Find 5 Star Hotels in Winter Park, FL from SAR 349

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Check availability on Winter Park 5 Star Hotels

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

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5.0 star property
9.2 out of 10, Wonderful, (225)
"Beautiful hotel! The pool is nice, the restaurants are good and the hotel itself is gorgeous. The fitness room is a dream. The only negative is that the Disney shuttle service sucks. "
The price is SAR 1,497
SAR 1,895 total
includes taxes & fees
9 Apr - 10 Apr
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Conrad Orlando

5.0 star property
9.4 out of 10, Exceptional, (173)
"Beautiful property, amazing food"
The price is SAR 1,590
SAR 2,000 total
includes taxes & fees
4 Apr - 5 Apr
Conrad Orlando

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (829)
"This was the perfect hotel for us. Nice rooms and amenities, good dining options as well as a little gelataria. There's a beautiful pool and hot tub, but it does close early (8:00p) during the winter months. The property is in an upscale neighborhood that is very quiet. It was worth the 10-15 min drive to the different parks to have a nicer place to call hoke during our stay. You will have the 30 min early entry into the parks as a perk of staying at the four seasons, however it does not qualify...
The price is SAR 4,633
SAR 5,212 total
includes taxes & fees
13 Mar - 14 Mar
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1000)
"We love the Ritz Carlton one of the most beautiful and luxurious Hotels my wife and I stayed at and we have been to several countries and the Ritz is definitely in the top 3 the only thing I would change is the bed is rock hard which is important for a good night sleep so I would request a different mattress if available when I return but love the place!"
The price is SAR 2,997
SAR 3,603 total
includes taxes & fees
12 Apr - 13 Apr
The Ritz-Carlton Orlando, Grande Lakes

Family Vacation Home, Water Park+Endless Amenities

5.0 star property
8.8 out of 10, Excellent, (17)
"Awesome staff, super helpful. And the resort was amazing"
Family Vacation Home, Water Park+Endless Amenities

Splendid 5Bd Close to Disney at Storey Lake 4251

5.0 star property
9.6 out of 10, Exceptional, (8)
"Home was great super clean and very cozy and comfortable. "
Splendid 5Bd Close to Disney at Storey Lake 4251

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

5.0 star property
10.0 out of 10, Exceptional, (2)
"La piscine chauffée moyennant des frais valait la peine, car était chauffée parfaitement. La cuisine et salles de bains propres. Tapis au second étage pourrait laisser à désirer en fait de propreté. Pour un séjour de plus de 2 jours il faut prévoir des produits car ils ne sont pas fourni tel papier de toilette et essuie tout. "
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

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 4 Bd w/ Pool @ Storey Lake Resort 2653

5.0 star property
10.0 out of 10, Exceptional, (1)
"Everything was excellent. I like the property was really cozy and nice. The only thing I didn’t like was that more concerned about when you leaving?"
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

5.0 star property
9.0 out of 10, Wonderful, (2)
"House was really good..but thermostat wasn't working at all..some part carpet was wet all time"
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

5.0 star property
8.4 out of 10, Very Good, (6)
"Excellent house only 10 mins from Disney. Nice gated community with a communal pool and child’s play area. The house was very clean and very comfortable. Would definitely stay there again."
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

5.0 star property
9.2 out of 10, Wonderful, (7)
"Everything was great, They stayed in constant communication with me but I never needed anything. The only problem was the walls were pretty dirty and damaged needed to be painted orher than that all was great for our girls weekend. I would stay again."
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

5.0 star property
8.8 out of 10, Excellent, (5)
"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

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

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

5.0 star property
8.8 out of 10, Excellent, (3)
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

The Ritz-Carlton Residences Orlando, Grande Lakes

5.0 star property
The Ritz-Carlton Residences Orlando, Grande Lakes

2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms

5.0 star property
7.6 out of 10, Good, (11)
"The property appears to have been recently updated (kitchen and bathrooms and bedrooms). Was comfortable for our family if 4 adults. The property management team was responsive to any questions / needs we had. "
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

5.0 star property
10.0 out of 10, Exceptional, (1)
"La propiedad es muy linda y cómoda , ideal para disfrutar en familia . La habitación de los niños hermosa decorada con Toy Story , a mis niños les encantó "
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Marvelous 4Bd with Pool at Storey Lake Resort 2601

5.0 star property
10.0 out of 10, Exceptional, (2)
Marvelous 4Bd with Pool at Storey Lake Resort 2601

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

5.0 star property
8.4 out of 10, Very Good, (9)
"The beds were comfortable. The condo was large. It also had TVs in every room with music playing when we arrived which was nice. They also supplied the first trash bags and soap and conditioner and shampoo. You would need to get started if you're staying for a week."
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
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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 Park

Located near a major attraction, this city has everything needed for relaxing in a warm climate. Select from a long list of activities those that most appeal to you.

Lake Virginia featuring a park and a house

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.

  • Search for the lowest price per night from SAR 349

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.