Research local regulations thoroughly, as towns often require permits, owner occupancy, or restrict rental days.

Hey @Caprice Watkins, so Sheboygan does have some STR regulations. 

Do you have that information based on experience and knowledge of banking policy or is there any law/regulation about it?

Buying in those areas makes more sense for STRs as the municipalities rely on the revenue.Less chance of a lot of regulation.

Likely they will only allow you to live in the property once you refinance out of the debt due to rules and regulations, but you can always ask! 

Part of this is regulations in my city, but after having done it this way, I wouldn't ever want to do it with a single family home.

As an appraiser I’ve appraised a handful of properties recently that are outside of city limits and operating successfully as STR’s that don’t have the same regulations as the city of St Pete.

However, since market shift / rate increase even these guys have slowed down quite a bit.Regarding regulation, I think eventually Indy will have to regulate against Short Term Rentals.

This story has the potential to usher in a boatload of regulation into, and scare a whole lot of money out of, the turn key industry. 

Never invest in any city on this list of the 50 most dangerous US cities.Low operating costs: High operating costs are one of the driving factors for many companies, leaving states with high taxes, regulations, and other costs.