My next STR would probably be in destinations that I would love to personally visit every year.

Older generations will need to be closer to different institutions like churches, doctors and social clubs (like Kiwanis or Lions), while younger generations will want to be close to their schools and entertainment destinations.3.

Destination places like Hawaii, Grand Canyon, New Orleans, Nashville, Las Vegas, Padre Island, Miami, DC, Charleston, New York City, etc will notice the difference significantly. 

If you stay in the same lane, you can avoid the taxes, but if you've just gotta change lanes to get around the slow driver, you may reach your destination more quickly.

Based on observed changes, are these folks dinosaurs destined for near-term extinction or will there always be a big part of the RE industry operating this way?

Whenever I run errands or how to the office, I'll take different side streets on my way to my destination looking for FSBOs and for rents.

That should point you toward others you'll want to research.David J Dachtera"Success is not a destination.

I am located in the Destin, Fl area.

This is a lot like Uber - it works best if you already know your destination.  

Resort are the destination type parks while residential are just Mobile Home Parks full of RVs.