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Anna Maria Island, Florida Help

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My family and I are planning a trip to Anna Maria island in mid-February. I have a few questions:

1) Will it be warm enough then (barring freak weather) to enjoy the beach or should we try for March instead? Feb is more convenient for our schedules.
2) What's the real difference among Anna Maria, Holmes Beach, and Bradenton? We are considering renting a condo in Holmes Beach, though we had originally thought that we wanted to be in Anna Maria.
3) Is the trolley accessible throughout the island?
4) Any good suggestions for activities for a two-year-old other than beach and pool?
5) Any restaurant or even cafe recommendations? (We need our coffee!)

Thanks for your help!

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