The conditions giving rise to that state of affairs ( short term rentals) can be regulated/banned properly under any philosophical construct of law (even Ayn Rand would approve).so I suspect you’ll find there’s no property right to impose externalities on your neighbors by running a business in a residential neighborhood. fists and noses?

Violating this would make this ordinary income and you would owe: state, federal income tax plus a penalty.

Seems like a generic contract  with our  agreement stated on the bottom.

However, I am out of state and I m struggling to find a property manager for the mid term units.

I'm out of state, so I can't smell it. 

Also, over 90% of our clients live in other states or countries; we’ve never met 60% of our clients.SummaryInvestors do not buy houses.

Accountants are in such demand, that the best are not even accepting clients half the time.The other problem I see often with accountants on here is that they specialize in larger investors, and have really high prices when you as a smaller investor do not need all the bells and whistles.Another thing I see is folks thinking they need to have a tax professional in their state.

From what I understand so far is the steps below:1) The rules and procedures are exactly the same for all counties in IL as it is a state law and does not change from county to county. 

Some only do state searches and other do more. 

If this country has a treaty with the united states to follow similar tax laws, any amount under 18k you are good.