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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 $478 per night from Dec 26 to Dec 27
$478
includes taxes & fees
Dec 26 - Dec 27
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 $446 per night from Jan 17 to Jan 18
$446
includes taxes & fees
Jan 17 - Jan 18, 2025
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 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
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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
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 Disney Springs™ are ...
Splendid 5Bd Close to Disney at Storey Lake 4251
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions ChampionsGate Golf ...
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
Family Friendly Four Bedroom w GameRoom @Disney 5145
5 out of 5
  • 5 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 ...
Family Friendly Four Bedroom w GameRoom @Disney 5145
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Stay at this 5-star luxury villa in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Disney Springs™ are located ...
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
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 private pools. Popular attractions Old Town and Disney Springs™ are ...
Gorgeous 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
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 ...
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
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
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 Old Town and Disney Springs™ are ...
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
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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 $446.

  • 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.