Search for Cheap Deals on
5 Star Hotels in Kissimmee

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!


Featured 5 Star Kissimmee Hotels

ette hotel
5 out of 5
Fully refundableReserve now, pay when you stay
  • 13 min drive from Old Town
The price is $482 per night from Jan 23 to Jan 24
$482
includes taxes & fees
Jan 23 - Jan 24
Stay at this 5-star luxury hotel in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
ette hotel
Reunion Resort & Golf Club
5 out of 5
  • 16 min drive from Old Town
The price is $371 per night from Feb 3 to Feb 4
$371
includes taxes & fees
Feb 3 - Feb 4
Stay at this 5-star luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. ...
Reunion Resort & Golf Club
Encore Resort at Reunion
5 out of 5
  • 14 min drive from Old Town
Stay at this 5-star luxury resort in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Encore Resort at Reunion
Save an average of 15% on thousands of hotels when you're signed in
Family Vacation Home, Water Park+Endless Amenities
5 out of 5
  • 5 min drive from Old Town
Stay at this 5-star luxury villa in Kissimmee. Enjoy free WiFi, free parking, and free water park access. Popular attractions Disney Springs™ and ESPN Wide World ...
Family Vacation Home, Water Park+Endless Amenities
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
5 out of 5
  • 7 min drive from Old Town
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Disney Springs™ and ESPN Wide ...
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Gorgeous 5Bd Screened Pool at Champions Gate 1125
5 out of 5
  • 24 min drive from Old Town
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Mystic Dunes Golf Club ...
Gorgeous 5Bd Screened Pool at Champions Gate 1125
The Bear's Den Resort Orlando
5 out of 5
  • 16 min drive from Old Town
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and a golf course. Popular attractions ESPN Wide World of Sports and Disney's ...
The Bear's Den Resort Orlando
Amazing 4Bd Screened Pool Close to Disney 4572
5 out of 5
  • 10 min drive from Old Town
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Disney Springs™ and ...
Amazing 4Bd Screened Pool Close to Disney 4572
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
5 out of 5
  • 10 min drive from Old Town
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Disney Springs™ and ...
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
5 out of 5
  • 11 min drive from Old Town
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Disney Springs™ and ...
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
Stay at this 5-star luxury apartment in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Disney's Animal Kingdom® ...
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
5 out of 5
  • 11 min drive from Old Town
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Disney Springs™ and ...
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Don't see what you're looking for?
See all available properties in Kissimmee
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.

5-Star Hotel in Kissimmee

It’s time. No more meh motels and so-so stays. This vacation it’s all about living it up, and that starts with a great hotel. You want first-class service and award-winning restaurants. Well, let us introduce you to a 5-star hotel in Kissimmee.

So nice you’ll blink twice

What makes a hotel worthy of supreme star-age? For starters, the service has to be top-notch and personalized. These hotels often have 24-hour room service, a welcome gift upon your arrival, and help you with your bags—even if you travel light.

Are they nicer? Heck yeah, they are! Most 5-star hotels have jaw-dropping aesthetics that give an authentic feel of class. And we’re not talking about that faux-gold soap dish your Aunt Tilda puts out for the guests—it’s the real deal.

Stars in your eyes

Are 5-stars hotels worth it? If you like the finer things in life, then yes, they sure are. But we also know you’re the type that likes to get your caviar on a fish stick budget. We’re right there with you, and that is why we make it easy to find the best 5-star hotel in Kissimmee for you. Sort by:

  • Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $371.

  • Amenities: Kissimmee skyline view? Maybe a heated indoor pool? Looking for a Michelin-star restaurant? Search for the hotels that have the amenities you desire.

  • Hotwire Hot Rate: We’ll tell you the name of the hotel after you book, and you might just save a ton.

When you’re looking for the top 5-star hotels in Kissimmee—but don’t want to pay top dollar—let us help you out. You can get that posh palace of your dreams, and have money left to take on Kissimmee your way.