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 May ($96). Conversely, the most expensive month to stay in Kissimmee is March ($231).
What is the cheapest day to stay in a vacation rental in Kissimmee?
The cheapest day to stay in Kissimmee is Sunday ($98). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $143.
How far ahead should you book a vacation rental in Kissimmee?
Save money by booking a vacation rental at least 32 days before your trip to Kissimmee. The lowest price found when booking 32 days ahead was $78 per night.
Other accommodations in Kissimmee
Find the perfect holiday rental for your stay in Kissimmee. There are 22,081 hotels in Kissimmee and price data was last updated on 11 July 2025. The average price for a hotel in Kissimmee is $143/night.
7593 Gathering Drive, Kissimmee, FL, United States
17.2 km from city centre
Free Wi-Fi
$188
Avg. per night
5000 Avenue Of The Stars, Kissimmee, FL, United States
7.2 km from city centre
Free Wi-Fi
$125
Avg. per night
5005 Kyng's Heath Road, Kissimmee, FL, United States
7.5 km from city centre
Free Wi-Fi
$148
Avg. per night
4944 West Irlo Bronson Memorial Highway, Kissimmee, FL, United States
7.0 km from city centre
Free Wi-Fi
Parking
$63
Avg. per night
7430 Brooklyn Drive, Kissimmee, FL, United States
17.5 km from city centre
Free Wi-Fi
Parking
$246
Avg. per night
7700 Westgate Boulevard, Kissimmee, FL, United States
17.7 km from city centre
Free Wi-Fi
Parking
$109
Avg. per night