Search Hotels in Windsor Hills, Orlando

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Property class
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

Top Trending Hotels Near Windsor Hills, Orlando

Margaritaville Resort Orlando
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (2981)
"My boyfriend and I enjoyed our stay at the margaritaville cottages. It was peaceful and was convenient having a kitchen and tons of living space to relax. Target was close by which made it easy to buy groceries :). Overall the cottage was clean and have no complaints in regards to cleanliness. My only complaint was little knats that got inside, maybe from outside etc. However, we enjoyed our stay and we will come back again :) 10/10"
The price is £194
includes taxes & fees
21 May - 22 May
Margaritaville Resort Orlando
Sonder Cirrus
Outdoor pool
Sonder Cirrus
3.5 star property
8.8 out of 10, Excellent, (895)
"Clean, nice rooms. Close to animal kingdom. The pool wasn't very clean. No gym. "
The price is £129
includes taxes & fees
1 Jun - 2 Jun
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, (820)
"Excellent stay! "
Margaritaville Resort Orlando Cottages by Rentyl
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Quality Inn & Suites Kissimmee by The Lake
Hypo-allergenic bedding, pillow-top beds, individually furnished, desk
Quality Inn & Suites Kissimmee by The Lake
3.0 star property
7.8 out of 10, Good, (1505)
"it was clean and has comfortable beds, good deal!!"
The price is £63
includes taxes & fees
19 May - 20 May
Quality Inn & Suites Kissimmee by The Lake
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
Grand Lake Resort
Outdoor pool, pool umbrellas, pool 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
Magical Harry Potter Themed Condo
Interior
Magical Harry Potter Themed Condo
3.0 star property
Magical Harry Potter Themed Condo
3 Br / 2 1/2 - 5 minutes from Disneyworld - Beautiful Townhome and Resort!
A heated pool
3 Br / 2 1/2 - 5 minutes from Disneyworld - Beautiful Townhome and Resort!
8.6 out of 10, Excellent, (147)
"Nice property. Clean. Spacious. Had all the necessities. Attentive property manager. Quiet neighborhood. Beautiful landscaping. Would definitely book again!"
The price is £211
includes taxes & fees
13 May - 14 May
3 Br / 2 1/2 - 5 minutes from Disneyworld - Beautiful Townhome and Resort!
Disney's Animal Kingdom Villas - Jambo House
Lobby
Disney's Animal Kingdom Villas - Jambo House
2.0 star property
Disney's Animal Kingdom Villas - Jambo House
DISNEY House - 8 GUESTS!+ FREE Resort! -35
Pool
DISNEY House - 8 GUESTS!+ FREE Resort! -35
DISNEY House - 8 GUESTS!+ FREE Resort! -35
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
"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
Holiday home winter / summer
Property grounds
Holiday home winter / summer
9.8 out of 10, Exceptional, (95)
"House was exactly as in the pictures. It was very well taken care of. It was a great location from Disney and Universal. We would stay there again. Easy getting in touch with the owners and host if needed."
Holiday home winter / summer
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 £236
includes taxes & fees
5 May - 6 May
3 Bedroom Resort Style Condo, 3 Miles to Disney!
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!
Orange Lake Resort - Holiday Inn Club Vacations
Outdoor pool
Orange Lake Resort - Holiday Inn Club Vacations
Orange Lake Resort - Holiday Inn Club Vacations
Lakeview Gardens
Exterior
Lakeview Gardens
4.0 star property
9.0 out of 10, Wonderful, (12)
"All was great housekeeping was excellent "
Lakeview Gardens
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
Condo At Windsor Palm Resort, 6 miles to Disney,Free Wi-Fi, Baby Crib,High Chair
A heated pool
Condo At Windsor Palm Resort, 6 miles to Disney,Free Wi-Fi, Baby Crib,High Chair
8.4 out of 10, Very good, (127)
"Great location, 15 min from Disney. In a gated community. Safe, quiet and well kept. The onsite pool/hot tub is centrally located (heated & saltwater) was amazing. Walk up bar, store, arcade & theater all onsite make this property worth every dollar. Highly recommend."
Condo At Windsor Palm Resort, 6 miles to Disney,Free Wi-Fi, Baby Crib,High Chair
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
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.

Frequently asked questions

What's it like in Windsor Hills?

Travellers will be sure to enjoy their time in Four Corners's Windsor Hills neighbourhood.

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 traveller data. Another good choice for your stay in the neighbourhood is Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal.

How many hotels can I expect to find in the Windsor Hills area?

Expedia has 1949 hotels and other accommodation options 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, the majority of room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within 24 hours of booking. Enter dates in and click on "Search", then filter by "fully refundable" to review the best options available in Windsor Hills.

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 popular places to visit in the area around Windsor Hills. While you're out sightseeing in Four Corners, make sure that you visit other sights such as Mystic Dunes Golf Club or Bonanza Golf & Gifts.

Windsor Hills Hotel Reviews

Villa The Dreamers , ultra modern villa , 3 miles from Disney , pool

Villa The Dreamers , ultra modern villa , 3 miles from Disney , pool

5/5 Excellent
Magical Experience
"This home allowed our family to have a magical experience on our Disney trip every room in this home is themed! Rooms are spacious, each room has its own bathroom which was a huge plus when coming home from walking all day at Disney themed parks!"
A verified traveller stayed at Villa The Dreamers , ultra modern villa , 3 miles from Disney , pool
Posted 1 day ago
Villa The Dreamers , ultra modern villa , 3 miles from Disney , pool