A child riding a bicycle on a wooden boardwalk with a body of water and trees in the background.

Luxury Hotels & Resorts in Winter Garden from NZ$166

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Check availability on Winter Garden Luxury Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Winter Garden luxury hotels

6 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas

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, (10,615 reviews)
  • cleanliness
    Lakeside luxury surrounds at this resort with 6 pools, a water park, and premium lake views.
The price is NZ$424
includes taxes & fees
12 Aug - 13 Aug
The Grove Resort & Water Park Orlando
2 outdoor pools, pool umbrellas, pool loungers

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, (3,990 reviews)
  • cleanliness
    Upscale Disney-adjacent resort offers 2 pools, free water park access, and private balconies for families.
The price is NZ$248
includes taxes & fees
11 Aug - 12 Aug
Hilton Vacation Club Aqua Sol Orlando West
Apartment (2 Bedrooms) | Interior

Pet-friendly Resort Getaway With Patio and Pool

Pet-friendly Resort Getaway With Patio and Pool
4.0 star property
Winter Garden
The price is NZ$496
includes taxes & fees
31 July - 1 Aug
Pet-friendly Resort Getaway With Patio and Pool
Apartment (3 Bedrooms) | Interior

Upstay Pet-friendly Condo With Pool Near Disney

Upstay Pet-friendly Condo With Pool Near Disney
4.0 star property
Winter Garden
Upstay Pet-friendly Condo With Pool Near Disney
Apartment (2 Bedrooms) | Interior

Upstay - Pet-friendly Condo - Sauna, Pool

Upstay - Pet-friendly Condo - Sauna, Pool
4.0 star property
Winter Garden
The price is NZ$447
includes taxes & fees
30 July - 31 July
Upstay - Pet-friendly Condo - Sauna, Pool
Apartment (3 Bedrooms) | Interior

Modern 3BR Resort Condo With Pool Near Disney

Modern 3BR Resort Condo With Pool Near Disney
4.0 star property
Winter Garden
The price is NZ$464
includes taxes & fees
30 July - 31 July
Modern 3BR Resort Condo With Pool Near Disney
Apartment (3 Bedrooms) | Interior

Upstay: Pet-friendly Family Condo w Poolsleeps 8

Upstay: Pet-friendly Family Condo w Poolsleeps 8
4.0 star property
Winter Garden
The price is NZ$466
includes taxes & fees
30 July - 31 July
Upstay: Pet-friendly Family Condo w Poolsleeps 8
Apartment (3 Bedrooms) | Interior

Upstay Pet-friendly 3BR Condo Near Disney w Patio

Upstay Pet-friendly 3BR Condo Near Disney w Patio
4.0 star property
Winter Garden
The price is NZ$485
includes taxes & fees
6 Aug - 7 Aug
Upstay Pet-friendly 3BR Condo Near Disney w Patio
Apartment (3 Bedrooms) | Interior

Upstay Pet-friendly Condo With Pool

Upstay Pet-friendly Condo With Pool
4.0 star property
Winter Garden
The price is NZ$466
includes taxes & fees
12 Aug - 13 Aug
Upstay Pet-friendly Condo With Pool
Apartment (2 Bedrooms) | Interior

Upstay Modern 2BR Condo Near Disney

Upstay Modern 2BR Condo Near Disney
4.0 star property
Winter Garden
The price is NZ$437
includes taxes & fees
3 Aug - 4 Aug
Upstay Modern 2BR Condo Near Disney
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.
View all properties

Top Winter Garden Hotel Reviews

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Amazing trip, accommodating staff and overall perfect trip.."
John 3-night trip
Posted less than an hour ago
Westgate Lakes Resort & Spa Universal Studios Area

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Winter Garden?
Expedia can help you get a flight to Orlando International 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 want 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 water parks 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 temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Garden are August, July, September and June, with each month seeing an average of 217 mm 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.