windsor Hills cheap hotels

Apartment, Accessible | 2 bedrooms
Mickey s Hideaway Windsor Hills Resort

Mickey s Hideaway Windsor Hills Resort

Mickey s Hideaway Windsor Hills Resort
2.0 star property
Windsor Hills
Mickey s Hideaway Windsor Hills Resort
Pool | Outdoor pool
Windsor Hills Getaway: 3br, Pool, Near Disney 3 Bedroom Townhouse

Windsor Hills Getaway: 3br, Pool, Near Disney 3 Bedroom Townhouse

Windsor Hills Getaway: 3br, Pool, Near Disney 3 Bedroom Townhouse
3.0 star property
Windsor Hills
The price is NT$4,906
NT$19,061 total
includes taxes & fees
Jan 2 - 2026/1/3
Windsor Hills Getaway: 3br, Pool, Near Disney 3 Bedroom Townhouse
House | 5 bedrooms, Internet
Jedi Training Camp Top Rated 5 Star Villa

Jedi Training Camp Top Rated 5 Star Villa

Jedi Training Camp Top Rated 5 Star Villa
2.0 star property
Windsor Hills
Jedi Training Camp Top Rated 5 Star Villa
House | 4 bedrooms, Internet
Ultimate Adventure Villa Top Rated 5 Star Disney More

Ultimate Adventure Villa Top Rated 5 Star Disney More

Ultimate Adventure Villa Top Rated 5 Star Disney More
2.0 star property
Windsor Hills
Ultimate Adventure Villa Top Rated 5 Star Disney More
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4373)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is NT$3,743
NT$4,211 total
includes taxes & fees
Jan 23 - 2026/1/24
Rosen Shingle Creek
Property grounds
Seasons Florida Resort

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
Kissimmee
8.8 out of 10, Excellent, (3322)
"A great place to stay for the price"
United States
Jennie
The price is NT$1,977
NT$2,244 total
includes taxes & fees
Jan 6 - 2026/1/7
Seasons Florida Resort
View from room
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista
3.5 star property
Orlando
8.6 out of 10, Excellent, (5618)
"Great property to stay"
United States
Deepankar
The price is NT$2,572
NT$2,893 total
includes taxes & fees
Jan 23 - 2026/1/24
Rosen Inn Lake Buena Vista
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
Florida Center
8.4 out of 10, Very Good, (6918)
"we enjoyed the stay here, it is having nice rooms and breakfast."
United States
suresh
The price is NT$2,807
NT$3,158 total
includes taxes & fees
Jan 15 - 2026/1/16
DoubleTree by Hilton at the Entrance to Universal Orlando
In-room safe, laptop workspace, blackout drapes, iron/ironing board
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
Kissimmee
8.2 out of 10, Very Good, (5145)
"Beautiful place to stay."
United States
Mohammad
The price is NT$800
NT$1,977 total
includes taxes & fees
Jan 6 - 2026/1/7
Palazzo Lakeside Hotel
Lobby lounge
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
Orlando
8.8 out of 10, Excellent, (1926)
"Good place to stay "
United States
victor
The price is NT$2,450
NT$2,756 total
includes taxes & fees
Jan 4 - 2026/1/5
Aloft Orlando Lake Buena Vista
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.
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Top Windsor Hills Hotel Reviews

Frequently asked questions

What is Windsor Hills like for travelers on a budget?
Windsor Hills offers cheap accommodation options and a range of things to see and do, making it a great vacation choice for budget-conscious travelers. You can find ways to experience this destination while still keeping costs low.
What is there to see and do in Windsor Hills?
You don't need to spend big to get to know Windsor Hills. You can budget for the top local attractions on your list, such as Disney's Animal Kingdom® Theme Park and Epcot®, and then make time for other wallet-friendly activities. If you're eager to get outdoors, you can enjoy the natural setting at Lake Bryan, Kissimmee Lakefront Park, or Osceola Heritage Park.
How can I get to Windsor Hills and get around on a budget?
Checking out these ways to get around Windsor Hills can help keep you on budget. The nearest airport is 10 mi (16 km) away from the center in Kissimmee, FL (ISM-Kissimmee Gateway). If that doesn't suit your budget, you can book a flight to Orlando Intl. Airport (MCO), located 19.2 mi (30.8 km) away. Windsor Hills might not have very many public transit choices so a car rental could be an economical alternative to see the area.

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