Vacation rentals in Kissimmee
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Travel insights for holiday rentals in Kissimmee
Use these up-to-date, data-driven insights about booking a holiday 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 October ($111). Conversely, the most expensive month to stay in Kissimmee is December ($257).
What is the cheapest day to stay in a vacation rental in Kissimmee?
The cheapest day to stay in Kissimmee is Sunday ($107). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $246.
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 $88 per night.
Cheapest holiday 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 $141 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 30 aprile 2025
For those on a budget, these are the cheapest vacation rentals available in Kissimmee for the selected dates. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
Show all 20,196 holiday rentals
$141
Avg. per night
Other accommodations in Kissimmee
Find the perfect holiday rental for your stay in Kissimmee. There are 20,196 hotels in Kissimmee and price data was last updated on 30 aprile 2025. The average price for a hotel in Kissimmee is $166/night.
Show all 20,196 stays
Kissimmee, FL, United States
4.6 km from city centre
Air conditioning
$142
Avg. per night
4944 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
7.0 km from city centre
Free Wi-Fi
Parking
$28
Avg. per night
3151 Pantanal Lane, Kissimmee, FL, United States
17.7 km from city centre
Free Wi-Fi
Parking
$240
Avg. per night
7430 Brooklyn Drive, Kissimmee, FL, United States
17.5 km from city centre
Free Wi-Fi
Parking
$246
Avg. per night
3045 Polynesian Isle Boulevard, Kissimmee, FL, United States
8.6 km from city centre
Free Wi-Fi
Parking
$124
Avg. per night
7769 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
17.9 km from city centre
Free Wi-Fi
Parking
$47
Avg. per night
7593 Gathering Drive, Kissimmee, FL, United States
17.2 km from city centre
Free Wi-Fi
$180
Avg. per night
5000 Avenue Of The Stars, Kissimmee, FL, United States
7.2 km from city centre
Free Wi-Fi
$124
Avg. per night
7455 West Irlo Bronson Highway, Kissimmee, FL, United States
16.8 km from city centre
Free Wi-Fi
Air conditioning
$51
Avg. per night