Hotels in Windsor Hills, Orlando from CA $141

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Windsor Hills hotels and places to stay

Large Margaritaville Villa w/ Private Pool + View
Interior
Large Margaritaville Villa w/ Private Pool + View
4.0 star property
10.0 out of 10, Exceptional, (2)
"Wish you would take AmEx card. Also no hot pads in kitchen to use oven. "
Large Margaritaville Villa w/ Private Pool + View
Endless Summer at Margaritaville
Property grounds
Endless Summer at Margaritaville
5.0 star property
10.0 out of 10, Exceptional, (5)
" Beautiful property lots of room perfect for our needs! "
Endless Summer at Margaritaville
1-101 Legacy Dunes, Just steps from our beach style pool, minutes from Disney!
Exterior
1-101 Legacy Dunes, Just steps from our beach style pool, minutes from Disney!
10.0 out of 10, Exceptional, (24)
"Great property everything. Was close by. The house was clean and had everything we needed :) thank you to the host! Highly recommend"
1-101 Legacy Dunes, Just steps from our beach style pool, minutes from Disney!
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Fully Remodeled~Windsor Hills~2.5 Miles from Disney World Main Entrance
Exterior
Fully Remodeled~Windsor Hills~2.5 Miles from Disney World Main Entrance
10.0 out of 10, Exceptional, (136)
"This property is such a gem! Beautiful community, 7-9 minutes' drive to parks, 25 minutes from airport. All stuff is nice and welcome, free parking, free bands to go to the pool and small water park. Owner provided all information and direction; it makes your stay stress-free and relaxed. Perfect spotless apartment, all you possibly may need is included. Cannot be better! "
Fully Remodeled~Windsor Hills~2.5 Miles from Disney World Main Entrance
Holiday home winter / summer
Property grounds
Holiday home winter / summer
9.8 out of 10, Exceptional, (96)
"We had a fabulous time. The house was so clean and convenient to attractions. Dan was so nice and accommodating. We tried to leave everything as we found it. The beds were very comfortable and we slept great!"
Holiday home winter / summer
Home 4 Stylish Suites Luxury
Pool
Home 4 Stylish Suites Luxury
9.8 out of 10, Exceptional, (10)
"Muy bueno"
Home 4 Stylish Suites Luxury
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
Pool
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
9.6 out of 10, Exceptional, (98)
"If you have a family of 4 or 3 this is a good property to stay at. Fairly close to Disney."
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
Ground floor 3 bed condo close to pool and WATER PARK in Windsor Hills Resort
Aerial view
Ground floor 3 bed condo close to pool and WATER PARK in Windsor Hills Resort
9.6 out of 10, Exceptional, (95)
"Wow, wow, wow! This property exceeded my expectations! We have stayed at several different properties in Windsor Hills before and this is the best one by far. Extremely clean, great communication with property owner, very close to the pool (maybe 3 minute walk) and about a 10 minute walk to the community playground. The unit included lots of little “extras” that I wasn’t expecting, but that made the stay even better, like nightlights, cozy blankets/throws in each room, a step stool for kids in...
Ground floor 3 bed condo close to pool and WATER PARK in Windsor Hills Resort
"At Sea" Condo 15 Minutes from Disney
Outdoor pool, a heated pool
"At Sea" Condo 15 Minutes from Disney
9.4 out of 10, Exceptional, (167)
"Decided to take the plunge and travel to Florida by myself! Enjoyed the time by myself as I could come and go as I pleased!"
"At Sea" Condo 15 Minutes from Disney
19-202 Legacy Dunes, minutes from Disney! Senior/Family/Kid Friendly! Relax
Exterior
19-202 Legacy Dunes, minutes from Disney! Senior/Family/Kid Friendly! Relax
9.4 out of 10, Exceptional, (29)
"Nice, clean and great accomodating hosts helped with a last minute upgrade."
19-202 Legacy Dunes, minutes from Disney! Senior/Family/Kid Friendly! Relax
Resort Condo w/ Balcony: 6 Mi to Magic Kingdom
Pool
Resort Condo w/ Balcony: 6 Mi to Magic Kingdom
9.2 out of 10, Wonderful, (53)
"Perfect stay. Roy was a great host. Excellent communication. Love this property. Tucked away but easy access to everything. Would definitely return."
Resort Condo w/ Balcony: 6 Mi to Magic Kingdom
3 Bedroom Resort Style Condo, 3 Miles to Disney!
Pool
3 Bedroom Resort Style Condo, 3 Miles to Disney!
9.2 out of 10, Wonderful, (22)
"Convenient distance to Disney. Noticeable wear and tear but everything worked. Spacious. Easy parking. Great property/amenities - we had a lot of fun at the pool/pool bar/playground. Very responsive to messages. Had most things you need, although only had 5 cups and there were 7 of us. no wine glasses. air handler needs a serious cleaning. two of the beds were comfy. the bunk beds are straight coils, incredibly squeaky, and upper rails are a safety hazard (duct taped). Cleaning crew just let...
The price is CA $141
CA $402 total
includes taxes & fees
May 12 - May 13
3 Bedroom Resort Style Condo, 3 Miles to Disney!
Welcome to The Magical Dream Villa, 3 miles from Disney World, pool/spa
Terrace/patio
Welcome to The Magical Dream Villa, 3 miles from Disney World, pool/spa
9.2 out of 10, Wonderful, (240)
"The home was perfect, the layout worked well, and it was clean. The kitchen supplies were not high quality, but they were sufficient for what we needed. Having the private pool and hot tub were a highlight, and paying the extra for heat was well worth it. We had an issue with the a/c, but someone was there in less than a half hour and worked quickly to resolve the issue. The neighborhood was nice, but the homes are really close together and we had a rowdy group behind us a couple of nights, but...
Welcome to The Magical Dream Villa, 3 miles from Disney World, pool/spa
Grand Lake Resort
Outdoor pool, pool umbrellas, sun loungers
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, (84)
"nd quiet. Nobody bothering you the pool was amazing and heated the jacuzzi whew amazing lol. I will definitely book again when I visit. The view is also so nice in the backyard seeing the water. Option to even use the boat but I was scared of alligators lol so I stayed on shore. It’s an amazing quiet place. Even slept in a couple times due to the quietness and not knowing it was day time lol. Definitely an amazing birthday trip"
Grand Lake Resort
Lakeview Gardens
Exterior
Lakeview Gardens
4.0 star property
9.0 out of 10, Wonderful, (12)
"All was great housekeeping was excellent "
Lakeview Gardens
Vacation Home Near Disney
Exclusive Condo
Vacation Home Near Disney
3.0 star property
9.0 out of 10, Wonderful, (2)
"The property was perfect for my families needs, and the management was exception with fast responses and exemplary service."
Vacation Home Near Disney
Margaritaville Resort Orlando
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (2990)
"Nice clean. "
The price is CA $214
CA $305 total
includes taxes & fees
May 13 - May 14
Margaritaville Resort Orlando
Sonder Cirrus
Outdoor pool
Sonder Cirrus
3.5 star property
8.8 out of 10, Excellent, (915)
"It was convenient close to west my friend was staying at the animal kingdom lodge. Price was fair and it was a comfortable. Since rooms are not an enclosed corridor, then it's slightly humid instead , but other than that it was good "
The price is CA $214
CA $243 total
includes taxes & fees
May 14 - May 15
Sonder Cirrus
Margaritaville Resort Orlando Cottages by Rentyl
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (829)
"Awesome service, clean property and all the amenities you need within walking distance. "
Margaritaville Resort Orlando Cottages by Rentyl
Disney's Animal Kingdom Lodge
Property amenity
Disney's Animal Kingdom Lodge
4.5 star property
8.8 out of 10, Excellent, (1000)
"Love the lobby"
Disney's Animal Kingdom Lodge
Don't see what you're looking for?
See all available 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.

Other neighbourhoods around Windsor Hills

Hotels in top Orlando neighborhoods Learn more about Windsor Hills
Universal Studios Orlando featuring signage, a city and night scenes

Florida Center

2 out of top 10 points of interest in this area

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

Find hotels in Florida Center

Windsor Hills Travel Info

Location
Kissimmee, United States of America
Similar neighborhoods
Orange Lake, Historic Downtown Kissimmee and Bahama Bay
Number of hotels
1,961
Known landmarks
Island H2O Live!, Mystic Dunes Golf Club and Orange Lake Golf
Hotels with family-friendly amenities
Margaritaville Resort Orlando, Orbit One Vacation Villas and Margaritaville Cottages Orlando by VStays

Frequently asked questions

What's it like in Windsor Hills?

Travelers will be sure to enjoy their time in Four Corners's Windsor Hills neighborhood.

Where is the best place to stay in Windsor Hills?

For your stay in Windsor Hills, Water Park & Fantastic Pool only Minutes To Walt Disney World's Front Gate!!! is one of the top choices based on our traveler data. Another good choice for your stay in the neighborhood is Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal.

How many hotels will I find in the Windsor Hills area?

Expedia has 1949 hotels and other accommodations in Windsor Hills to choose from, making this an ideal home base for exploring the greater Four Corners area.

If I need to cancel my hotel reservation in Windsor Hills, will I receive a refund?

Yes, most hotel room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and get a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to review the best deals available in Windsor Hills.

Where can I learn more about changing or cancelling my trip to Windsor Hills?

For more details about picking new dates or cancelling your trip to Windsor Hills, head over to our customer service page.

What are the top things to see and do in Windsor Hills?

Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports are some favorite places to visit in the area around Windsor Hills. While you're out sightseeing in Four Corners, be sure to visit other sights like Mystic Dunes Golf Club or Bonanza Golf & Gifts.

Recent Reviews in Windsor Hills

Water Park & Fantastic Pool only Minutes To Walt Disney World's Front Gate!!!

Water Park & Fantastic Pool only Minutes To Walt Disney World's Front Gate!!!

5/5 Excellent
Beautiful place. Great Location.
"The place was beautiful. The location was great. The host was easy to communicate with and very accommodating. The Disney themed art was a great touch as well. Hope to be fortunate enough to stay there again."
A verified traveller stayed at Water Park & Fantastic Pool only Minutes To Walt Disney World's Front Gate!!!
Posted 4 days ago
Water Park & Fantastic Pool only Minutes To Walt Disney World's Front Gate!!!