re: Do any of y’all operate Air B&B?

We did for a while. Bought the two family home next door to us. One unit was vacant so we did air b&b and VRBO with it.
It was seasonal so memorial day to labor day, maybe a little after labor day.
Worked out great the first years as we had a winter tenant so the money generated for the year was fantastic.
The place was small, one bedroom so we didn't get families, or long stays, but we were always booked.
We did our own cleaning which sounds like you won't have to worry about.

The town started cracking down on short term rentals when it want your primary residence so we went to full time tenants, which is much less of a headache.

If you have a management company they can deal with all the issues that come up.

A friend and his wife bought a place last year year on the gulf coast and they seem to be doing great with it.