Find 5 Star Hotels in Winter Garden, FL from $62

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Compare Winter Garden 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Conrad Orlando
Outdoor pool, cabanas (surcharge), pool umbrellas
Conrad Orlando
5.0 star property
9.6 out of 10, Exceptional, (26)
"It’s gorgeous and the level of hospitality exceeds expectations. "
The price is $487
$604 total
includes taxes & fees
May 19 - May 20
Conrad Orlando
Waldorf Astoria Orlando
2 outdoor pools, cabanas (surcharge), pool umbrellas
Waldorf Astoria Orlando
5.0 star property
8.6 out of 10, Excellent, (11)
"Top notch customer service and comfort. Great shuttle service for Disney parks. "
The price is $351
$451 total
includes taxes & fees
Jun 1 - Jun 2
Waldorf Astoria Orlando
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5.0 star property
9.6 out of 10, Exceptional, (779)
"Amaizing costumer service!"
The price is $1,235
$1,389 total
includes taxes & fees
May 5 - May 6
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
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The Ritz-Carlton Orlando, Grande Lakes
Property amenity
The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
9.2 out of 10, Wonderful, (1000)
"Ester was an excellent host. "
The price is $479
$592 total
includes taxes & fees
May 27 - May 28
The Ritz-Carlton Orlando, Grande Lakes
Encore Resort at Reunion
8 Bedroom Home Elite Near Water Park, Private Pool | Living room | 50-inch flat-screen TV with cable channels, TV
Encore Resort at Reunion
5.0 star property
8.4 out of 10, Very Good, (714)
"Me and my family absolutely love this place. It was very roomy and when we were home, we felt like we had our own privacy, but everything else was just a walk away. Great place to stay for a family vacation."
Encore Resort at Reunion
Reunion Resort & Golf Club
Waterslide
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1118)
"Great hotel "
Reunion Resort & Golf Club
The Bear's Den Resort Orlando
7 Bedroom Home 18th Hole | Terrace/patio
The Bear's Den Resort Orlando
5.0 star property
7.4 out of 10, Good, (15)
"Great experience "
The Bear's Den Resort Orlando
Endless Summer at Margaritaville
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
Family Vacation Home, Water Park, Endless Resort Amenities
Exterior
Family Vacation Home, Water Park, Endless Resort Amenities
5.0 star property
8.8 out of 10, Excellent, (23)
"A great stay in a gated community. Was a very short distance to Disney parks. The jacuzzi was amazing after long walks during day trips. Would definitely recommend and stay again. "
Family Vacation Home, Water Park, Endless Resort Amenities
House of Fun at Windsor Westside
Outdoor pool
House of Fun at Windsor Westside
5.0 star property
10.0 out of 10, Exceptional, (1)
"Very Nice. Great communication."
House of Fun at Windsor Westside
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Outdoor pool
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
5.0 star property
6.2 out of 10, (7)
"Overall OK but property in need of some upgrading. Needed to use kitchen pots as BBQ was a long way away and they were not clean."
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Mickey's Terrace at Bahama Bay
Outdoor pool
Mickey's Terrace at Bahama Bay
5.0 star property
6.6 out of 10, (4)
"Pros: Kitchen and appliances sparkling upon arrival. Quiet section of the resort. Kitchen well appointed, although time to replace some of the cooking pans. Cons: Carpeting in poor shape. Needs to be replaced. Some plumbing issues (faucets dripping, guest bath shower control handle loose). "
Mickey's Terrace at Bahama Bay
Cozy Home With Pool In Disney Area 5br 1820
Property grounds
Cozy Home With Pool In Disney Area 5br 1820
5.0 star property
Cozy Home With Pool In Disney Area 5br 1820
Up to Scale at Margaritaville
Property grounds
Up to Scale at Margaritaville
5.0 star property
10.0 out of 10, Exceptional, (1)
"Otima experiência. Localização excelente. Facil acesso aos parques da Disney. Proxima a supermercados, restaurantes, e lojas. A casa é muito congortavel e o Check in e check out muito faceis de realizar. Retornaremos com certeza."
Up to Scale at Margaritaville
Champions Gate 5BR Cozy Home 1128
Outdoor pool
Champions Gate 5BR Cozy Home 1128
4.0 star property
9.0 out of 10, Wonderful, (2)
"The property is beautiful. The upstairs King suite the bed had dirty stained sheets and matress covers. Curtains in downstairs King was hanging from the window. No one ever came to correct the problem. I had to go out and buy king size sheet set and matress cover. We only had good communications, when talking to Jose. He is very knowledgeable about the tules and how things operate. I hope hes a manager or will become very soon. Thank you Jose."
Champions Gate 5BR Cozy Home 1128
4 Bedroom Townhouse, Resort, 15 Mins to Disney, Themed Rooms perfect for Kids
Luxury Villa, 4 Bedrooms, Pool Access | Courtyard view
4 Bedroom Townhouse, Resort, 15 Mins to Disney, Themed Rooms perfect for Kids
5.0 star property
6.0 out of 10, (4)
"One of the toilets was broken, a fan was broken and we weren’t left with anything to maintain the cleanliness of the home while we were there for two weeks. The location was great and it was a perfect size home for my family. "
4 Bedroom Townhouse, Resort, 15 Mins to Disney, Themed Rooms perfect for Kids
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
Terrace/patio
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
5.0 star property
4.0 out of 10, (1)
"The bathrooms were dirty. Property needs a major clean! Dishes (cups) in the cupboard had side stains on them. Overall it felt like the cleaning crew doesn’t clean well."
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
Windsor Island Blast Off 2303
Property grounds
Windsor Island Blast Off 2303
5.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was wonderful "
Windsor Island Blast Off 2303
Waterpark Near Disney - Luxury Townhome
Water park
Waterpark Near Disney - Luxury Townhome
5.0 star property
8.2 out of 10, Very Good, (12)
"All the pool amenities and activities were great. The resort staff was great and stuck to the rules. I would say they could lighten up on the required tubes in the river and no jumping in the big pool. Place is for families and my kids got disappointed when they were asked to not jump in the pool at all, not even just a cannon ball. Im 41 and was told i needed a tube in the 3' lazy river. I was just walking around the river with my little kids"
Waterpark Near Disney - Luxury Townhome
Chasing Adventures
Exterior
Chasing Adventures
5.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and roomy. Great location to Disney and lots of restaurants and stores. "
Chasing Adventures

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winter Garden.
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

10100 International Drive, Orlando, FL
The price is $62 per night from May 13 to May 14
$62
$98 total
includes taxes & fees
May 13 - May 14
6.8/10 (9,060 reviews)
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You enjoy the finer things in life, both at home and on vacation. Add an extra layer of enjoyment on your next trip to Winter Garden by treating yourself to the best of the best when it comes to accommodation. It's an ideal combination. There's no reason to delay a getaway to Winter Garden any longer. You'll join the multitudes of vacationers who have made Winter Garden so fashionable recently. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to lay your head at night. You deserve the great vacation you're dreaming about. 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

Don't be afraid to be pampered during your trip. Spa treatments, delicious meals, and personalized service are all ready for you. You're sure to find exactly the accommodation you need. Additionally, the hotels in this area receive fantastic marks for customer satisfaction, so you know you'll be well cared for during your getaway. What kind of amenities will make your stay a wonderful one? A full-body massage to help your cares fall away? A concierge to help you make reservations at that outstanding restaurant? High thread-count sheets, piping hot coffees, and even spectacular views...these hotels are one-of-a-kind. Want to see for yourself? Then explore the 349 reviews various guests have left on Expedia and get to know these places.

You won't sleep and order room service the entire time, though. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Winter Garden are the perfect place to relax after a busy day.

Make Your Escape

The results are in, and Winter Garden 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. Expedia can help you land a great deal on accommodation. Your great getaway is just a mouse-click away. Choose one of Expedia's Winter Garden 5-star hotels today and soothe yourself in the lap of luxury tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winter Garden?
How much you pay for a 5-star hotel in Winter Garden can vary according to what time of year you travel and how long you plan to stay, among other factors. Use our price per night filter and other search tools to score the best deal on a luxurious getaway.

  • Search for the lowest price per night from $62

What makes a hotel 5 stars in Winter Garden?
From high-end dining venues and all-day fitness centers to pools and deluxe bedding, the 5-star experience in Winter Garden is all about luxury and relaxation. But it calls for more than just upscale perks to get a 5-star rating. Accommodations also have to deliver exceptional services like in-room massages, dry cleaning and laundry and concierge services.
Are there any 5-star all-inclusive resorts in Winter Garden?
Find a luxury retreat that includes your room, meals, activities and entertainment in Winter Garden with our filters. Search for hotels rated 5 stars and click on the “All inclusive” filter. Make sure you check what’s included in the purchase price. That way, you can take full advantage of the premium perks on offer from the moment you get there.
Are there any 5-star vacation rentals in Winter Garden?
Our site doesn’t have any 5-star vacation rentals in Winter Garden. However, you will still find a few top-rated properties where the only thing on your agenda will be to unpack and enjoy yourself. Discover what’s available by checking out our vacation rentals in Winter Garden.