While we don’t have direct experience with this, we have clients who do, and they usually report great experiences when zoning and other regulations align.

A lot of the discussions here are going to be very much a North American application to investing since regulations and financing are somewhat similar for the US/CA, but likely different for Africa/Europe etc.

There are a lot of regulations for STR in New Orleans.

But honestly with all the counties and different little cities there are a ton of different ways things are regulated, and sometimes depends on the permit office mood and empathy.  

You will also want to check in on your local laws about increases as well as compare them to Section 8's regulations. 

Maryland doesn't regulate PMs (which is a whole other story), however if the PM does have a real estate sales license (i.e., they're a Realtor) then they can be subject to discipline by the Maryland Real Estate Commission, and you can be compensated from the MREC Guarantee Fund.

It’s important to note that if an outside property owner approaches you for management services, you must be licensed as a broker to comply with regulations.

Usually, zoning regulations is for a certain area, and exceptions to it are only allowed after a zoning board meeting, and in my area, neighbors within 400 feet are invited.

Short-term rentals are often regulated by the city and limited to certain areas.

Killington does a great job managing and working with STR owners and it's one of the places I always recommend my investor clients check out because of the STR-friendly regulations there.