Find and compare 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
Top Winter Garden 5 Star hotels
Conrad Orlando
1500 Eastbeach Way, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
The price is $487 per night
$487
per night
May 9 - May 10
This luxury hotel features a private beach, a golf course, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring the family and enjoy the children's club, children's pool, and waterslide.
Waldorf Astoria Orlando
14200 Bonnet Creek Resort Lane, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
The price is $367 per night
$367
per night
May 10 - May 11
This luxury hotel 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 will appreciate the onsite laundry facilities. Enjoy the 2 outdoor pools and perks like a free theme park shuttle.
Hot Tub
Pet friendly
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
10100 Dream Tree Blvd., Lake Buena Vista, FL
Free Cancellation
Reserve now, pay when you stay
The price is $1,235 per night
$1,235
per night
May 5 - May 6
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, and babysitting is an added bonus. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking.
Hot Tub
Pet friendly
The Ritz-Carlton Orlando, Grande Lakes
4012 Central Florida Parkway, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
The price is $443 per night
$443
per night
May 10 - May 11
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 will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the business center, express check-in, and airport shuttle.
Encore Resort at Reunion
7635 Fairfax Dr, Kissimmee, FL
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 pool, and barbecue grills are available on site. Enjoy the 2 outdoor tennis courts and perks like free self parking and a free theme park shuttle.
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 dining. Relax with a drink at one of the 2 poolside bars and enjoy the 11 outdoor pools and gym.
The Bear's Den Resort Orlando
7880 Nicklaus Clubhouse Lane, Kissimmee, FL
A golf course and a restaurant are featured at this luxury vacation home. Enjoy the outdoor pool and perks like free self parking and free WiFi. You'll appreciate the gym, bar/lounge, and coffee shop.
Endless Summer at Margaritaville
3156 Salted Rim Rd, Kissimmee, FL
Free WiFi in public areas is available at this vacation home. Take advantage of the free self parking.
Family Vacation Home, Water Park, Endless Resort Amenities
2609 Gala Road North Unit 102, Kissimmee, FL
This villa features an outdoor pool and a gym. Free self parking, a garden, and a picnic area are also offered.
House of Fun at Windsor Westside
2427 Dubai St, Kissimmee, FL
This vacation home features an outdoor pool and a gym. Take advantage of the free self parking.
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
3191 Sea World Court, Kissimmee, FL
Free water park access and an outdoor pool are featured at this luxury villa. Bring the family and enjoy the free kid's club, waterslide, and playground. Enjoy the gym and perks like free self parking.
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.
Winter Garden hotels essential information
Accommodation | 55,050 hotels |
|---|---|
Lowest Price | $367 |
Highest Price | $1,235 |
Popular hotels | Conrad Orlando, Waldorf Astoria Orlando, Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort, The Ritz-Carlton Orlando, Grande Lakes, Encore Resort at Reunion, Reunion Resort & Golf Club, The Bear's Den Resort Orlando, Endless Summer at Margaritaville, Family Vacation Home, Water Park, Endless Resort Amenities, House of Fun at Windsor Westside, 2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms, Mickey's Terrace at Bahama Bay |
Recent Winter Garden hotel reviews by fellow wanderers
Hyatt Regency Orlando International Airport
5 out of 5
Posted 9 hours ago
Travelocity Verified Review
"After having our flight canceled, it was the perfect option for staying over and catching our flight in early the next morning"
A verified traveler stayed at Hyatt Regency Orlando International Airport
Types of hotels
Hotels near…
Hotels by star rating
Areas of Winter Garden
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
Most popular
Hotels
Cheap Hotels in St. AugustineCheap Hotels in Key WestSiesta Key Beach Resorts & HotelsDaytona Beach Beach Resorts & HotelsKey West All Inclusive Resorts & HotelsCheap Hotels in West Palm BeachPanama City Beach Resorts & HotelsCocoa Beach Beach Resorts & HotelsKey West Beach Resorts & HotelsCheap Hotels in GainesvilleCheap Hotels in PensacolaCheap Hotels in TallahasseePensacola Beach Resorts & HotelsCheap Hotels in SarasotaFort Myers Beach Resorts & HotelsCheap Hotels in NaplesDestin Beach Resorts & HotelsCheap Hotels in Destin
Flights
Cars
Packages
b47c64f2-3815-4f7c-9a2a-d5f1d55bd4d70172ee9d-b37c-441b-af16-ad2583e8bc68