Overview: Kissimmee, FLKissimmee, FL (United States of America) is a place with a tropical climate. The day temperatures range from 22 °C (72 °F) in January to 33 °C (92 °F) in July. The least rainy month in Kissimmee, FL is April with its 5 days of rain, the rainiest month is August, when it rains 16 days. Temperatures during the night go from 9 °C (48 °F) in January to 23 °C (73 °F) in August.