Not sure if you have been to Florida before, or looking for places to go, but can I suggest Old Town in Kissimee.
Free to park and free to get in.
Best way to describe it is like going back into the days of Rock and Roll and the movie Grease.
Best time to go is when they have the car rallies. Lots of old cars from the 50s and 60 and 70s in a parade. Even if you are not into cars to see car after car all done up is an amazing site.
There is an old fashioned high street like from a town in the wild west, plus a fun fair, places to eat, shops to mooch, street entertainers, live bands and so on.
Web site here
http://www.old-town.com/
It does get very busy when the car rallies are on so get there early or park some distance away and walk.
More about car rally here
http://www.old-town.com/classic.html