Vacation rentals in Kissimmee
Search and compare Kissimmee, FL vacation rentals from hundreds of travel sites on HotelsCombined and save.
Kissimmee, United States
30 Apr — 1 May2
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Travel insights for vacation rentals in Kissimmee
Use these up-to-date, data-driven insights about booking a vacation rental in Kissimmee including ideal times to book, pricing trends, and more.
What is the cheapest month to book a vacation rental in Kissimmee?
The cheapest month to book a vacation rental in Kissimmee is May (C$ 120). Conversely, the most expensive month to stay in Kissimmee is December (C$ 750).
What is the cheapest day to stay in a vacation rental in Kissimmee?
The cheapest day to stay in Kissimmee is Saturday (C$ 164). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is C$ 635.
How far ahead should you book a vacation rental in Kissimmee?
Save money by booking a vacation rental at least 19 days before your trip to Kissimmee. The lowest price found when booking 19 days ahead was C$ 122 per night.
Cheapest vacation rentals in Kissimmee, Florida
Discover affordable stays in Kissimmee that provide a quality experience without breaking the bank. Hotels in Kissimmee can be found for as low as C$ 201 per night. There is currently one property in Kissimmee that can be booked for this price. High Point World Resort is one of the hotels that can be booked for the lowest price in Kissimmee. Price data was last updated on 23 April 2025
These Kissimmee properties charge the lowest price per night of those we've come across. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Show all 20,154 vacation rentals
C$ 201
Avg. per night
Other accommodations in Kissimmee
Find the perfect vacation rental for your stay in Kissimmee. There are 20,154 hotels in Kissimmee and price data was last updated on 23 April 2025. The average price for a hotel in Kissimmee is C$ 233/night.
Show all 20,154 stays
3045 Polynesian Isle Boulevard, Kissimmee, FL, United States
8.6 km from city centre
Free Wi-Fi
Parking
C$ 167
Avg. per night
5245 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
8.1 km from city centre
Free Wi-Fi
C$ 220
Avg. per night
Kissimmee, FL, United States
5.3 km from city centre
Air Conditioning
C$ 278
Avg. per night
7769 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
17.9 km from city centre
Free Wi-Fi
Parking
C$ 59
Avg. per night
7593 Gathering Drive, Kissimmee, FL, United States
17.2 km from city centre
Free Wi-Fi
C$ 246
Avg. per night
2754 Florida Plaza Boulevard, Kissimmee, FL, United States
10.2 km from city centre
Free Wi-Fi
C$ 167
Avg. per night