Find hotels in Windsor Hills, Orlando

Most hotels are fully refundable. Because flexibility matters.

Save 10% or more on select stays with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide.

Filter by

Popular filters
Guest rating
guestRating-
guestRating-45
guestRating-40
guestRating-35
Star rating
Payment type
Property type
Neighborhood
regionId-178294
regionId-800087
regionId-10870
regionId-6034611
regionId-6360417
regionId-6361034
regionId-6209488
regionId-800089
regionId-6151795
regionId-7927
regionId-6176523
regionId-5194573
regionId-177664
regionId-6126579
regionId-5965
regionId-7902
regionId-7898
regionId-602896
regionId-6360395
regionId-6301
Popular locations
poi-28.38728,-81.567156:6034120
poi-28.41619,-81.5812:6049246
poi-28.47788,-81.470642:6049239
poi-28.416459,-81.581169:6034436
poi-28.473012,-81.467757:6347698
poi-28.410385,-81.461968:502142
poi-28.371064,-81.518143:502131
poi-28.417664,-81.581215:6123797
poi-28.359718,-81.591316:6123780
poi-28.424379,-81.469927:6034972
poi-28.371649,-81.548822:6123778
poi-28.368902,-81.519263:6034242
poi-28.479718,-81.470101:6277909
poi-28.405126,-81.463937:6068683
poi-28.474169,-81.45064:6154309
poi-28.60294,-81.20121:6034977
poi-28.539237,-81.383875:6069361
poi-28.445681,-81.394739:502138
poi-28.357246,-81.560591:502132
poi-28.329927,-81.515923:6128179
Meal plans available
Amenities
Accessibility
Traveler experience
Windsor Hill Resort
3 out of 5
2562 Renshaw St, Kissimmee, FL, 34747
Karen's Windsor Hill's Resort Condo
3.5 out of 5
2778 Almaton Loop #401, Bldg 1, Kissimmee, FL, 34747
4/5 Very Good! (1 review)
"Très beau resort avec plein de choses à faire. Le condo doit être rénové."

Reviewed on May 28, 2022

You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Disney at Your Doorstep by VillaDirect
4 out of 5
2821 Almaton Loop, Unit 403, Kissimmee, FL, 34747
9 MILES FROM DISNEY! 3BR/2BA w/ Water Park, Heated Pool, Arcade, Gym & More
4.8/5 Exceptional! (79 reviews)
Just as it is described
"This place was great. Very clean. Directions to the place was exact. Amenities such as the pool area and game room were wonderful. Beds were fairly comfortable. The only complaint I had was that on the last night there we kept hearing a loud noise and couldn't exactly determine which unit around ..."

Reviewed on Sep 6, 2022

Lakeview Gardens
4 out of 5
7660 Comrow Street #305, Kissimmee, FL, 34747
4.5/5 Wonderful! (2 reviews)
"Family Friendly, Unit had Pack N Play, gaming system and a community pool!"

Reviewed on Jan 19, 2022

Windsor Hills - Large 3BR/2BA - 5 Min to Disney
4.7/5 Exceptional! (105 reviews)
Fantastic 2 week stay at Windsor Hills
"The appartment is in a lovely, secure gated community with a fantastic swimming pool on site with water slides. Really good for kids. The appartment itself was a really good size and nicely decorated. We found the aircon to be a god send with the summer orlando heat outside. Location is great. It's ..."

Reviewed on Sep 13, 2022

Dream Disney Family Vacation,one of best resort 2 miles to Disney, space for 8
4.5/5 Wonderful! (81 reviews)
Great spot to stay
"Great communication from the owner throughout. Condo was clean and as described. Kitchen is well stocked with cooking supplies, including pots/pans/colander. Easy check-in process, and once checked in, easy to get in and out of the resort. The pool area is great, there's a sloped "beach" for young ..."

Reviewed on Jul 7, 2022

New Water Park is Now OPEN!!! Spend the summer at Disney🏝
4.9/5 Exceptional! (135 reviews)
Great Stay
"Communication with property owners was excellent! They reached out several times checking in and making sure that everything was ok. The property was exactly as listed, plenty of natural light, decorated very cute with Disney theme in the kids room. We didn't use the extra room, but the master bed ..."

Reviewed on Sep 7, 2022

Don't see what you're looking for?
See all available properties in Windsor Hills
View all properties
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.

Windsor Hills hotels information

Number of reviews 404
Accommodation 1745 hotels
Lowest Price
Highest Price

Frequently asked questions

What's it like in Windsor Hills?

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

Where is the best place to stay in Windsor Hills?

Based on our traveler data, Windsor Hill Resort is one of the top choices for your stay in Windsor Hills. This 3-star aparthotel offers a golf course and a restaurant. Another good choice for your stay in the neighborhood is Windsor Hills by Nova.

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

Expedia has 1746 hotels and other accommodations in Windsor Hills to choose from, making this an ideal home base for exploring the greater Kissimmee 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?

A few places to visit in the area around Windsor Hills include Disney's Animal Kingdom® Theme Park, Island H2O Live!, and Melt-Away Bay. While you're out sightseeing in Kissimmee, be sure to visit other sights like Disney's Blizzard Beach Water Park or Disney's Winter Summerland Miniature Golf Course.

Read verified traveler reviews of recently booked hotels in Windsor Hills: See where other travelers loved staying.