A two-story house with a balcony, surrounded by lush greenery and trees.

Find 5 Star Hotels in Winter Park, FL from $100

Check availability on Winter Park 5 Star Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Winter Park 5-star hotels

A hotel with a swimming pool, lounge chairs, and palm trees.

1. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
5.0 star property
Orlando
9.4 out of 10, Exceptional, (678 reviews)
"Very nice hotel in every way."
United States
John
$374 nightly
The price is $421
Nov 22 - Nov 23
Total with taxes and fees
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
A resort with multiple swimming pools, lounge areas, and a modern building with balconies.

2. Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (610 reviews)
"Wonderful stay, everything was as advertised!"
United States
YASIR
$494 nightly
The price is $556
Oct 30 - Oct 31
Total with taxes and fees
Conrad Orlando at Evermore
A water park with multiple slides and a pool area surrounded by palm trees and a golf course.

3. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.2 out of 10, Wonderful, (1,007 reviews)
"Great hotel!"
United States
Teresa
$534 nightly
The price is $601
Nov 25 - Nov 26
Total with taxes and fees
The Ritz-Carlton Orlando, Grande Lakes
A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.

4. Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5.0 star property
Golden Oak
9.6 out of 10, Exceptional, (972 reviews)
"One of the best hotels I have ever stayed in. Absolutely superb."
United States
Caroline
$1,465 nightly
The price is $1,648
Nov 1 - Nov 2
Total with taxes and fees
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.

5. Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (720 reviews)
"The best"
United States
Carl
$728 nightly
The price is $819
Nov 3 - Nov 4
Total with taxes and fees
Disney's Beach Club Resort
A pool with inflatable rings, lounge chairs, and a wooden deck with stairs.

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

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
5.0 star property
Kissimmee
8.8 out of 10, Excellent, (5 reviews)
"Awesome pools. Family friendly."
United States
Nydia
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
An aerial view of a resort with a large swimming pool, water slides, and a mini-golf area.

7. Stunning 2 Bd Condo Close to Disney 304 3191

Stunning 2 Bd Condo Close to Disney 304 3191
5.0 star property
Kissimmee
5.0 out of 10, (6 reviews)
"Pools were filthy. The washer dryer combo did not work. Like a previous "
United States
Stephanie
Stunning 2 Bd Condo Close to Disney 304 3191
A swimming pool with a glass enclosure, surrounded by a patio area with a view of a residential building.

8. 5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (4 reviews)
"Looks just like photos, very nice and spacious. I would book again."
United States
Kimesha
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
A row of modern two-story houses with attached garages, well-maintained lawns, and a street lamp.

9. 5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
5.0 star property
Kissimmee
8.0 out of 10, Very good, (10 reviews)
"My family and I truly enjoyed our stay. The team was friendly and communicated effectively the entire time. Will definitely stay again and recommend to others. "
United States
Ben-Jade
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

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

Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"House was really good..but thermostat wasn't working at all..some part carpet was wet all time"
United States
Pareshkumar
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
An aerial view of a resort with a large water park, multiple swimming pools, and a variety of recreational facilities.

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

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
5.0 star property
Kissimmee
8.4 out of 10, Very good, (11 reviews)
"Very roomy, clean and equipped apartment, worth for the money paid."
United States
Prasad
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
An aerial view of a resort with a large swimming pool, palm trees, and a water slide.

12. Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
5.0 star property
Kissimmee
8.6 out of 10, Excellent, (8 reviews)
"The accommodation not only has a good equipment and location, but is also absolutely top and highly recommended. I will be very happy to book here again."
Germany
Thomas
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
A modern indoor pool area with a dining setup and a view of the ocean.

13. The Ritz-Carlton Residences Orlando, Grande Lakes

The Ritz-Carlton Residences Orlando, Grande Lakes
5.0 star property
Orlando
The Ritz-Carlton Residences Orlando, Grande Lakes
A resort with multiple swimming pools, sun loungers, and palm trees.

14. Marvelous 4Bd with Pool at Storey Lake Resort 2601

Marvelous 4Bd with Pool at Storey Lake Resort 2601
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (7 reviews)
"Definitely booking again ❤️"
United States
Yolanda
Marvelous 4Bd with Pool at Storey Lake Resort 2601
A pool area with lounge chairs, umbrellas, and a water slide structure.

15. Family Vacation Home, Water Park+Endless Amenities

Family Vacation Home, Water Park+Endless Amenities
5.0 star property
Kissimmee
7.6 out of 10, Good, (25 reviews)
"This was definitely a nice place! "
United States
Jasmine
Family Vacation Home, Water Park+Endless Amenities
A resort with multiple swimming pools, sun loungers, and palm trees.

16. Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
5.0 star property
Kissimmee
9.6 out of 10, Exceptional, (9 reviews)
"Overall wonderful home, great price, great property and amenities for families. Location is great near absolutely everything. "
United States
Lance
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
A swimming pool area with multiple water features and lounge chairs.

17. Splendid 5Bd Close to Disney at Storey Lake 4251

Splendid 5Bd Close to Disney at Storey Lake 4251
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (13 reviews)
"Everything that a big family needs for a vacation, plus a great location"
United States
omar
Splendid 5Bd Close to Disney at Storey Lake 4251
A modern dining area with a glass table, grey upholstered chairs, and yellow napkins.

18. Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (20 reviews)
"The place was amazing. I would definitely book again"
United States
Teddy
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
A swimming pool with lounge chairs, palm trees, and a golf course.

19. 5 Bedroom at Storey Lake Orlando FL close to Disney 4851

5 Bedroom at Storey Lake Orlando FL close to Disney 4851
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"Pool heating cost additional. Property Lazy river and pool was heated in November, was awesome. great Spot for a vacation. Highly recomend."
United States
Nita
5 Bedroom at Storey Lake Orlando FL close to Disney 4851
A modern kitchen with a granite countertop, stainless steel appliances, and wooden cabinets. There are three bar stools and a hanging light fixture above the counter.

20. Family Friendly 5 Bedrooms Home Close to Disney 4849

Family Friendly 5 Bedrooms Home Close to Disney 4849
5.0 star property
Kissimmee
9.0 out of 10, Wonderful, (4 reviews)
"Everything was well clean and very easy access"
United States
Raquel
Family Friendly 5 Bedrooms Home Close to Disney 4849
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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
$220 nightly
The price is $248 total per night from Nov 25 to Nov 26
$248 total
Nov 25 - Nov 26
Total with taxes and fees
9.4/10 Exceptional! (4,586 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

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
A clock with 'Winter Park' and 'Central Park' inscribed, surrounded by lush greenery and trees.

Top Winter Park Hotel Reviews

Find out more about Winter Park

There's nothing wrong with enjoying the finer things in life. Add an extra layer of luxury on your next trip to Winter Park by treating yourself to the best of the best when it comes to accommodation. It's an ideal pairing. There's no reason to delay a getaway to Winter Park any longer. You'll join the multitudes of vacationers who have made Winter Park so fashionable in the last few seasons. Additionally, the hotels in this area receive outstanding marks for guest services, so you know you'll be well cared for during your getaway. What are you waiting for? Our 5-star hotels in Winter Park are the perfect places to relax in during your next chunk of time off.

5-Star Hotels in Winter Park

Don't be afraid to live the high life while you're on vacation, along with the best conditions. Spa treatments, delicious meals, and personalized service are all waiting for you. You're sure to find exactly the accommodation you need. We should also mention, the hotels in this area receive noteworthy marks for customer satisfaction, so you know you'll be well cared for during your getaway. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A reflexology treatment that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Want to see for yourself? Plenty of visitors recommend this location.

But you aren't going to spend your entire vacation in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Winter Park are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Winter Park 5-star hotels are the place to be when you book your next vacation. Additionally, these accommodations are highly rated -- 90% of visitors recommended 5-star hotels in Winter Park! Expedia can help you land a great deal on accommodation. It's time to plan your next great escape. Opt for one of our Winter Park 5-star hotels today and relax in total tranquility tomorrow.

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 $100

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.

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