Compare and book 5 Star hotels in Winter Garden, Florida

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Top Winter Garden 5 Star Hotels

Our top choices for Winter Garden 5-star hotels

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5.0 star property
9.2 out of 10, Wonderful, (340)
"Really enjoyed our stay! Convenient for golf and DisneyWorld."
The price is ₹27,235
₹35,594 total
includes taxes & fees
12 Sept - 13 Sept
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Conrad Orlando at Evermore

5.0 star property
9.6 out of 10, Exceptional, (279)
"Great place to stay with the family."
The price is ₹37,955
₹47,102 total
includes taxes & fees
28 Sept - 29 Sept
Conrad Orlando at Evermore

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.4 out of 10, Exceptional, (1011)
"Top quality property with amazing restaurants and the staff very professional. Donna at the breakfast buffet is adorable. Great stay. Amazing hotel. "
The price is ₹33,113
₹42,702 total
includes taxes & fees
14 Sept - 15 Sept
The Ritz-Carlton Orlando, Grande Lakes

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (869)
"Amazing property & spa experience ❤️"
The price is ₹82,782
₹98,084 total
includes taxes & fees
6 Sept - 7 Sept
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (331)
"Wonderful staff and beautiful rooms"
The price is ₹27,463
₹31,171 total
includes taxes & fees
6 Sept - 7 Sept
ette hotel

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1390)
"Staff was amazing and accommodating. "
Reunion Resort & Golf Club

Encore Resort and Water Park at Reunion by Rentyl

5.0 star property
8.4 out of 10, Very good, (1005)
"A great place to stay "
The price is ₹23,676
₹64,855 total
includes taxes & fees
12 Sept - 13 Sept
Encore Resort and Water Park at Reunion by Rentyl

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

5.0 star property
10.0 out of 10, Exceptional, (3)
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Stunning 4Bd With Pool At Storey Lake Resort 4821

5.0 star property
8.0 out of 10, Very good, (2)
Stunning 4Bd With Pool At Storey Lake Resort 4821

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

5.0 star property
9.4 out of 10, Exceptional, (11)
"Super clean and confortable. "
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Amazing 4Bd Screened Pool Close to Disney 4572

5.0 star property
9.4 out of 10, Exceptional, (3)
"The dryer didnt work and No Highchair , also never received my tickets to Water park with Lazy pool ticket. Other than that My Family enjoyed Everything. Pool is a Plus "
Amazing 4Bd Screened Pool Close to Disney 4572

WonderFull 4Bd with Pool at Champions Gate 1174

5.0 star property
9.0 out of 10, Wonderful, (4)
"This home was exactly as the pictures and more. It was beautiful and perfect size for my family. The pool was also perfect when we didn’t want to be in the crowds anymore at the resorts. Wonder vacation homes were amazing hosts and took great care of all of our questions "
WonderFull 4Bd with Pool at Champions Gate 1174

The Bear's Den Resort Orlando

5.0 star property
8.0 out of 10, Very good, (22)
"Great place , I recommend it to everyone."
The Bear's Den Resort Orlando

Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015

5.0 star property
Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015

2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms

5.0 star property
8.0 out of 10, Very good, (14)
"Great stay"
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

5.0 star property
8.8 out of 10, Excellent, (3)
"Nice "
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

Stunning 4 Bd Close to Disney @ Storey Lake 2569

5.0 star property
10.0 out of 10, Exceptional, (2)
Stunning 4 Bd Close to Disney @ Storey Lake 2569

Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432

5.0 star property
8.8 out of 10, Excellent, (3)
"There were lots of restaurants and fast food places to choose from just down the street. The beds were comfortable and the AC worked great. "
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

5.0 star property
8.8 out of 10, Excellent, (6)
"Great resort with a beautiful house, big clean, the best part was the resort very nice for families and couples, will be back"
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

5.0 star property
9.0 out of 10, Wonderful, (6)
"Great location, beautiful spacious apartment, comfortable beds/space. It was well appointed with kitchen items, bathroom, and laundry. The apartment floors were a little dirty and there really needed to be a fan in the 2nd bedroom. It was pretty stuffy in there with the thermometer limited to 72 at night. The AC unit was a little loud but cooled well. Unfortunately, the pool was too packed to enjoy, and the gym that didn't open until 9am was also packed. The gym was well appointed, and there...
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
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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.

Learn more about Winter Garden

Stroll the charming brick-lined streets of historic city centre where the Plant Street Market buzzes with local food vendors and craft beer. Pedal along the West Orange Trail that cuts through town, stopping at the Heritage Museum or to catch a show at the Garden Theatre.

Top Winter Garden Hotel Reviews

Find out more about Winter Garden

Find out more about Winter Garden

Stay in Luxury: 5 Star Hotels in Winter Garden

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Winter Garden trip. You'll join the multitudes of holidaymakers who have made Winter Garden so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Winter Garden and indulge in the finer things in life for a while.

5-Star Hotels in Winter Garden

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Winter Garden are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Winter Garden 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Winter Garden! Choose one of our Winter Garden 5-star hotels today and soothe yourself in luxe surroundings at your convenience.


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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winter Garden?
The amount you pay for a 5-star hotel in Winter Garden depends on things such as when you want to go and the length of your holiday. An insider tip for scoring an awesome deal? Use our pricing filters to compare the available accommodation for your chosen dates.

  • Search for the lowest price per night from ₹7,572

What makes a hotel 5 stars in Winter Garden?
In Winter Garden, a hotel is required to offer a certain amount of top-notch amenities to earn 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their exceptional service. You'll enjoy things like concierge services, nightly turn-down services and in-room massage. Some may also offer thoughtful touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Winter Garden?
Use Expedia's filter tool to find a luxury retreat in Winter Garden where most of what you need is included in the price. Next, narrow down your results for properties that have a rating of 5 stars and are deemed "All inclusive." The first thing on the to-do list at these stays? Relaxation and enjoyment.