As Florida residents, we get a cheaper rate. There are a few different options as far as that goes.
There is an annual pass, which is the most expensive option and you can go as much as you want for a whole year any time with no black out dates.
Then there's what we do, which is a FL Resident Seasonal Pass. It's around $250, and you can go as much as you want except for blackout dates. The blackout dates are the 2 weeks before Christmas, the 2 weeks around Easter and the majority of the summer. None of those are times when we would go to Disney anyway due to the crowds and/or the heat. We've already gone 9 days since last Thanksgiving, and are going to do a few more before the pass expires.
There's also one where you can go as much as you want after 4PM. It's probably something I would consider if we lived in Orlando, because that's after naptime and the nighttime events are pretty fun.
That was a very long-winded answer. But when you do take your little one, I'd be happy to give recommendations and whatnot.