Also check if there are any boarding house regulations in your area that would impact you. 

@Jay Hinrichs shout out to you too Jay!

Ultimately it is either a long process to get a check/fix, or they deny the claim.    

Yes check with the county to make sure permits were pulled for the addition.Make sure this is permitted to be a STR with the bedroom count you expect.Something may be unpermitted if they still have a 2 bedroom septic tank.

Best to check with a tax pro to ensure compliance!

However, the MLS in San Diego as well as the appraisers I've worked with do.You'll definitely want to check to see how the topic is addressed in the particular locale the property is in. 

You post, and potential residents will reach out...or maybe they don't.

Local REIA groups and meetups (check Meetup.com or BiggerPockets) are excellent for connecting with both new and experienced investors.I’d be happy to grab coffee and chat about the market or share insights.

Check your local regulations if you plan to rent out the house. 

That can get you some money up front to continue to build your portfolio and it takes you out of being a landloard and puts you into the position of being the bank instead.