This is the most accurate statement on investing in Florida I've seen. I have a son with autism so I live near NASA where autism rates are high and thus services for him are the best in frankly the Eastern half of the US. I like the particular community I'm in for now for what he needs, but I will probably choose St. Augustine at some point. I'll take an aged port in a 200-year-old masonry wine grotto over a margarita at a tiki bar. Prices are high right now but they are stagnating while rents are continuing to rise.
I saw your comment re the Midwest and I get where your mind is at. One thing about the Midwest that is an advantage over Florida is the weather isn't out to destroy everything you own, generally. Even "good" weather here eats everything. Construction has risen to combat that but it still exists. Frankly if you had a modern Florida built house in the Midwest it'd last forever, through tornadoes and all. You might also want to be wary of HOAs. We don't have local zoning like most states. In fact the most recent update to our building code took away a lot of local code authority. What we do have to make up for that is a robust HOA bylaws.