Explore top 2025 5 Star Hotels in Winter Park

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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
$344 nightly
The price is $387 total per night from Nov 28 to Nov 29
$387 total
Nov 28 - Nov 29
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! (399 reviews)
one of the top properties in the market, outstanding vibe and service

Reviewed on Nov 12, 2025

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
$494 nightly
The price is $556 total per night from Dec 14 to Dec 15
$556 total
Dec 14 - Dec 15
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 ...
9.4/10 Exceptional! (320 reviews)
Place was freaking amazing!

Reviewed on Nov 15, 2025

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
$1,045 nightly
The price is $1,176 total per night from Nov 30 to Dec 1
$1,176 total
Nov 30 - Dec 1
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! (874 reviews)
Fantastic hotel, lovely front desk and housekeeping staff.

Reviewed on Oct 19, 2025

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
$614 nightly
The price is $691 total per night from Dec 13 to Dec 14
$691 total
Dec 13 - Dec 14
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 ...
9.2/10 Wonderful! (1,003 reviews)
Great service great accommodation can’t fault it

Reviewed on Oct 26, 2025

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
$542 nightly
The price is $609 total per night from Nov 17 to Nov 18
$609 total
Nov 17 - Nov 18
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 ...
Location location location!! Best pool!!

Reviewed on Sep 6, 2022

Opens in a new windowDisney's Beach Club Resort
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 out of 5
4721 Clock Tower Drive 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 children's pool, and families ...
8.4/10 Very Good! (10 reviews)
The complex was nice and very nice clean rooms, the water park was nice and huge. Definitely would visit again

Reviewed on Mar 26, 2025

Opens in a new windowGorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

5 out of 5
3131 Paradox Circle, Unit 204, Kissimmee, FL
A golf course, free water park access, and 2 outdoor pools are all featured at this smoke-free vacation home. There's fun for all ages with a lazy river and ...
10/10 Exceptional! (4 reviews)
It was a clean and nice

Reviewed on Sep 13, 2025

Opens in a new windowLuxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

5 out of 5
3191 Paradox Cir #404 Kissimmee FL
Free water park access and an outdoor pool are featured at this luxury apartment. There's fun for all ages with a lazy river and a children's pool, and families ...
10/10 Exceptional! (3 reviews)
Fabulous apartment, great equipment as excellent location! We stayed for 11 nights in October visiting Disney 10 days and Kennedy Space Centre for a days. Parking was easy and there is a decent gym and nice water park on site. Flawless communiction throughout our stay. Would definately stay ...

Reviewed on Nov 2, 2025

Opens in a new windowGorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

5 out of 5
4836 Dedication Street Kissimmee FL
Free water park access and an outdoor pool are featured at this luxury vacation home. Bring the family and enjoy the lazy river, children's pool, and waterslide. ...
9/10 Wonderful! (13 reviews)
Clean, loved the pool

Reviewed on Sep 18, 2025

Opens in a new windowGorgeous 4 Bedroom w/ Pool Close to Disney 4836
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 ...
9.2/10 Wonderful! (12 reviews)
Very beautiful and clean property.

Reviewed on Mar 17, 2025

Opens in a new windowSplendid 5Bd Close to Disney at Storey Lake 4251
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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.

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