As is, the owner is rent rolling $2,000/m with just 2 units occupied and paying rent.She wants to hold on to the property and make capital improvements over time. 

On the other hand, this is pure politics and pushing the problem/crime statistics around to make it more diffuse.What I am most curious about, is what 'law' or whatever, that states a landlord HAS to make a vacancy known to the general public?

Many municipalities are pushing hard to stop short term rentals.

And don’t forget the tax differed benefits :)Good luck... and like others said, I wouldn’t push it. 

Another week to get on court schedule (for that matter, we schedule at same time we hire the server, pushing out two weeks), then 14 days until you can forcefully evict (10 days for them to appeal, which hits a weekend from the Tues court date).

We will certainly consult with a professional as we get closer to rolling on this one.

Rent roll: $2800/moTaxes: 200-250/moInsurance: 125/moWhat other numbers do I need? 

@Jason Turgeon are you trying to track property expenses separately from unit expenses, then be able to roll them up for an overall total?

Increased rents and pushed electric costs.

Will banks give push back for doing this?