Supply inching up.

But a lot of those made a lot of money, one was a converted 2 car garage. 

Maybe even a 7th bedroom /w bath by converting part of the garage.That kind of modification might hurt the resale appeal to a future owner-occupier, but let me tell you, it's STR gold. 

We would likely want to convert the detached garage to an additional office/ADU, so thats the main reason we are wanting to go this route.

If you're looking to condo convert in the future, doing an Ellis Act now will get in the way of that.

If a primary residence is converted to a long-term rental property, can bonus depreciation still be claimed in the first year?

And if I convert another one to a STR a year later, the loophole is lost to me for that unit.

@Nathan Grubb   like this Amazon.com: HG Power 8 Inch Kitchen Exhaust Fan, 576CFM Stainless Steel Bathroom Exhaust Fan, Wall Mounted Garage Ventilation Fan, Basement Extractor Fan with Backdraft Damper for Home Office Commercial Use : Tools & Home ImprovementIt used to be in all the 50/60s homes with a little pull chain to turn it on.

Another book on the problems a owner converted into a renter can cause the investor. 

It is currently operating as a long term rental, but the income would at least triple if we were to convert it to a short term rental.