Such short term rental  will follow these criteria(see numbered list below), in order to take advantage of (1) qualifying to fill out schedule E, thus avoiding the Self-Employment tax should there be any profits. and (2) being able to offset your W2 income should there be a paper loss. 

If purchase price doesn't make sense in San Diego, rent there and save the money to invest in a market you know and works out on paper. 

I eventually added to my porfolio buying in cheap markets in the Midwest and after a few years I saw first hand that my properties that were initially cashflow negative had far better returns than my rentals OOS that were cashflow positive on paper from the get go. 

If we come even close to our budget at the end, we will have solid equity on paper.

Although, it is a good idea to ask your tenants to refrain from putting anything in the toilets with the exception of human waste and toilet paper because it is possible some tenant overloads their toilet with the wrong items.

There’s never a guarantee with financing, it’s a lot of paper shuffling, and the system to appraise a property is…. almost never in favor of investors.

You can do it, not do it, deny it, agree with it, write it out on paper and ball it up and shove it - that's up to you, but it's the truth and there's no way to change it.

Being conservative with my reserves is causing a lot of deals to look bad on paper (after moving out of the property).

sounds like a good deal. a couple things of note to hopefully help: SFR w/ ADU is fantastic, you don't want this to be a triplex on paper. do your DD here, and make sure those ADU's are properly permitted as such. if you intend to live in the property you will have to qualify w/ some type of ATR rules (income/ Ability to Repay).

Just keep up on the maintenance and service of the system and it will be fine.Also, I would put some kind of little sign on the toilet top telling guests not to put anything but toilet paper in the toilet.