Find Luxury Hotels in Winter Garden, FL

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Check availability on Winter Garden Luxury Hotels

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Winter Garden luxury hotels

Exterior
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
4.0 star property
Winter Garden
8.8 out of 10, Excellent, (4068)
"Clean room, heated pools, friendly staff"
United States
Glenda
The price is NT$3,340
NT$4,642 total
includes taxes & fees
Jan 12 - 2026/1/13
Hilton Vacation Club Aqua Sol Orlando West
Aerial view
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.0 out of 10, Very Good, (8816)
"Excellent Resort! "
United States
Chelsea
The price is NT$5,312
NT$7,709 total
includes taxes & fees
Jan 5 - 2026/1/6
The Grove Resort & Water Park Orlando
Outdoor pool, a heated pool
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (2240)
"breakfast was great, room was clean, excellent stay "
United States
Matt
The price is NT$3,709
NT$4,173 total
includes taxes & fees
Jan 2 - 2026/1/3
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool
The Palisades Resort Orlando

The Palisades Resort Orlando

The Palisades Resort Orlando
2.0 star property
Winter Garden
7.6 out of 10, Good, (999)
"Check your notes I've called and I'm very upset thinking about taking legal action against you and them"
United States
yohan
The Palisades Resort Orlando
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.
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Top Winter Garden Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Stayed in the family suite. It was clean and met my expectations. I would recommend staying here."
Mithun 4-night trip
Posted 4 hours ago
Universal's Cabana Bay Beach Resort

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Winter Garden?
Expedia can help you get a flight to Orlando Intl. Airport (MCO) airport or Kissimmee, FL (ISM-Kissimmee Gateway) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Winter Garden offers. During your visit, you might want to enjoy the recreation choices and waterparks which Winter Garden is known for.
When can I expect good weather in Winter Garden?
Planning for the weather is an important factor for making your trip to Winter Garden a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches of rainfall.
What's there to see and do in Winter Garden?
Enjoy all that Winter Garden has to offer when you visit Orange County National Golf Club, Lake Louisa State Park, and Disney's Magnolia Golf Course. If you have a bit of extra time while you're in the area, you might want to check out Disney's Palm Golf Course and Flamingo Crossings Town Center.

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