Explore top 2026 5 Star Hotels in Winter Garden

Name: Disney's Beach Club Villas
Price range: $802 total

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Top Winter Garden 5 Star hotels

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

14200 Bonnet Creek Resort Lane Orlando FL

Fully refundableReserve now, pay when you stay

$368 nightly

$414 total

Oct 4 - Oct 5

Total with taxes and fees

This luxury resort features a golf course, a full-service spa, and 6 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...

Conrad Orlando at Evermore

1500 Eastbeach Way Orlando FL

Fully refundableReserve now, pay when you stay

$404 nightly

$454 total

Sep 26 - Sep 27

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 ...

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

10100 Dream Tree Blvd. Lake Buena Vista FL

Fully refundableReserve now, pay when you stay

$995 nightly

$1,119 total

Sep 20 - Sep 21

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, ...

The Ritz-Carlton Orlando, Grande Lakes

4012 Central Florida Parkway Orlando FL

Fully refundableReserve now, pay when you stay

$479 nightly

$539 total

Oct 9 - Oct 10

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 ...

ette hotel

3001 Sherberth Rd Kissimmee FL

Fully refundableReserve now, pay when you stay

$250 nightly

$284 total

Sep 30 - Oct 1

Total with taxes and fees

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...

9.6/10 Exceptional! (495 reviews)

"We loves our stay. However, this is def not a 5 star restaurant. As I have stated, I have stayed at a 5 star before and this hotel is not. My main reason being is because of cleanliness. As soon as we walked in, I noticed what had looked like something was spilled on the floor,. Then when we went ..."

Reviewed on Sep 12, 2026

Reunion Resort & Golf Club

7593 Gathering Drive Kissimmee FL

$305 nightly

$346 total

Sep 16 - Sep 17

Total with taxes and fees

This luxury aparthotel features a golf course, free water park access, and 7 restaurants. Bring the family and enjoy the lazy river, mini golf, and kid-friendly ...

Encore Resort and Water Park at Reunion by Rentyl

7635 Fairfax Dr Kissimmee FL

Fully refundableReserve now, pay when you stay

$780 nightly

$885 total

Sep 16 - Sep 17

Total with taxes and fees

This smoke-free resort features free water park access, a full-service spa, and 2 restaurants. There's fun for all ages with a free kid's club and a children's ...

Disney's Beach Club Resort

1800 Epcot Resort Blvd Lake Buena Vista FL

$713 nightly

$802 total

Sep 16 - Sep 17

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! (718 reviews)

"The best"

Reviewed on Sep 11, 2026

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

2629 Reading Trail 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. ...

8.6/10 Excellent! (4 reviews)

"The host never came to fix the refrigerator and was told 5Bd and was only 4"

Reviewed on Jul 12, 2026

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Disney's Beach Club Villas

1800 Epcot Resort Blvd Lake Buena Vista FL

$713 nightly

$802 total

Sep 16 - Sep 17

Total with taxes and fees

This luxury aparthotel features a private beach, a marina, and 3 restaurants. Bring the family and enjoy the children's club, children's pool, and free theme ...

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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.

Winter Garden 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 Garden 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 Garden 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 Garden 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.