Search for Cheap Deals on
5 Star Hotels in Winter Park

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!


Featured 5 Star Winter Park Hotels

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
5 out of 5
  • 55 min drive from Full Sail University
The price is $489 per night from Apr 6 to Apr 7
$489
includes taxes & fees
Apr 6 - Apr 7
Stay at this 5-star luxury resort in Orlando. Enjoy 2 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff in our reviews. ...
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Conrad Orlando
5 out of 5
Fully refundableReserve now, pay when you stay
  • 47 min drive from Full Sail University
The price is $767 per night from Apr 21 to Apr 22
$767
includes taxes & fees
Apr 21 - Apr 22
Stay at this 5-star luxury hotel in Orlando. Enjoy a full-service spa, 5 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. ...
Conrad Orlando
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5 out of 5
Fully refundableReserve now, pay when you stay
  • 50 min drive from Full Sail University
The price is $1,344 per night from Apr 27 to Apr 28
$1,344
includes taxes & fees
Apr 27 - Apr 28
Stay at this 5-star luxury resort in Lake Buena Vista. Enjoy 3 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff in our ...
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Save an average of 15% on thousands of hotels when you're signed in
The Ritz-Carlton Orlando, Grande Lakes
5 out of 5
Fully refundableReserve now, pay when you stay
  • 37 min drive from Full Sail University
The price is $961 per night from Apr 25 to Apr 26
$961
includes taxes & fees
Apr 25 - Apr 26
Stay at this 5-star luxury hotel in Orlando. Enjoy a full-service spa, 7 restaurants, and a golf course. Our guests praise the helpful staff and the property ...
The Ritz-Carlton Orlando, Grande Lakes
Splendid 5Bd Close to Disney at Storey Lake 4251
5 out of 5
  • 49 min drive from Full Sail University
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Orlando Vineland Premium ...
Splendid 5Bd Close to Disney at Storey Lake 4251
Family Vacation Home, Water Park+Endless Amenities
5 out of 5
  • 52 min drive from Full Sail University
Stay at this 5-star luxury villa in Kissimmee. Enjoy free WiFi, free parking, and free water park access. Popular attractions Old Town and Disney Springs™ are ...
Family Vacation Home, Water Park+Endless Amenities
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
5 out of 5
  • 50 min drive from Full Sail University
Stay at this 5-star luxury apartment in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Old Town and Orlando Vineland ...
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
Marvelous 4Bd with Pool at Storey Lake Resort 2601
5 out of 5
  • 51 min drive from Full Sail University
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Old Town and Orlando ...
Marvelous 4Bd with Pool at Storey Lake Resort 2601
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
5 out of 5
  • 50 min drive from Full Sail University
Stay at this 5-star luxury condo in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Orlando Vineland Premium Outlets ...
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
5 out of 5
  • 51 min drive from Full Sail University
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Old Town and Orlando ...
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
5 out of 5
  • 51 min drive from Full Sail University
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Old Town and Disney ...
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
The Ritz-Carlton Residences Orlando, Grande Lakes
5 out of 5
  • 36 min drive from Full Sail University
Stay at this 5-star luxury hotel in Orlando. Enjoy breakfast (surcharge), WiFi (surcharge), and a hair salon. Popular attractions Aquatica and Florida Mall are ...
The Ritz-Carlton Residences Orlando, Grande Lakes
Don't see what you're looking for?
See all available properties in Winter Park
View all properties
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.

5-Star Hotel in Winter Park

It’s time. No more meh motels and so-so stays. This vacation it’s all about living it up, and that starts with a great hotel. You want first-class service and award-winning restaurants. Well, let us introduce you to a 5-star hotel in Winter Park.

So nice you’ll blink twice

What makes a hotel worthy of supreme star-age? For starters, the service has to be top-notch and personalized. These hotels often have 24-hour room service, a welcome gift upon your arrival, and help you with your bags—even if you travel light.

Are they nicer? Heck yeah, they are! Most 5-star hotels have jaw-dropping aesthetics that give an authentic feel of class. And we’re not talking about that faux-gold soap dish your Aunt Tilda puts out for the guests—it’s the real deal.

Stars in your eyes

Are 5-stars hotels worth it? If you like the finer things in life, then yes, they sure are. But we also know you’re the type that likes to get your caviar on a fish stick budget. We’re right there with you, and that is why we make it easy to find the best 5-star hotel in Winter Park for you. Sort by:

  • Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $489.

  • Amenities: Winter Park skyline view? Maybe a heated indoor pool? Looking for a Michelin-star restaurant? Search for the hotels that have the amenities you desire.

  • Hotwire Hot Rate: We’ll tell you the name of the hotel after you book, and you might just save a ton.

When you’re looking for the top 5-star hotels in Winter Park—but don’t want to pay top dollar—let us help you out. You can get that posh palace of your dreams, and have money left to take on Winter Park your way.