Compare and book 5 Star hotels in Winter Park, Orlando

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check availability on Winter Park 5 Star Hotels

Top Winter Park 5 Star Hotels

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
5.0 star property
9.2 out of 10, Wonderful, (377)
"Great hotel, very luxurious. "
The price is 9.483.313 ₫
12.150.577 ₫ total
includes taxes & fees
31 Oct - 1 Nov
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Conrad Orlando at Evermore
5.0 star property
9.6 out of 10, Exceptional, (300)
"Great stay"
The price is 10.774.169 ₫
13.438.141 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Conrad Orlando at Evermore
The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
9.4 out of 10, Exceptional, (1003)
"The stay could not have been more perfect. Will stay as often as we can."
The price is 13.409.096 ₫
16.715.399 ₫ total
includes taxes & fees
14 Nov - 15 Nov
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, (874)
"Amazing property & spa experience ❤️"
The price is 34.115.480 ₫
39.861.765 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
5.0 star property
10.0 out of 10, Exceptional, (4)
"It was a clean and nice "
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
5.0 star property
9.4 out of 10, Exceptional, (12)
"Super clean and confortable. "
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Stunning 4Bd With Pool At Storey Lake Resort 4821
5.0 star property
7.4 out of 10, Good, (3)
"They ripp you off with the cleaning and ma"
Stunning 4Bd With Pool At Storey Lake Resort 4821
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
5.0 star property
8.0 out of 10, Very good, (16)
"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
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
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
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
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 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
5.0 star property
10.0 out of 10, Exceptional, (2)
"Me encantó la propiedad, la comunicación que tuvieron conmigo en todo momento y el precio! Super recomendada!!! "
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
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
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
Splendid 5Bd Close to Disney at Storey Lake 4251
5.0 star property
9.2 out of 10, Wonderful, (12)
"Amazing Stay...Home away from Home... Definitely recommend for families..."
Splendid 5Bd Close to Disney at Storey Lake 4251
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
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
5.0 star property
9.0 out of 10, Wonderful, (4)
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
Save an average of 15% on thousands of hotels when you're signed in

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.
Still don't see what you're looking for?
See all properties in Winter Park.
You can also use these popular filters to refine your search.
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

Come to Winter Park and enjoy its university life, gardens and live music.

Top Winter Park Hotel Reviews

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 2.769.980 ₫

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.