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Tonight Nov 29 - Nov 30
Next weekend Dec 4 - Dec 6

Featured Kissimmee 5 Star hotels

Price for 1 night 2 adults*

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Encore Resort at Reunion

Encore Resort at Reunion

5.0 out of 5.0 7635 Fairfax Dr, Kissimmee, FL
4.4/5
(5 Reviews)
Free water park access, 2 restaurants, and 2 outdoor tennis courts are all featured at this luxury resort. Bring the family and enjoy the free kid's club, children's pool, and free theme park shuttle. Enjoy the outdoor pool and perks like free self parking and free WiFi.
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$179

Dec 12 - Dec 13

Per night/room

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5.0 out of 5.0 7593 Gathering Drive, Kissimmee, FL
4.2/5
(15 Reviews)
This luxury resort features a golf course, free water park access, and a full-service spa. There's fun for all ages with a lazy river and a children's club, and supervised childcare is an added bonus. Enjoy a meal in one of the 8 restaurants and perks like free WiFi.
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The Bear's Den Resort Orlando

The Bear's Den Resort Orlando

5.0 out of 5.0 7880 Nicklaus Clubhouse Lane, Kissimmee, FL
A golf course and a restaurant are featured at this luxury vacation home. Enjoy the outdoor pool and perks like free self parking and free WiFi. You'll appreciate the fitness center, bar/lounge, and coffee shop.
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$168

Dec 16 - Dec 17

Per night/room

4BR Luxury home, Themed rooms -10 Minutes to Disney

4BR Luxury home, Themed rooms -10 Minutes to Disney

5.0 out of 5.0 2609 Gala Road North Unit 102, Kissimmee, FL
This villa features an outdoor pool and a fitness center. Free self parking, a garden, and a picnic area are also offered.
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Free Waterpark. 10 min to Disney - luxury townhome

Free Waterpark. 10 min to Disney - luxury townhome

5.0 out of 5.0 3081 Rosie O Grady Court, Kissimmee, FL
Free water park access and an outdoor pool are featured at this luxury villa. Enjoy the 24-hour fitness center and perks like free self parking. A garden, a picnic area, and barbecue grills are also on offer.
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$275

Dec 1 - Dec 2

Per night/room

Themed Luxury Villa - 3m to Disney-Private pool

Themed Luxury Villa - 3m to Disney-Private pool

5.0 out of 5.0 8491 Oasis Key Cove, Kissimmee, FL
An outdoor pool, free self parking, and barbecue grills are featured at this villa. A garden and a picnic area are also provided.
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Free water park. Luxury 2BR - 10 minutes to Disney

Free water park. Luxury 2BR - 10 minutes to Disney

5.0 out of 5.0 3191 Sea World Court, Kissimmee, FL
Free water park access and an outdoor pool are featured at this smoke-free villa. Enjoy the fitness center and perks like free self parking. A garden, a picnic area, and barbecue grills are also on offer.
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$359

Dec 13 - Dec 14

Per night/room

Themed luxury Villa - Disney World

Themed luxury Villa - Disney World

5.0 out of 5.0 112 Madiera Beach Boulevard, Kissimmee, FL
This villa features an outdoor pool and a fitness center. Free self parking and a terrace are also offered on site.
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Luxury 4BR townhome - Gated resort - Disney World

Luxury 4BR townhome - Gated resort - Disney World

5.0 out of 5.0 4561 Yellowgold Road East, Kissimmee, FL
This villa features an outdoor pool and a fitness center. Free self parking, a garden, and a picnic area are also offered.
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Royal Mansion at Storey Lakes by Orlando Short Term

Royal Mansion at Storey Lakes by Orlando Short Term

5.0 out of 5.0 2933 Fable street, Kissimmee, FL
A fitness center is featured at this vacation home, along with laundry facilities. Take advantage of the free self parking.
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Cruden Villa Champions Gate 8833

Cruden Villa Champions Gate 8833

5.0 out of 5.0 8833 Cruden Bay Court, Kissimmee, FL
A full-service spa and an outdoor pool are featured at this luxury villa. Enjoy the fitness center and perks like free self parking.
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Enchanted Storey Lake Villa

Enchanted Storey Lake Villa

5.0 out of 5.0 4877 Romeo Circle, Kissimmee, FL
This vacation home features an outdoor pool and a fitness center. Take advantage of the self parking.
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Five Star Hotels in Kissimmee

Looking for your own little slice of heaven during your next trip? Check out all the best 5 star hotels in Kissimmee to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the five star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Kissimmee 5 star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5 star hotels in Kissimmee before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

Recent Kissimmee hotel reviews by fellow wanderers

Polynesian Isles by Diamond Resorts

5.0 Travelocity Verified Review
Second time staying here. Staff is kind and caring. Property is easy to find and well maintained. Rooms are spacious, clean and comfortable. Beautiful Christmas decorations too
3 days ago by A verified traveler from Palm Bay, FL
Open Polynesian Isles by Diamond Resorts hotel guest reviews

Maingate Lakeside Resort

4.0 Travelocity Verified Review
Due to Cornavirus, I was disappointed that breakfast was canceled.
3 weeks ago by A verified traveler from Columbus, OH
Open Maingate Lakeside Resort hotel guest reviews

Champions World Resort

5.0 Travelocity Verified Review
Everithing perfect.. Love the pool area.. No issues
4 weeks ago by A verified traveler from Worcester, MA
Open Champions World Resort hotel guest reviews

Galleria Palms Hotel

5.0 Travelocity Verified Review
There was no way to summon staff from the front desk so after waiting a few minutes for someone to check in, I ended up knocking on the door to the office to get someone to come out to assist me. The pool was nice and very clean. I guess because of COVID-19, there was no breakfast included, but that wasn't mentioned on any signage at the hotel.
4 weeks ago by A verified traveler from Saint Augustine FL
Open Galleria Palms Hotel hotel guest reviews

Motel 6 Kissimmee, FL - Orlando

5.0 Travelocity Verified Review
It was perfect for the price. maybe a microwave for little things
1 month ago by A verified traveler from Florida
Open Motel 6 Kissimmee, FL - Orlando hotel guest reviews

Holiday Inn Express & Suites Orlando-South Lake Buena Vista

5.0 Travelocity Verified Review
Outstanding, helpful staff, nice pool, great clean room. We were very pleased.
2 months ago by A verified traveler from Raleigh, NC
Open Holiday Inn Express & Suites Orlando-South Lake Buena Vista hotel guest reviews

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.