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5 Star Hotels in Kissimmee

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Featured 5 Star Kissimmee Hotels

ette hotel
5 out of 5
Fully refundableReserve now, pay when you stay
  • 13 min drive from Old Town
Book a stay at this luxury hotel in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowette hotel
Encore Resort and Water Park at Reunion by Rentyl
5 out of 5
Fully refundableReserve now, pay when you stay
  • 14 min drive from Old Town
Book a stay at this luxury resort in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. ...
Opens in a new windowEncore Resort and Water Park at Reunion by Rentyl
Reunion Resort & Golf Club
5 out of 5
  • 16 min drive from Old Town
Book a stay at this luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowReunion Resort & Golf Club
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Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
Book a stay at this luxury condo in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Disney Springs™ are located ...
Opens in a new windowGorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
The Bear's Den Resort Orlando
5 out of 5
  • 16 min drive from Old Town
Book a stay at this luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and a golf course. Popular attractions ESPN Wide World of Sports Complex ...
Opens in a new windowThe Bear's Den Resort Orlando
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
Book a stay at this luxury apartment in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Old Town and Disney Springs™ ...
Opens in a new windowGorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
Stunning 2 Bd Condo Close to Disney 304 3191
5 out of 5
  • 8 min drive from Old Town
Book a stay at this luxury condo in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Disney Springs™ are located ...
Opens in a new windowStunning 2 Bd Condo Close to Disney 304 3191
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
5 out of 5
  • 7 min drive from Old Town
Book a stay at this luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Old Town and Disney Springs™ are ...
Opens in a new windowLuxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
5 out of 5
  • 7 min drive from Old Town
Book a stay at this luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Disney Springs™ are ...
Opens in a new windowGorgeous 4 Bedroom w/ Pool Close to Disney 4836
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
5 out of 5
  • 10 min drive from Old Town
Book a stay at this luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Old Town and Disney ...
Opens in a new windowGorgeous 4Bd with Pool @ Storey Lake Resort 4475
7 Bedroom Villa, Private Pool, Resort Amenities
5 out of 5
  • 9 min drive from Old Town
Book a stay at this luxury villa in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and ESPN Wide World of Sports Complex ...
Opens in a new window7 Bedroom Villa, Private Pool, Resort Amenities
Splendid 5Bd Close to Disney at Storey Lake 4251
5 out of 5
  • 11 min drive from Old Town
Book a stay at this luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Disney Springs™ are ...
Opens in a new windowSplendid 5Bd Close to Disney at Storey Lake 4251
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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.

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 $380.

  • 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.