Carry interest of any debt secured by property.I don't believe "necessary" is a word in the statue.  

Don't believe what anyone tells you besides your insurance agent/broker and even then verify the info they're telling you, don't go off of the owner's previous insurance numbers.Also, be careful that in-place rents aren't already at market or above market slightly.

If you haven’t had the conversation with your relative about getting those “unofficial” tenants out, I believe you should do that soon and present your plan how it will be beneficial for both of you and you can begin the process of getting new tenants in. 

It seems like MA encourages (and maybe even requires) that you register with the Department of Revenue which leads me to believe it should be held in an LLC or business. 

A second on a low levered property that's been owned for some time....ok I can believe that but a 2nd on a 100% levered property at time of acquisition....good luck.

I do have 3 areas that I believe will out perform the general San Diego market, but their schools are nothing special or worse.West Chula Vista has a large bay front development and can you think on anywhere else that closer to ocean/bay is cheaper than further from bay. 

The rent downstairs is 1700 and I believe they’re getting 3400 for the rent upstairs.

Also I believe it’s priced lower due to the area, I’m not going to be living there so it doesn’t really matter I just think with potential rental income it might be worth it because I wouldn’t be getting a mortgage but buying out all cash.

The city recently reduced the number of allowed bookings in a calendar year to I believe 20.

I believe it may be a 2 unit rental, with a 3BR 1 BA lower and a 2BR 1 BA upper unit.