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5 Star Hotels in Kissimmee

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Featured 5 Star Kissimmee Hotels

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
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
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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Marvelous 4Bd with Pool at Storey Lake Resort 2601
5 out of 5
  • 11 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 Disney Springs™ and ...
Opens in a new windowMarvelous 4Bd with Pool at Storey Lake Resort 2601
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
5 out of 5
  • 11 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 Disney Springs™ and ...
Opens in a new windowGorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
Book a stay at this luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Disney Springs™ and ...
Opens in a new windowFantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
Gorgeous 2 Bedroom Apartment Close to Disney 305 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 Disney Springs™ and Epcot® are located ...
Opens in a new windowGorgeous 2 Bedroom Apartment Close to Disney 305 3191
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Book a stay at this luxury villa in Kissimmee. Enjoy free WiFi, free parking, and free water park access. Popular attractions Disney Springs™ and ESPN Wide World ...
Opens in a new window2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
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 ESPN Wide World of Sports Complex and Disney ...
Opens in a new window7 Bedroom Villa, Private Pool, Resort Amenities
Amazing 4Bd Screened Pool Close to Disney 4572
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 Disney Springs™ and ...
Opens in a new windowAmazing 4Bd Screened Pool Close to Disney 4572
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 Disney Springs™ and ESPN Wide ...
Opens in a new windowLuxurious 2 Bd Close to Disney @ Storey Lake 204 3131
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 Disney Springs™ and Epcot® are located ...
Opens in a new windowStunning 2 Bd Condo Close to Disney 304 3191
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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 $304.

  • 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.