Explore top 2026 5 Star Hotels in Winter Park

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

This weekend
Next weekend

Top Winter Park 5 Star hotels

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5 out of 5
14200 Bonnet Creek Resort Lane Orlando FL
Fully refundableReserve now, pay when you stay
$463 nightly
The price is $521 total per night from Apr 10 to Apr 11
$521 total
Apr 10 - Apr 11
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 12 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...
9.2/10 Wonderful! (487 reviews)
This is a really nice hotel and the service staff were great! The only issue we had was there were no washcloths until our last night there. Also, when we came in our sink drain would not open and someone had to come fix that our second day there. Besides those things, I really have no complaints ...

Reviewed on Mar 31, 2026

Opens in a new windowWaldorf Astoria Orlando - An Official Walt Disney World® Hotel
Conrad Orlando at Evermore

Conrad Orlando at Evermore

5 out of 5
1500 Eastbeach Way Orlando FL
Fully refundableReserve now, pay when you stay
$625 nightly
The price is $704 total per night from Apr 17 to Apr 18
$704 total
Apr 17 - Apr 18
Total with taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring the family ...
9.6/10 Exceptional! (413 reviews)
Highly recommend! Excellent family vacation spot with multiple pools, 20 minutes from Disney and other theme parks, and great food selection. Various activities and spots for adults and children.

Reviewed on Apr 1, 2026

Opens in a new windowConrad Orlando at Evermore
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5 out of 5
10100 Dream Tree Blvd. Lake Buena Vista FL
Fully refundableReserve now, pay when you stay
$1,105 nightly
The price is $1,243 total per night from Apr 12 to Apr 13
$1,243 total
Apr 12 - Apr 13
Total with taxes and fees
This luxury resort features a golf course, free water park access, and a full-service spa. There's fun for all ages with a lazy river and a children's pool, ...
9.6/10 Exceptional! (891 reviews)
Absolutely best resort in Disney area Service exceptional

Reviewed on Mar 20, 2026

Opens in a new windowFour Seasons Resort Orlando at WALT DISNEY WORLD® Resort
The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes

5 out of 5
4012 Central Florida Parkway Orlando FL
Fully refundableReserve now, pay when you stay
$649 nightly
The price is $730 total per night from Apr 24 to Apr 25
$730 total
Apr 24 - Apr 25
Total with taxes and fees
This smoke-free hotel features a golf course, a full-service spa, and 7 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...
Opens in a new windowThe Ritz-Carlton Orlando, Grande Lakes
Disney's Beach Club Resort

Disney's Beach Club Resort

5 out of 5
1800 Epcot Resort Blvd Lake Buena Vista FL
$575 nightly
The price is $647 total per night from Apr 20 to Apr 21
$647 total
Apr 20 - Apr 21
Total with taxes and fees
This luxury resort features 2 restaurants, 3 outdoor pools, and 3 hot tubs. There's fun for all ages with a children's pool and a theme park shuttle, and in-room ...
8.8/10 Excellent! (702 reviews)
Definitely did not meet expectations. It felt unsafe after an incident in the hotel and they were not accommodating in moving us out of a handicapped room. There was trash in the hallways and the rooms were worn and didnt give off a wow factor at all for the price that was paid.

Reviewed on Mar 25, 2026

Opens in a new windowDisney's Beach Club Resort
Disney's Beach Club Villas

Disney's Beach Club Villas

5 out of 5
1800 Epcot Resort Blvd Lake Buena Vista FL
$689 nightly
The price is $775 total per night from Apr 28 to Apr 29
$775 total
Apr 28 - Apr 29
Total with taxes and fees
This luxury condo resort features a private beach, a marina, and 3 restaurants. Bring the family and enjoy the children's club, children's pool, and free theme ...
Opens in a new windowDisney's Beach Club Villas
Splendid 5Bd Close to Disney at Storey Lake 4251

Splendid 5Bd Close to Disney at Storey Lake 4251

5 out of 5
4251 Paragraph Dr Kissimmee FL
Free water park access and an outdoor pool are featured at this smoke-free vacation home. There's fun for all ages with a lazy river and a children's pool, and ...
Opens in a new windowSplendid 5Bd Close to Disney at Storey Lake 4251
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 out of 5
2887 Stanza Ct Kissimmee FL
Free water park access and an outdoor pool are featured at this luxury vacation home. There's fun for all ages with a lazy river and a children's pool, and barbecue ...
Opens in a new windowFantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

5 out of 5
3191 Paradox Circle Kissimmee FL
Free water park access and an outdoor pool are featured at this smoke-free condo. There's fun for all ages with a lazy river and a waterslide, and barbecue grills ...
Opens in a new windowGorgeous 2 Bedroom Apartment Close to Disney 305 3191
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

5 out of 5
5126 Killarney Dr Kissimmee FL
This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the children's pool and onsite laundry facilities. ...
Opens in a new window5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
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.

Winter Park Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Winter Park to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Winter Park 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Winter Park before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

Recent Winter Park hotel reviews by fellow wanderers

Explore More Ways to Travel with Travelocity