I live in Sarasota Cty, which is just south of Anna Maria Island. AMI is a beautiful place, small little beach town/village. It will probably take 1-1/2 hrs or so to get there. It is not right off the interstate either. You will have to drive through Tampa or Bradenton. I have never stayed there, but I have driven through a few times. It's very much a place where you spend your time outside, so if the weather is iffy, you probably don't want to head over that way. I'm not sure when you are planning on visiting, but the weather really can make or break your trip. If it's winter, it can be downright cold and windy (or warm and humid - but hey that's FL for you!). If spring, can be nice at times, but very temperamental. Summer is hot, humid, and stormy (think hurricane season!). Fall is nice, usually humidity is less, hot during the day, but beautiful in the evenings. One thing is for sure - you will see some of the most beautiful sunsets ever! Have fun in your planning!