Assuming that you can somehow provide the guests a private bathroom I can see this working with an outdoor cooktop if the jurisdiction allows you to STR a bedroom.  

I manage a couple properties this way, but am under no illusion that it provides any liability benefits.

You can also consult with lenders, brokers and ask them for suggestions on who might be a good real estate mentor and most will be able to provide one.

While I cannot speak for any of the other areas you mentioned, I can provide you some insight into the investing market here in Sacramento. 

Borrowers that purchased during the last 24 months, particularly with alternative mortgages such as DSCR loans at elevated rates could see worthwhile refinancing scenarios in the very near term just as any early payoff penalties are expiring. 

Without knowing all the info, I would lean towards holding it and taking a loan against it to use for other investments.

@Jorge GarciaI would look into bringing on a partner if possible or getting a different type of loan than refinancing your homeHave you also looked into a HELOC as well so you can keep your first mortgage ?

The employment GAP isn't always an issue as long as you're now a W2 employee, can show 30 days of pay stubs (not self employed), and you can provide a letter of explanation stating the cause of the employment gap.For a VA loan, in order to use the rental income from the other units you'll need:1.

I have a conventional 30 year loan on the old house(lived there for 2+ years) and private loan on the new one for now.

Investment Info:Single-family residence private money loan investment in Sherman Oaks.