Explore top 2026 5 Star Hotels in Winter Garden
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
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
$373 nightly
The price is $420 total per night from Jul 26 to Jul 27
$420 total
Jul 26 - Jul 27
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 ...
9.4/10 Exceptional! (571 reviews)
"We loved our stay at the Waldorf Astoria. Property is beautiful in and out. We loved the location. It was quiet and very safe. The Shuttle service to the different parks (Magic Kingdom, Animal Kingdom, Epcot and Hollywood Studios) and Disney Springs was very useful and drivers were super nice. Staff ..."
Reviewed on Jul 10, 2026
Conrad Orlando at Evermore
1500 Eastbeach Way Orlando FL
Fully refundableReserve now, pay when you stay
$479 nightly
The price is $539 total per night from Aug 5 to Aug 6
$539 total
Aug 5 - Aug 6
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! (493 reviews)
"Overall great property! Zero complaints"
Reviewed on Jul 6, 2026
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
10100 Dream Tree Blvd. Lake Buena Vista FL
Fully refundableReserve now, pay when you stay
$1,000 nightly
The price is $1,125 total per night from Jul 12 to Jul 13
$1,125 total
Jul 12 - Jul 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! (923 reviews)
"I am disputing the charges for my recent stay because the services and accommodations provided were materially different from what was advertised and represented prior to my arrival. I specifically chose this resort over several comparable luxury hotels because of its reputation for exceptional service ..."
Reviewed on Jul 9, 2026
The Ritz-Carlton Orlando, Grande Lakes
4012 Central Florida Parkway Orlando FL
Fully refundableReserve now, pay when you stay
$454 nightly
The price is $511 total per night from Jul 24 to Jul 25
$511 total
Jul 24 - Jul 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 ...
9.4/10 Exceptional! (1,004 reviews)
"This hotel is truly 5 star. Amazing in every way. Our family enjoyed everything. The staff was fantastic and the resort is beautiful."
Reviewed on Jul 10, 2026
ette hotel
3001 Sherberth Rd Kissimmee FL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $249 total per night from Aug 2 to Aug 3
$249 total
Aug 2 - Aug 3
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! (467 reviews)
"Great stay"
Reviewed on Jul 7, 2026
Reunion Resort & Golf Club
7593 Gathering Drive Kissimmee FL
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 ...
8.8/10 Excellent! (1,585 reviews)
"The property was clean and big. Had everything you would need."
Reviewed on Jul 9, 2026
Encore Resort and Water Park at Reunion by Rentyl
7635 Fairfax Dr Kissimmee FL
Fully refundableReserve now, pay when you stay
$609 nightly
The price is $691 total per night from Aug 4 to Aug 5
$691 total
Aug 4 - Aug 5
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 ...
8.4/10 Very Good! (1,008 reviews)
"This was a wonderful property! The hosts were incredibly friendly, welcoming, and helpful throughout our stay. My family truly enjoyed our time here and absolutely loved the property. We would definitely stay here again and highly recommend it to others."
Reviewed on Jul 9, 2026
Disney's Beach Club Resort
1800 Epcot Resort Blvd Lake Buena Vista FL
$461 nightly
The price is $518 total per night from Jul 12 to Jul 13
$518 total
Jul 12 - Jul 13
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! (712 reviews)
"Lovely resort and a fantastic staff. So close to Epcot and many dining choices. An exceptional pool area for all ages."
Reviewed on Jun 21, 2026
Disney's Beach Club Villas
1800 Epcot Resort Blvd Lake Buena Vista FL
$610 nightly
The price is $686 total per night from Jul 19 to Jul 20
$686 total
Jul 19 - Jul 20
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 ...
Marvelous 4Bd with Pool at Storey Lake Resort 2601
2601 Reading Trail 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 families ...
10/10 Exceptional! (6 reviews)
"Communication was great with the host! The property and included club house access was perfect for my family! We loved how spacious the home was and how we could easily walk to the club house. Everyone who worked at the gated community was friendly & we had a great time. We have to say that there ..."
Reviewed on Jun 11, 2026
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.
Recent Winter Garden hotel reviews by fellow wanderers
Home2 Suites by Hilton Orlando at Flamingo Crossings
5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Definitely, we’ll come back"
A verified traveler stayed at Home2 Suites by Hilton Orlando at Flamingo Crossings
More ways to wander Winter Garden
Flights to Winter Garden
The best fares to get you there
Winter Garden Hotels
Winter Garden Vacation Rentals
Great Deals on Alternative Accommodations
Winter Garden Car Rentals
Affordable cars to get you around town
Winter Garden Vacations
Save more by combining flights, hotels and cars
Things to do in Winter Garden