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Check availability on Winter Park 5 Star Hotels

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sep - 7 Sep

Top Winter Park 5 Star Hotels

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Exterior

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5.0 star property
9.2 out of 10, Wonderful, (331)
"Very excellent and not so expensive hotel."
The price is 6.936.899 ₫
9.286.537 ₫ total
includes taxes & fees
12 Sept - 13 Sept
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Conrad Orlando at Evermore
Outdoor pool, pool cabanas (surcharge), pool umbrellas

Conrad Orlando at Evermore

5.0 star property
9.4 out of 10, Exceptional, (272)
"Great place to stay with the family."
The price is 11.354.168 ₫
14.090.690 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Conrad Orlando at Evermore
The Ritz-Carlton Orlando, Grande Lakes
View from property

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1004)
"Excellent place to stay"
The price is 9.905.720 ₫
12.774.164 ₫ total
includes taxes & fees
14 Sept - 15 Sept
The Ritz-Carlton Orlando, Grande Lakes
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
3 outdoor pools, pool cabanas (surcharge), pool umbrellas

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (867)
"Amazing property & spa experience ❤️"
The price is 23.588.620 ₫
28.019.722 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Stunning 4Bd With Pool At Storey Lake Resort 4821
Golf

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
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Exclusive House | Private pool

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
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Townhome, 4 Bedrooms | Private pool

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
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
2 outdoor pools, free pool cabanas, pool umbrellas

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

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

5.0 star property
9.4 out of 10, Exceptional, (3)
"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
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
Aerial view

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
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
Water park

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

5.0 star property
10.0 out of 10, Exceptional, (3)
"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
Family Vacation Home, Water Park+Endless Amenities
Water park

Family Vacation Home, Water Park+Endless Amenities

5.0 star property
8.0 out of 10, Very good, (22)
"Property is very well kept and close to attractions. Nick, the property manager is very attentive and responds immediately"
Family Vacation Home, Water Park+Endless Amenities
5 Bedroom at Storey Lake Orlando FL close to Disney 4851
Exclusive House | 5 bedrooms, in-room safe, individually decorated, individually furnished

5 Bedroom at Storey Lake Orlando FL close to Disney 4851

5.0 star property
9.0 out of 10, Wonderful, (2)
"Everything I expected"
5 Bedroom at Storey Lake Orlando FL close to Disney 4851
Stunning 4 Bd Close to Disney @ Storey Lake 2569
Water park

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
Marvelous 4Bd with Pool at Storey Lake Resort 2601
Water park

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
Aerial view

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

5.0 star property
8.4 out of 10, Very good, (10)
"The complex was nice and very nice clean rooms, the water park was nice and huge. Definitely would visit again "
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Indoor pool, outdoor pool, pool loungers, lifeguards on site

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
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
Water park

Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

5.0 star property
10.0 out of 10, Exceptional, (1)
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
Deluxe 3 Bedroom Apartment Vista Cay Resort 404
Townhome, 3 Bedrooms | Balcony

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
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Outdoor pool

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
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winter Park.
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd, Orlando, FL
The price is 2.441.883 ₫ per night from 10 Sept to 11 Sept
2.441.883 ₫
2.747.118 ₫ total
10 Sept - 11 Sept
includes taxes & fees
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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

Stroll through the Morse Museum to see the world's largest collection of Tiffany glass, then boat through the Winter Park Chain of Lakes. Charming Park Avenue offers upscale shopping and outdoor cafés where you can people-watch before catching a sunset concert in Central Park.

See all hotels in Winter Park

Top Winter Park Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Winter Park?
You'll find many different pricing options for a 5-star hotel in Winter Park on Expedia. How much you'll pay will depend on when you want to travel, trip length and other factors. Compare all of the available accommodation for your chosen dates and make use of our pricing and other filters to lock in the perfect high-end stay.

  • Search for the lowest price per night from 1.692.930 ₫

What makes a hotel 5 stars in Winter Park?
Outstanding guest service characterises every 5-star hotel in Winter Park. From the minute you step through the door, staff cater to your every whim, whether answering room service calls 24/7 or providing in-room massages. In addition, hotels must feature upscale conveniences to meet the standard for a 5-star rating. These can include luxury toiletries, spa facilities, swimming pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Winter Park?
Use Expedia's filters to find a luxury getaway in Winter Park where everything you need is included. From there, narrow your results for properties that have 5 stars and are described as "All inclusive." The most important thing on the to-do list at these stays? Pure enjoyment and indulgence.