Hotels in Windsor Hills

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Next weekend

Where to stay in Windsor Hills?

Mickey s Hideaway Windsor Hills Resort

Mickey s Hideaway Windsor Hills Resort
2.0 star property
Windsor Hills
Mickey s Hideaway Windsor Hills Resort

Ultimate Adventure Villa Top Rated 5 Star Disney More

Ultimate Adventure Villa Top Rated 5 Star Disney More
2.0 star property
Windsor Hills
The price is $419
$760 total
includes taxes & fees
Jan 29 - Jan 30
Ultimate Adventure Villa Top Rated 5 Star Disney More

Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Magical Adv 5 Star Villa Movie Room Arcade Pool and More
2.0 star property
Windsor Hills
The price is $682
$1,104 total
includes taxes & fees
Feb 16 - Feb 17
Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
1.8 km from Windsor Hills
9.4 out of 10, Exceptional, (2,492 reviews)
The price is $52
$99 total
includes taxes & fees
Jan 27 - Jan 28
Kompose Boutique Resort at Theme Parks

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
1.6 km from Windsor Hills
8.0 out of 10, Very Good, (3,944 reviews)
The price is $57
$86 total
includes taxes & fees
Feb 9 - Feb 10
Ramada by Wyndham Kissimmee Gateway

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
4.0 star property
0.8 km from Windsor Hills
9.0 out of 10, Wonderful, (4,618 reviews)
The price is $100
$148 total
includes taxes & fees
Feb 2 - Feb 3
Hilton Vacation Club Mystic Dunes Orlando

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
2 km from Windsor Hills
8.4 out of 10, Very Good, (1,252 reviews)
The price is $63
$91 total
includes taxes & fees
Jan 27 - Jan 28
Holiday Inn Resort Kissimmee by the Parks by IHG

Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks
2.5 star property
1.5 km from Windsor Hills
8.4 out of 10, Very Good, (1,560 reviews)
The price is $76
$86 total
includes taxes & fees
Feb 9 - Feb 10
Quality Inn & Suites By the Parks

Galleria Palms Hotel

Galleria Palms Hotel
2.5 star property
1.8 km from Windsor Hills
8.8 out of 10, Excellent, (3,714 reviews)
The price is $84
$113 total
includes taxes & fees
Jan 27 - Jan 28
Galleria Palms Hotel

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
0.9 km from Windsor Hills
8.0 out of 10, Very Good, (1,763 reviews)
The price is $85
$130 total
includes taxes & fees
Jan 27 - Jan 28
Westgate Vacation Villas Resort

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
2.5 km from Windsor Hills
8.8 out of 10, Excellent, (3,636 reviews)
The price is $155
$231 total
includes taxes & fees
Feb 1 - Feb 2
Margaritaville Resort Orlando with H2O Waterpark

Orbit One Vacation Villas

Orbit One Vacation Villas
3.0 star property
1.6 km from Windsor Hills
9.4 out of 10, Exceptional, (1,479 reviews)
The price is $100
$142 total
includes taxes & fees
Jan 27 - Jan 28
Orbit One Vacation Villas

Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West
2.5 star property
4 km from Windsor Hills
8.4 out of 10, Very Good, (2,206 reviews)
The price is $76
$91 total
includes taxes & fees
Feb 11 - Feb 12
Destiny Palms Hotel Maingate West

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
5.9 km from Windsor Hills
8.6 out of 10, Excellent, (1,576 reviews)
The price is $89
$137 total
includes taxes & fees
Feb 9 - Feb 10
Meliá Orlando Celebration

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
6.8 km from Windsor Hills
9.0 out of 10, Wonderful, (2,258 reviews)
The price is $95
$107 total
includes taxes & fees
Feb 9 - Feb 10
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Spectrum Resort Villas Orlando and Waterparks

Spectrum Resort Villas Orlando and Waterparks
4.0 star property
Reunion, 5 km from Windsor Hills
9.2 out of 10, Wonderful, (881 reviews)
The price is $220
$479 total
includes taxes & fees
Jan 27 - Jan 28
Spectrum Resort Villas Orlando and Waterparks

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
7 km from Windsor Hills
9.4 out of 10, Exceptional, (2,226 reviews)
The price is $130
$147 total
includes taxes & fees
Feb 22 - Feb 23
Homewood Suites by Hilton Orlando at Flamingo Crossings

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
6.6 km from Windsor Hills
8.6 out of 10, Excellent, (3,248 reviews)
The price is $82
$118 total
includes taxes & fees
Feb 1 - Feb 2
Vacation Village Orlando, Celebration

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
7.1 km from Windsor Hills
9.2 out of 10, Wonderful, (5,230 reviews)
The price is $110
$124 total
includes taxes & fees
Feb 9 - Feb 10
Home2 Suites by Hilton Orlando at Flamingo Crossings

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
0.9 km from Windsor Hills
8.0 out of 10, Very Good, (1,420 reviews)
The price is $90
$137 total
includes taxes & fees
Jan 27 - Jan 28
Westgate Town Center Resort
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.

When is the best time to visit Kissimmee?

Our prices for hotels in Kissimmee are cheapest in September
Price trends for hotels in Kissimmee
Pricing is based on two traveler single night rates
View properties in January
Currently viewing crowd sizes and weather for January.
Typical weather for Kissimmee
January
High 21°C / low 12°C. Sunny most days.
View properties in January
21°
weather_sun
January, no crowd data, average high temperature 21 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
23°
weather_sun
February, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
25°
weather_sun
March, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
28°
weather_sun
April, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
30°
weather_sun
May, no crowd data, average high temperature 30 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
31°
weather_sun
June, no crowd data, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
32°
weather_sun
July, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
32°
weather_partly_sunny
August, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
25°
31°
weather_sun
September, no crowd data, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
28°
weather_sun
October, no crowd data, average high temperature 28 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
25°
weather_sun
November, no crowd data, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
23°
weather_sun
December, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
Monthly weather averages (˚C)

Check out reviews of Windsor Hills hotels guests love

Find out more about Windsor Hills