Compare and book 5 Star hotels in Winter Park, Orlando

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Check availability on Winter Park 5 Star Hotels

Tonight
3 Jul - 4 Jul
Tomorrow
4 Jul - 5 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

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, (291)
"Excellent service and food "
The price is 7.514.301 ₫
9.925.313 ₫ total
includes taxes & fees
25 Jul - 26 Jul
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Conrad Orlando at Evermore
Private beach, white sand, beach cabanas, sun-loungers

Conrad Orlando at Evermore

5.0 star property
9.4 out of 10, Exceptional, (226)
"Beautiful resort.. The staff were all wonderful."
The price is 10.413.272 ₫
13.023.131 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Conrad Orlando at Evermore
The Ritz-Carlton Orlando, Grande Lakes
Property amenity

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1009)
"Top notch resort. All class!"
The price is 9.837.664 ₫
12.686.401 ₫ total
includes taxes & fees
1 Aug - 2 Aug
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, (852)
"Great stay highly recommended "
The price is 26.033.180 ₫
30.759.052 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Splendid 5Bd Close to Disney at Storey Lake 4251
Water park

Splendid 5Bd Close to Disney at Storey Lake 4251

5.0 star property
9.0 out of 10, Wonderful, (10)
"Amazing Stay...Home away from Home... Definitely recommend for families..."
Splendid 5Bd Close to Disney at Storey Lake 4251
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
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, (13)
"The kids really enjoyed it and everyone was comfortable, no complaints."
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Family Vacation Home, Water Park+Endless Amenities
Water park

Family Vacation Home, Water Park+Endless Amenities

5.0 star property
8.2 out of 10, Very good, (20)
"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
Family Friendly Four Bedroom w GameRoom @Disney 5145
Exclusive House | In-room safe, individually decorated, individually furnished, desk

Family Friendly Four Bedroom w GameRoom @Disney 5145

5.0 star property
8.4 out of 10, Very good, (5)
"It was fantastic!"
Family Friendly Four Bedroom w GameRoom @Disney 5145
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
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, (10)
"Super clean and confortable. "
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Stunning 2 Bd Condo Close to Disney 304 3191
Exterior

Stunning 2 Bd Condo Close to Disney 304 3191

5.0 star property
6.6 out of 10, (4)
"The Place Awesome it was a family trip we had great time my 2 kids love the Pool, the Lazy river. they love the hold place. places are not far from Condo. Great communication they always was checking if we needed anything it was great. Thank You "
Stunning 2 Bd Condo Close to Disney 304 3191
Luxury 8Bd with Pool @ Sonoma Resort 2639
Outdoor pool, a heated pool, pool loungers, lifeguards on site

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 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
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
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, (1)
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
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
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, (2)
"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
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
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
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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.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard, Orlando, FL
The price is 6.253.196 ₫ per night from 7 Jul to 8 Jul
6.253.196 ₫
7.034.976 ₫ total
7 Jul - 8 Jul
includes taxes & fees
9.4/10 Exceptional! (3,345 reviews)
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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

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

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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 2.201.701 ₫

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.