Kissimmee 5-star Hotels
Compare rates for 5-star hotels in Kissimmee, FL from hundreds of popular travel sites on HotelsCombined.
Kissimmee, United States
May 7 — May 82
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Travel insights for hotels in Kissimmee
Use our HotelsCombined data-powered tips to help you find your next hotel in Kissimmee.
How much do hotels in Kissimmee cost?
The average price of a hotel in Kissimmee has been around $169/night over the last 3 days. You can expect year-round prices for a 5-star hotel in Kissimmee to be around $278/night, a 4-star hotel at $197/night, and a 3-star at $108/night on average.
What is the cheapest month to book a hotel in Kissimmee?
The cheapest month to book a hotel in Kissimmee is September ($122). Conversely, the most expensive month to stay in Kissimmee is February ($268).
What is the cheapest day to stay in a hotel in Kissimmee?
The cheapest day to stay in Kissimmee is Thursday ($150). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $212.
How much is a hotel in Kissimmee tonight?
Users have found prices for hotels in Kissimmee tonight starting as low as $30, rising to an average cost of $145, based on searches in the last 72 hours. Prices start from $98 for a 4-star hotel in Kissimmee for tonight.
How much is a Kissimmee hotel room this weekend?
In the past 72 hours, we’ve seen prices for hotels in Kissimmee this weekend for as little as $49/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as $49/night. For a 4-star hotel in Kissimmee, the cheapest rate recently found was $90/night for this weekend.
How far ahead should you book a hotel in Kissimmee?
Save money by booking a hotel at least 32 days before your trip to Kissimmee. The lowest price found when booking 32 days ahead was $54 per night.
Cheapest 5-star hotels in Kissimmee
Discover affordable 5-star hotels in Kissimmee that provide a quality experience without breaking the bank. 5-star hotels in Kissimmee can be found for as low as $176 per night. Price data was last updated on April 30, 2025
These are the lowest-priced 5-star hotels our users have recently found in Kissimmee. Prices may vary based on dates selected and hotel location.
Show all 11 5-star hotels
7593 Gathering Drive, Kissimmee, FL, United States
10.7 mi from city centre
Free Wi-Fi
$176
Avg. per night
7635 Fairfax Drive, Kissimmee, FL, United States
10.6 mi from city centre
Free Wi-Fi
$217
Avg. per night
Other star-rated hotels in Kissimmee
Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” have the most attractive prices based on their popularity. Price data was last updated on April 30, 2025.
Not set on a 5-star hotel? We’ve got plenty of other options for you to choose from. These are the most popular and best value properties in Kissimmee based on hotel class.
4 stars
6000 West Osceola Parkway, Kissimmee, FL, United States
$323
3151 Pantanal Lane, Kissimmee, FL, United States
$240
7700 Westgate Boulevard, Kissimmee, FL, United States
$87
3 stars
7769 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
$43
5678 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
$111
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
$68
4944 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
$29
2 stars and under
8536 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
$54
2880 North Poinciana Boulevard, Kissimmee, FL, United States
$61
4810 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
$58
4985 W. Irlo Bronson Memorial, Kissimmee, FL, United States
$56
7455 West Irlo Bronson Highway, Kissimmee, FL, United States
$51
Other accommodations in Kissimmee
Find deals on places to stay in Kissimmee that are not hotels. These are just a few of the most popular hostels and vacation rentals in the area. Pricing information was last updated on April 30, 2025.
Looking for something less traditional for your stay? Find the perfect hostel or vacation rental for your trip in Kissimmee.
Show all 20,196 stays
7593 Gathering Drive, Kissimmee, FL, United States
10.7 mi from city centre
Free Wi-Fi
$176
Avg. per night
7635 Fairfax Drive, Kissimmee, FL, United States
10.6 mi from city centre
Free Wi-Fi
$217
Avg. per night
7880 Nicklaus Clubhouse Lane, Kissimmee, FL, United States
11.3 mi from city centre
Free Wi-Fi
Parking
$949
Avg. per night