Find 5 Star Hotels in Winter Park, FL

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

Waldorf Astoria Orlando
5.0 star property
9.0 out of 10, Wonderful, (21)
"Check in was smooth, our room was fantastic! Our evening at Bull & Bear was exceptional. We thoroughly enjoyed our stay! "
The price is SAR 1,197
SAR 1,528 total
includes taxes & fees
23 Jum. II - 24 Jum. II
Waldorf Astoria Orlando
Conrad Orlando
5.0 star property
9.8 out of 10, Exceptional, (38)
"This place is amazing! The lagoon is breathtaking! We had a king family room and there was lots of space! Everything is new and updated and beautiful!"
The price is SAR 1,489
SAR 1,858 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Conrad Orlando
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5.0 star property
9.6 out of 10, Exceptional, (782)
"We stayed at the four seasons for our family getaway and we dont know where to start from phenomenal resort. The staff were amazing service was above and beyond. Restaurants amazing and great food! Very family friendly and a very safe resort. We would definitely recommend."
The price is SAR 3,769
SAR 4,156 total
includes taxes & fees
23 Jum. II - 24 Jum. II
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
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The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
9.2 out of 10, Wonderful, (1002)
"Ester was an excellent host. "
The price is SAR 1,497
SAR 1,860 total
includes taxes & fees
21 Jum. II - 22 Jum. II
The Ritz-Carlton Orlando, Grande Lakes
Splendid 5Bd Close to Disney at Storey Lake 4251
5.0 star property
9.4 out of 10, Exceptional, (3)
"Excellent property . Really clean and lots of space. Really close to Disney and plenty of restaurants a short drive away. My only complaint is the communication for check in. I got message and phone call 30 mins before check in saying if I don't fill out check in form my booking would be cancelled. This really wasn't ideal as I was driving. After I did it I received so many text and emails to help with my stay. I was getting them from several different numbers. Then 3 hrs after checking out. 4...
Splendid 5Bd Close to Disney at Storey Lake 4251
Family Vacation Home, Water Park, Endless Resort Amenities
5.0 star property
9.0 out of 10, Wonderful, (24)
"My entire family enjoyed our stay. The unit was spacious, comfortable, clean, and well equipped. The resort amenities kept the kids busy. The resort staff and security were friendly and helpful."
Family Vacation Home, Water Park, Endless Resort Amenities
Waterpark Near Disney - Luxury Townhome
5.0 star property
8.4 out of 10, Very Good, (13)
"This was definitely a nice place! "
Waterpark Near Disney - Luxury Townhome
Apartamento en Orlando Fl.
5.0 star property
2.0 out of 10, (1)
The price is SAR 2,112
SAR 2,336 total
includes taxes & fees
6 Jum. II - 7 Jum. II
Apartamento en Orlando Fl.
5 Bedroom at Storey Lake Orlando FL close to Disney 4851
5.0 star property
5 Bedroom at Storey Lake Orlando FL close to Disney 4851
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
5.0 star property
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
Luxury 8Bd with Pool @ Sonoma Resort 2639
5.0 star property
2.0 out of 10, (1)
"The property had 8 bedrooms, only 2 were king size. All the beds are so low to the ground. The refrigerator was broken. The coffee table was broken. They charge a massive deposit. Then they send you an email after check out that they deducted money from your deposit and say that you have things damaged. I called the first day to tell them the defects and no one response. I wonder never recommend this place. "
Luxury 8Bd with Pool @ Sonoma Resort 2639
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
5.0 star property
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
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
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
Storey Lake Resort 5br Cozy Home 2609
5.0 star property
8.0 out of 10, Very Good, (1)
"Construcción "
Storey Lake Resort 5br Cozy Home 2609
Storey Lake Resort 8br Cozy Home With Theater 2703
5.0 star property
6.0 out of 10, (1)
Storey Lake Resort 8br Cozy Home With Theater 2703
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
5.0 star property
10.0 out of 10, Exceptional, (1)
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Family Friendly 5 Bedrooms Home Close to Disney 4849
5.0 star property
Family Friendly 5 Bedrooms Home Close to Disney 4849
Deluxe 3 Bedroom Apartment Vista Cay Resort 404
5.0 star property
2.0 out of 10, (1)
"They just cancelled my trip without any notifications. When i spoke to the seller, it looks like they want you to book directly on their portal. Hotels.com should remove such postings"
Deluxe 3 Bedroom Apartment Vista Cay Resort 404
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
5.0 star property
8.0 out of 10, Very Good, (1)
"Es war dunkel bei der Ankunft und wir konnten die Nummern an den Gebäuden in der riesigen Anlage nicht erkennen. Der Herr an der Torschranke hat es zweimal falsch erklärt. "
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winter Park?
How much you pay for a 5-star hotel in Winter Park depends on things like when you want to go and the length of your escape. Our top tip for bagging an awesome deal? Use our pricing filters to compare the available options for your chosen dates.

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What makes a hotel 5 stars in Winter Park?
From gourmet dining venues and 24/7 fitness centers to swimming pools and dreamy bedding, the 5-star experience in Winter Park is all about luxury and comfort. But it requires more than just top-notch conveniences to earn a 5-star rating. Stays must also offer extraordinary guest-centric services like beauty treatments, on-site laundry and dry cleaning and 24/7 room service.
Are there any 5-star all-inclusive resorts in Winter Park?
Use Expedia’s filter tool to find an upmarket retreat in Winter Park where everything you need is included in the price. From there, refine your results for resorts that have a rating of 5 stars and are categorized as “All inclusive.” The main thing on the schedule at these stays? Relaxation and enjoyment.
Are there any 5-star vacation rentals in Winter Park?
Our site doesn’t offer any 5-star vacation rentals in Winter Park. However, you will still find some top-rated retreats where the only thing on your agenda will be to relax and enjoy yourself. See what’s available by searching through our vacation rentals in Winter Park.