Find and compare 5 Star hotels in Kissimmee

Start date: Check-in selected.
To Date
End date: Check-out

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

This weekend
Next weekend

Featured Kissimmee 5 Star hotels

ette hotel

ette hotel

5 out of 5
3001 Sherberth Rd Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is CA $535 per night from Feb 6 to Feb 7
CA $535
CA $608 total
Feb 6 - Feb 7
includes taxes & fees
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 ...
9.6/10 Exceptional! (401 reviews)
Great experience!

Reviewed on Jan 27, 2026

Opens in a new windowette hotel
Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl

5 out of 5
7635 Fairfax Dr Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is CA $339 per night from Feb 6 to Feb 7
CA $339
CA $974 total
Feb 6 - Feb 7
includes taxes & fees
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. ...
8.2/10 Very Good! (1,001 reviews)
This is our 5th year coming and we had a great time like always! The boys love the heated pool! Staff is always so friendly! See you next year!

Reviewed on Feb 1, 2026

Opens in a new windowEncore Resort and Water Park at Reunion by Rentyl
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
7593 Gathering Drive Kissimmee FL
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. ...
8.6/10 Excellent! (1,468 reviews)
Easy check in and I enjoyed the restaurants! The room was also well kept. Very clean.

Reviewed on Jan 27, 2026

Opens in a new windowReunion Resort & Golf Club
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

5 out of 5
4721 Clock Tower Drive Kissimmee FL
Book a stay at this luxury condo in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Disney Springs™ are located ...
8.4/10 Very Good! (11 reviews)
Very roomy, clean and equipped apartment, worth for the money paid.

Reviewed on Jan 8, 2026

Opens in a new windowGorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
The Bear's Den Resort Orlando

The Bear's Den Resort Orlando

5 out of 5
7880 Nicklaus Clubhouse Lane Kissimmee FL
Book a stay at this luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and a golf course. Popular attractions ESPN Wide World of Sports Complex ...
Great place , I recommend it to everyone.

Reviewed on Jan 8, 2025

Opens in a new windowThe Bear's Den Resort Orlando
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

5 out of 5
3191 Paradox Cir #404 Kissimmee FL
Book a stay at this luxury apartment in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Old Town and Disney Springs™ ...
8.6/10 Excellent! (6 reviews)
This place was great. We stayed here for 6 nights in Jan 2026. Family of 4. We were able to check in a couple hours early - thank you Wonder Vacations team. The place is spacious and airy and was prepared very well for our arrival: everything was clean and tidy. It is newly renovated condo with updated ...

Reviewed on Jan 26, 2026

Opens in a new windowGorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
Stunning 2 Bd Condo Close to Disney 304 3191

Stunning 2 Bd Condo Close to Disney 304 3191

5 out of 5
3191 Paradox Circle Kissimmee FL
Book a stay at this luxury condo in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Disney Springs™ are located ...
Never again
First of all, I never leave reviews. However, this time I felt it was necessary. 1. The property is listed as "adults only"; however, if you read other peoples reviews they mention kids. The tenants above us has kids so this is confusing. We did not have any kids with us. We had to provide id's and ...

Reviewed on Dec 27, 2024

Opens in a new windowStunning 2 Bd Condo Close to Disney 304 3191
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

5 out of 5
3131 Paradox Circle Kissimmee FL
Book a stay at this luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Old Town and Disney Springs™ are ...
10/10 Exceptional! (4 reviews)
It was a clean and nice

Reviewed on Sep 13, 2025

Opens in a new windowLuxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

5 out of 5
4836 Dedication Street Kissimmee FL
Book a stay at this luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Disney Springs™ are ...
9/10 Wonderful! (13 reviews)
Clean, loved the pool

Reviewed on Sep 18, 2025

Opens in a new windowGorgeous 4 Bedroom w/ Pool Close to Disney 4836
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

5 out of 5
4475 Scene Ln Kissimmee FL
Book a stay at this luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Old Town and Disney ...
7.6/10 Good! (5 reviews)
First off the house was not clean. It was only clean where a vacuum can fit. Behind all toilets was dirty, every shower had hair from previous guests. We have a three year old so we were in a rush to leave to get on our cruise and left behind our iPad. We wrote and apparently a cleaner took over ...

Reviewed on Dec 11, 2025

Opens in a new windowGorgeous 4Bd with Pool @ Storey Lake Resort 4475
Don't see what you're looking for?
See all available properties in Kissimmee
View all properties
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.

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