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5 Star Hotels in Kissimmee

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Featured 5 Star Kissimmee Hotels

Reunion Resort & Golf Club
5 out of 5
  • 16 min drive from Old Town
The price is $364 per night from Apr 21 to Apr 22
$364
includes taxes & fees
Apr 21 - Apr 22
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
ette hotel
5 out of 5
Fully refundableReserve now, pay when you stay
  • 13 min drive from Old Town
The price is $372 per night from Apr 11 to Apr 12
$372
includes taxes & fees
Apr 11 - Apr 12
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
Encore Resort and Water Park At Reunion by Rentyl
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 and Water Park At Reunion by Rentyl
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Splendid 5Bd Close to Disney at Storey Lake 4251
5 out of 5
  • 11 min drive from Old Town
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Orlando Vineland Premium ...
Splendid 5Bd Close to Disney at Storey Lake 4251
Margarita Porch Paradise
5 out of 5
  • 16 min drive from Old Town
Stay at this 5-star luxury cottage in Kissimmee. Enjoy free WiFi, free parking, and a casino. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN ...
Margarita Porch Paradise
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 Old Town and Disney ...
Amazing 4Bd Screened Pool Close to Disney 4572
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
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 Old Town and Disney Springs™ are ...
Family Vacation Home, Water Park+Endless Amenities
7 Bedroom Villa, Private Pool, Resort Amenities
5 out of 5
  • 9 min drive from Old Town
Stay at this 5-star luxury villa in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and ESPN Wide World of Sports are ...
7 Bedroom Villa, Private Pool, Resort Amenities
Reunion Resort & Golf Club
5 out of 5
  • 16 min drive from Old Town
Stay at this 5-star luxury aparthotel in Kissimmee. Enjoy free valet parking, 10 outdoor pools, and a full-service spa. Popular attractions ESPN Wide World of ...
Reunion Resort & Golf Club
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
Stay at this 5-star luxury apartment in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Old Town and Orlando Vineland ...
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
Marvelous 4Bd with Pool at Storey Lake Resort 2601
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 Old Town and Orlando ...
Marvelous 4Bd with Pool at Storey Lake Resort 2601
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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 $364.

  • 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.