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 September (S$ 157). Conversely, the most expensive month to stay in Kissimmee is February (S$ 336).
What is the cheapest day to stay in a vacation rental in Kissimmee?
The cheapest day to stay in Kissimmee is Wednesday (S$ 195). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is S$ 254.
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 S$ 100 per night.
Other accommodations in Kissimmee
Find the perfect holiday rental for your stay in Kissimmee. There are 20,001 hotels in Kissimmee and price data was last updated on 14 June 2025. The average price for a hotel in Kissimmee is S$ 190/night.
Show all 20,001 stays
5000 Avenue Of The Stars, Kissimmee, FL, United States
7.2 km from city centre
Free Wi-Fi
S$ 159
Avg. per night
7593 Gathering Drive, Kissimmee, FL, United States
17.2 km from city centre
Free Wi-Fi
S$ 231
Avg. per night
5005 Kyng's Heath Road, Kissimmee, FL, United States
7.5 km from city centre
Free Wi-Fi
S$ 206
Avg. per night