Weather will likely play an important role when you plan your trip to Anna Maria, but bear in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 19°C. The rainiest months in Anna Maria are August, September, July and June, with each month seeing an average of 181 mm of rainfall.