Interesting.
My g'pa bought a condo in a similar type of place in FL. My g'ma would have loved it (she passed first). Social groups, pool, exercise classes, etc. My g'pa kind of just does his own thing.
I do think the good part of his development (and it is huge) is that it is set up for stuff like if he can't drive- they have shuttles to doctors, grocery stores, etc etc. And since his is huge, you are definitely NOT limited to 1 book club, etc. There are thousands of residents, it is more like a town. It is also not at all a nursing/assisted living home- some people hire their own aids, but there are no med checks, meals, etc that the condos provide.
The reality is that you have a few choices as you age, no matter how much you want to deny it (which, sadly, most people do want to deny, right up until the bitter end).
1. Your kids take care of you (even if they also hire aids, just doing all the oversight of that can be an enormous task)
2. You move into some kind of community, whether it is just a condo or full on assisted--->nursing home facility
3. You die suddenly.
3 doesn't happen as much as you might wish :). 1. might happen for awhile, but for most people it eventually ends as their needs increase, and then you are stuck with 2 but you didn't do anything to prepare and pick what you wanted, and it becomes a huge burden on your kids. It is a shitty thing to do to your kids IMO.
This particular gimmick sounds gimmicky. I certainly wouldn't pick a margaritaville themed development! And I probably wouldn't pick an enormous development in FL surrounded by only olds. But I'm not naive enough to think I'll just stay in my house forever LALALALA. I'll move into a condo well before I can't manage to clean out and pack my own junk. And that condo will either be very near my kids so they can easily oversee caregivers, or I'll eventually move into an assisted living--> nursing home facility. And assuming something like early onset dementia doesn't hit out of the blue, I intend to be in a condo by the time I am 65, and assisted living will be more variable. But I'll do research before it becomes an emergency. Yes, It'll be unpalatable I'm sure, but I am a realist: I'm Gonna Die.