Also, look up the new areas the federal government is investing in.

The rules don't change much in terms of what is tax deductible just because it sits in an LLC.You are correct in that putting it in an LLC prevents you from getting government agency (i.e. fannie) backed debt, which is allowed on up to 4 unit buildings. 

Can I ask you, or anyone else reading this, who within City Government do you contact to find out the regulations for STR?

My problem really was that I didn't perceive at the time that the tax advantages are so important for a guy working on his own properties largely alone or with occasional help.Federal lawmakers understand that the small, local landlord is improving his community by doing something that the government simply can't do affordably.

You should not be dealing with tenants until you know and understand the regulations that govern your business.

These products are a great fit for buy and hold investors and offer favorable terms and underwriting processes compared to traditional Fannie Mae and Freddie Mac loans - also helps you to get around maxing out your 8-10 loan limit with the government loans.

You have to have faith in the government that they won't change the rules on taxation down the line.

If they will not do it, then you will need to lead an effort to remove those board members from the board and replace them with people who think as you do regarding the rules and regulations.If you are not successful in either changing the governing documents, convincing the board or replacing the board, this is because your neighbors do not want this type of rental in their community. 

With all that said we have spent a ton of money for data looking at foreclosure rates, banking rates, where jobs are being created, where jobs are losing out, where schools are seeing rapid raises in enrollment, where governments at the local levels have been tax friendlier, where inventory on the open pubic markets are not meeting demand, and house transactions.

@Ron S. we are saying the same thing, Federal government liens survive everything.