I had found some regulations about VA guidelines and it speaks about recent separations and states that anyone who has recently seperated and doesn't have the needed 2 years job security can still be processed but underwrites will use their best judgement and will have flexibility.

Every property is so different and the various codes and regulations are different as well.

A CPA familiar with local STR regulations can definitely help make sure you’re set up correctly!

We’ve all seen the headlines—short-term rentals are getting regulated to death, and long-term tenants?

Check into your local regulations.

Quote from @Joy Daniels: As a short-term property manager I've seen how this industry changes so often—new guest trends, tech tools, and regulations seem to pop up all the time.

I know that the regulations in Beverly Hills is "friendlier" to landlords than Los Angeles and I'm exploring the option to convert a multifamily apartment into condos. 

I don’t believe any jurisdiction is getting more lax on STR regulation.

If we become heavily restricted, what chance does the rest of the DMV have to get their own regulations that make sense?

What may actually be helpful to a family (stability) is not what regulators look at.