My parents are on the verge of retiring in Clearwater and they're trying to persuade their children to come with them. My sister and her family are already considering it. I'm pretty skeptical about the whole thing, being single, nearing 30, and having lived in a city (Chicago proper) for the entirety of my life. It seems like a good move, financially, though I know two people who say they hate Florida (one from Tampa who couldn't wait to leave) and I can only guess that it's as terrible as you say. Should I suck it up and move anyway? I'm already somewhat socially withdrawn and it would be good to be near my parents in their old age.
Why not live somewhere where you can enjoy your life, and fly down to visit your parents? Flights to Florida are dirt cheap from the northeast or Spirit hubs (like $30-$120 round trip, you can't even drive to NYC from DC for that).
Even if you're socially withdrawn (hell, I am) you can get so much more out of life even on your own in a place where there's nature, culture, diversity, nice people. Where you don't have to drive four hours to get to another large metro area. And that's just one area of the U.S.
It's a big world out there. Moving to Florida is like throwing the world away. You only get one life, don't waste it.