Top Windsor Hills Hotels

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Where to stay in Windsor Hills

Find the best Windsor Hills areas and neighborhoods for the activities you enjoy most.

The entrance to the Hollywood Studios area with a large sign and distinctive architecture.

Bay Lake

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

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A large Ferris wheel with a blue light, surrounded by a water fountain display and palm trees.

International Drive District

Visitors to International Drive District rave about its breathtaking beach views, exciting theme parks, and popular shops. You might also want to make some time to see Orange County Convention Center or Orange County Convention Center North while you're exploring the neighborhood.

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A roller coaster at Universal Orlando Resort, featuring a tall palm tree and a clear blue sky.

Florida Center

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

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A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

Champions Gate

Abundant dining options and pristine golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.

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Orlando downtown welcome sign with tropical scene; Shutterstock ID 99801884

Downtown Orlando

Orlando's historic core boasts art galleries, retail, restaurants, and nightclubs, with attractions like Lake Eola Park, Linton E. Allen Memorial Fountain, and performing arts theaters, all accessible via public transportation.

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Top Windsor Hills Hotel Reviews

Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear

10/10 Excellent

"Quick to respond, beautiful property, amazing family vacation, would definitely return"

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

10/10 Excellent

"This property was very clean The kids love the pool & club house water park and it's just 16 min from Magic kingdom 10 min from Walmart and all other restaurant it's very convenient location"

Livin the Dream, Closest FREE Resort to Disney! 3 Kings

10/10 Excellent

"We loved our stay! It was the perfect location for an easy trip the Disney parks but far enough away for a quiet relaxing evening. Plenty of space for families, extremely clean and very well stocked. Laura is great with communication and super helpful. All of our questions were answered promptly and all of the information we needed was all in perfectly timed messages from our host. Everyone loved having their own space but also really enjoyed the game room, kitchen and pool/lanei area for hanging together. Would definitely stay again!"

Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community

10/10 Excellent

"This is a wonderful place to stay. Plenty of space for a large crowd. Kid friendly and well stocked with necessities. The host is very easy to reach when needed and was very up front and honest about everything. The private pool and hot tub were great after park days and non park days. The water park up front was a hit for all kids ranging from 1 yr old to 40 yr old. This was a close location to Disney parks and of course it was nice having Walmart right around the corner. I would highly recommend this property for anyone looking for a nice place to rent for space and activities for non park days. I will for sure come back here with any future trips."

Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal

10/10 Excellent

"Great apartment, very clean with comfy chairs on the balcony - I loved sitting out in the morning and evening looking at the pool and lake. Very comfortable, massive beds. Everything you need in the kitchen. Only negative is that the resort now play music by the pool, which can at times be too loud. This is our third visit to the resort and I preferred it without music but it’s a perfect place to stay - great location for Disney World and close enough to pop back at lunch time for a rest from the parks. I would definitely stay there again. Also, the only other bugbear about the resort is that they don’t recycle - we ended up taking our recycling to the bins at Disney World! But we asked them about it at reception and they said that it is state wide that they don’t recycle! Very disappointing but not the host’s fault."

Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5

10/10 Excellent

"The whole process from start to finish was exceptionally easy. The communication was very prompt. The house was immaculate and exactly as the pictures described. Very easy ride to all major parks. I would highly recommend this property for your next Orlando trip"

EPIC! Themed-Arcade-Theatre-Pool Table-Pool&Spa-3mi>Disney

10/10 Excellent

"We just got back from 18 nights at The Southern Isles in Windsor Hills and it completely exceeded our expectations. From the moment we walked in, we knew we'd made a great choice. This place is loaded — six bedrooms, and the theming alone makes it worth booking: our kids were thrilled with the Frozen room and the Avengers room, and the Harry Potter-themed teen room was a huge hit too. There's even a life-size Storm Trooper guarding the game room, which got a laugh out of everyone the second we walked in. Speaking of the game room — it's air-conditioned with foosball, air hockey, shuffleboard, a basketball game, and Xbox setups for the kids, plus a separate "adult area" with a pool table and a massive 75" TV for the grown-ups to unwind. The pool was the star of the trip. It's private with no rear neighbors, so we had sun basically all day, plus a spa, loungers, a covered lanai with a dining table and TV, a poolside bar, and even a poolside movie theater setup — we watched a movie by the pool one night and it felt like a resort, not a rental. The kitchen was spacious and well-equipped, and there's a proper dining table that seats 8, so the whole group could eat together comfortably. Location is unbeatable — Windsor Hills is a guard-gated community just minutes from Disney, and we also used the community's own water park, lagoon pool, and clubhouse during downtime, which the kids loved just as much as the villa itself. Everything was spotless, beds were comfortable, and communication with the property manager was excellent throughout. We'll absolutely be booking The Southern Isles again for our next Orlando trip!"

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, Newly Totally Renovated-Video Game Room-Private Pool is one of the top choices based on our traveler data. Other good choices for your stay in the neighborhood include 🌴Beautiful home in Windsor Hills Resort -Disney 2.5 miles 🌴 and 6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ.

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

Expedia has 1787 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 Complex 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.

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Our top choices for Windsor Hills hotels

1. Ultimate Adventure Villa Top Rated 5 Star Disney More

2. Magical Adv 5 Star Villa Movie Room Arcade Pool and More

3. Hilton Vacation Club Mystic Dunes Orlando

4. Kompose Boutique Resort at Theme Parks

5. Galleria Palms Hotel

6. Margaritaville Resort Orlando with H2O Waterpark

7. Quality Inn & Suites By the Parks

8. Westgate Vacation Villas Resort

9. Home2 Suites by Hilton Orlando at Flamingo Crossings

10. Westgate Town Center Resort

11. Ramada by Wyndham Kissimmee Gateway

12. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

13. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

14. Homewood Suites by Hilton Orlando at Flamingo Crossings

15. Meliá Orlando Celebration

16. Wyndham Grand Orlando Resort Bonnet Creek

17. The Adventure Hotel by the parks

18. Comfort Suites Maingate East

19. Summer Bay Orlando MOD Collection by Sonesta

20. Embassy Suites by Hilton Orlando Lake Buena Vista South

Where to stay in Windsor Hills

Bay Lake

International Drive District

Florida Center

Champions Gate

Downtown Orlando

Top Windsor Hills Hotel Reviews

Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear

Frequently asked questions