Windsor Hills Hotels, Orlando

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1961 Cheap Hotels in Windsor Hills - Specials, Reviews, & Last Minute Deals

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
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
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!
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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
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
Pool
ALLDISNEY4YOU - RENOVATED VACATION CONDO FAMILY-FRIENDLY
9.8 out of 10, Exceptional, (155)
"The Place was perfect for what we needed. The space was clean and spacious. It was also near all the Disney Parks."
ALLDISNEY4YOU - RENOVATED VACATION CONDO FAMILY-FRIENDLY
Pool
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
9.6 out of 10, Exceptional, (99)
"A wonderful place to stay."
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
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
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
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
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 NZ$489
includes taxes & fees
14 May - 15 May
3 Bedroom Resort Style Condo, 3 Miles to Disney!
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
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
Exterior
Lakeview Gardens
4.0 star property
9.0 out of 10, Wonderful, (12)
"All was great housekeeping was excellent "
Lakeview Gardens
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
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (3003)
"Our stay has been amazing so far, the staff is friendly and helpful "
The price is NZ$338
includes taxes & fees
14 May - 15 May
Margaritaville Resort Orlando
Outdoor pool
Sonder Cirrus
3.5 star property
8.8 out of 10, Excellent, (921)
"Our room was never serviced. We had to call to get towels and coffee supplies and bedding was never changed."
The price is NZ$295
includes taxes & fees
15 May - 16 May
Sonder Cirrus
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (831)
"The property was very nice but we had no idea what layout we would be getting until we arrived which made it hard to plan. The villa did not come with the frozen drink machine it was supposed to have and had no extra blankets or pillows "
Margaritaville Resort Orlando Cottages by Rentyl
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
Fridge, microwave, stovetop, coffee/tea maker
Beautiful Kissimmee Villa < 8 Mi to Disney!
8.8 out of 10, Excellent, (10)
"Aside from the ants in the kitchen, towels still wet hanging in the bathrooms but I understood once I realized the dryer doesn’t dry your clothes the first couple rounds. Takes about 3 times to get them dry. Otherwise it was a great place to lay our head in between trips to Disney and the beach"
Beautiful Kissimmee Villa < 8 Mi to Disney!
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.