Compare and book 5 Star hotels in Kissimmee, Orlando

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Top Kissimmee 5 Star Hotels

8 Bedroom Home Elite Near Water Park, Private Pool | Living room | Flat-screen TV
Encore Resort at Reunion
5.0 star property
8.4 out of 10, Very good, (723)
"The house was beautiful. The only issue found was that the furniture is outdated but other than that everything was great and the location is very convenient. "
Encore Resort at Reunion
Waterslide
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1119)
"Perfect for the family. "
The price is ₹20,966
per night
1 Jun - 2 Jun
Reunion Resort & Golf Club
Water park
Splendid 5Bd Close to Disney at Storey Lake 4251
5.0 star property
9.4 out of 10, Exceptional, (3)
"Excellent property . Really clean and lots of space. Really close to Disney and plenty of restaurants a short drive away. My only complaint is the communication for check in. I got message and phone call 30 mins before check in saying if I don't fill out check in form my booking would be cancelled. This really wasn't ideal as I was driving. After I did it I received so many text and emails to help with my stay. I was getting them from several different numbers. Then 3 hrs after checking out. 4...
Splendid 5Bd Close to Disney at Storey Lake 4251
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Property grounds
Endless Summer at Margaritaville
5.0 star property
10.0 out of 10, Exceptional, (5)
" Beautiful property lots of room perfect for our needs! "
Endless Summer at Margaritaville
7 Bedroom Home 18th Hole | Terrace/patio
The Bear's Den Resort Orlando
5.0 star property
7.6 out of 10, Good, (16)
"Great experience "
The Bear's Den Resort Orlando
Water park
Waterpark Near Disney - Luxury Townhome
5.0 star property
8.2 out of 10, Very good, (12)
"All the pool amenities and activities were great. The resort staff was great and stuck to the rules. I would say they could lighten up on the required tubes in the river and no jumping in the big pool. Place is for families and my kids got disappointed when they were asked to not jump in the pool at all, not even just a cannon ball. Im 41 and was told i needed a tube in the 3' lazy river. I was just walking around the river with my little kids"
Waterpark Near Disney - Luxury Townhome
Exterior
Chasing Adventures
5.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and roomy. Great location to Disney and lots of restaurants and stores. "
Chasing Adventures
Exterior
Family Vacation Home, Water Park, Endless Resort Amenities
5.0 star property
9.0 out of 10, Wonderful, (24)
"My entire family enjoyed our stay. The unit was spacious, comfortable, clean, and well equipped. The resort amenities kept the kids busy. The resort staff and security were friendly and helpful."
Family Vacation Home, Water Park, Endless Resort Amenities
Property grounds
Up to Scale at Margaritaville
5.0 star property
10.0 out of 10, Exceptional, (1)
"Otima experiência. Localização excelente. Facil acesso aos parques da Disney. Proxima a supermercados, restaurantes, e lojas. A casa é muito congortavel e o Check in e check out muito faceis de realizar. Retornaremos com certeza."
Up to Scale at Margaritaville
Luxury Villa, Multiple Bedrooms, Private Pool | Courtyard view
7 Bedroom Villa, Private Pool, Resort Amenities
5.0 star property
8.0 out of 10, Very good, (3)
"Everything was nice "
7 Bedroom Villa, Private Pool, Resort Amenities
Outdoor pool, pool loungers, lifeguards on site
Luxury 8Bd with Pool @ Sonoma Resort 2639
5.0 star property
2.0 out of 10, (1)
"The property had 8 bedrooms, only 2 were king size. All the beds are so low to the ground. The refrigerator was broken. The coffee table was broken. They charge a massive deposit. Then they send you an email after check out that they deducted money from your deposit and say that you have things damaged. I called the first day to tell them the defects and no one response. I wonder never recommend this place. "
Luxury 8Bd with Pool @ Sonoma Resort 2639
Outdoor pool
House of Fun at Windsor Westside
5.0 star property
10.0 out of 10, Exceptional, (1)
"Very Nice. Great communication."
House of Fun at Windsor Westside
Outdoor pool
House of Dreams at Windsor Westside
5.0 star property
8.0 out of 10, Very good, (1)
"We travelled with 2 other couples making the total 6 adults. The property was very nice with lots of room to accommodate all 6 of us quite nicely. We all had our private bathroom which worked great. The pool right off the living room was a treat alter had to pay extra for the heat and believe me we needed it if you wanted to get in it in the evening, which we did. The kitchen was lovely and spacious with a large island and all the convenience we needed. There was multiple tv’s throughout the...
House of Dreams at Windsor Westside
Outdoor pool
4 Bedroom Townhouse, Resort, 15 Mins to Disney, Themed Rooms perfect for Kids
5.0 star property
6.0 out of 10, (4)
"One of the toilets was broken, a fan was broken and we weren’t left with anything to maintain the cleanliness of the home while we were there for two weeks. The location was great and it was a perfect size home for my family. "
4 Bedroom Townhouse, Resort, 15 Mins to Disney, Themed Rooms perfect for Kids
Outdoor pool
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
5.0 star property
6.2 out of 10, (7)
"Overall OK but property in need of some upgrading. Needed to use kitchen pots as BBQ was a long way away and they were not clean."
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Outdoor pool
Storey Lake Resort 5br Cozy Home 2609
5.0 star property
8.0 out of 10, Very good, (1)
"Construcción "
Storey Lake Resort 5br Cozy Home 2609
Full-sized fridge, microwave, oven, stovetop
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
5.0 star property
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
Apartment, 2 Bedrooms | Private kitchen | Full-sized fridge, microwave, oven, stovetop
2 Bd Sleeps 8 Apartment Close to Disney 103 4751
5.0 star property
10.0 out of 10, Exceptional, (1)
"Great two bedroom apartment near Disney. We stayed for four nights, and it was very clean and comfortable. A little light on things like soap, shampoo, etc., but we had our own. Would stay there again."
2 Bd Sleeps 8 Apartment Close to Disney 103 4751
Terrace/patio
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
5.0 star property
4.0 out of 10, (1)
"The bathrooms were dirty. Property needs a major clean! Dishes (cups) in the cupboard had side stains on them. Overall it felt like the cleaning crew doesn’t clean well."
Themed 7 Bedroom Villa, 12 Min to Disney, Resort Access
Outdoor pool
Storey Lake Resort 8br Cozy Home With Theater 2703
5.0 star property
6.0 out of 10, (1)
Storey Lake Resort 8br Cozy Home With Theater 2703

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Stay in Luxury: 5 Star Hotels in Kissimmee

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Kissimmee trip. You'll join the multitudes of holidaymakers who have made Kissimmee so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Kissimmee and indulge in the finer things in life for a while.

5-Star Hotels in Kissimmee

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Kissimmee are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Kissimmee 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Kissimmee! Choose one of our Kissimmee 5-star hotels today and soothe yourself in luxe surroundings at your convenience.


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