Kissimmee 5-star Hotels
Compare rates for 5-star hotels in Kissimmee, FL from hundreds of popular travel sites on HotelsCombined.
Kissimmee, United States
2 May — 3 May2
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Travel insights for hotels in Kissimmee
Use these up-to-date, data-driven insights about booking a hotel in Kissimmee including ideal times to book, pricing trends, and more.
What is the cheapest month to book a hotel in Kissimmee?
The cheapest month to book a hotel in Kissimmee is September (C$ 217). Conversely, the most expensive month to stay in Kissimmee is February (C$ 514).
What is the cheapest day to stay in a hotel in Kissimmee?
The cheapest day to stay in Kissimmee is Thursday (C$ 294). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is C$ 410.
How much is a hotel in Kissimmee tonight?
Users have found prices for hotels in Kissimmee tonight starting as low as C$ 32, rising to an average cost of C$ 203, based on searches in the last 72 hours. Prices start from C$ 126 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 C$ 68/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as C$ 68/night. For a 4-star hotel in Kissimmee, the cheapest rate recently found was C$ 154/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 C$ 75 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 C$ 246 per night. Price data was last updated on 25 April 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
17.2 km from city centre
Free Wi-Fi
C$ 246
Avg. per night
7635 Fairfax Drive, Kissimmee, FL, United States
17.1 km from city centre
Free Wi-Fi
C$ 301
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 25 April 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
C$ 445
3151 Pantanal Lane, Kissimmee, FL, United States
C$ 333
7700 Westgate Boulevard, Kissimmee, FL, United States
C$ 123
3 stars
7470 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
C$ 92
7785 West US 192, Kissimmee, FL, United States
C$ 108
2775 Florida Plaza Boulevard, Kissimmee, FL, United States
C$ 143
5200 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
C$ 124
7769 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
C$ 60
2 stars and under
8536 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
C$ 77
4736 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
C$ 85
4669 West Irlo Bronson Highway, Kissimmee, FL, United States
C$ 72
7475 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
C$ 67
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 25 April 2025.
Looking for something less traditional for your stay? Find the perfect hostel or vacation rental for your trip in Kissimmee.
Show all 20,190 stays
7593 Gathering Drive, Kissimmee, FL, United States
17.2 km from city centre
Free Wi-Fi
C$ 246
Avg. per night
7635 Fairfax Drive, Kissimmee, FL, United States
17.1 km from city centre
Free Wi-Fi
C$ 301
Avg. per night
7880 Nicklaus Clubhouse Lane, Kissimmee, FL, United States
18.2 km from city centre
Free Wi-Fi
Parking
C$ 1,315
Avg. per night