Weather will likely play an important role when you plan your trip to Florida, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually April and March with an average temp of 66°F, while the coldest months are February and January with an average of 65°F. The rainiest months in Florida are October, June, August, and September, with each month seeing an average of 24 inches of rainfall.