They designated certain streets not for STRs and others for STRs.

Are you exploring a conventional loan or a loan specifically designed for rentals?

. - This is not something to 'fix' - the system was designed that way.

The interface is solely designed to drag consumers in so that they click to see properties.

The licenses are easy to attain and the cities have departments designated to STR.   

Retirement accounts are designed to be invested passively so when the IRS sees you running an active business in it, to level the playing field between retirement accounts and other business the retirement account incurs UBIT. 

I have a feeling this is designed to maximize retention of now dislocated persons. 

.: Stessa isn't good for keeping track of tax deduction items.Stessa was designed to just look at P&L.

There are auctions, city grants, and financing programs designed to help people revitalize neighborhoods.

Ok, so I see this might have been a design flaw in the original build so there isn't much you can do unless you rip it all out.You could have it all scoped and see what's what so you can get an idea of what you are dealing with.You could comp the guests a night.