May in Kissimmee averages a daily high of 31.4°C with nights around 19°C. Expect roughly 7 wet days totalling 104.7mm. Generally workable, with some weather to plan around.
Across the year, the best time to visit Kissimmee is November–April.
Based on KISSIMMEE 2, FL US (3.2km), 1995–2024. 28 years of May data.