Perhaps it is hard for people from the states to understand - but the rule of law, and clarity in regulations etc really makes it so much more attractive than other places where you never know what new policies might come into effect forcing you to take massive loses etc.

It's worth mentioning the STR regulations are relatively new, and I think some properties currently operating are basically grand-fathered with the old permit, and I don't know if being a new owner one'd be able to get a new permit if it's not in the designated location.

The IRS has a regulation that amounts less than 15K are tax-exempt, of course, this requires you to file a tax return.

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! 

One cabin owner I spoke with mentioned that even mid-week bookings picked up when they offered flexible check-in times and promoted the property as a remote work getaway.A quick tip: before committing, check Johnson City’s regulations on short-term rentals.

You cannot go after them as for a regulation a+ offering is self attestation (meaning you are attesting that you are not putting in more than 10%).

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.

I'm not sure which places are best to focus on with rules and regulations getting strict in some places. 

Local Regulations and Taxes8.