I would caution against keeping it due to the fallout and regulations coming due to the Surfside condo collapse.

My concern is someone who does not understand Chicago rules and regulations on units, airbnbs or the AUD profess in Chicago will direct you on these topics.

STR's probably take more effort than investors expect, but they are a proven and generally less available (due to regulation) asset class. - Do you data research.

All the rules and regulations make it more expensive . 

Another very dumb regulation is if someone switch jobs internally inside company, these circumstances makes them as they have no W2 as lender wants last two years with stable position.So again, here Credit union lender can give conventional rate that's very enticing by giving exception.

Hi Adam, because there are lots of STRs on the market, so you see regulations are tighter and tighter.

You can figure that out by reaching out and talking with the municipality and/or reading their regulations for yourself.

Do you know the regulation for Florence?

But...If the average renter is being left behind, if their income can't stay in line with the cost of living, I fear it will lead to a larger crisis and continued intervention/regulation by government.  

I have a realtor friend that knows the Miami STR regulations like the back of her hand.