I would check your by-laws community rules and regulations.

The goal here is to find out how much money you will need to put into the place (probably going to need to lump this into the "capital expense" category rather than deferred maintenance for a 20plex).Now check the regulating bodies.

I have received my license from the Department of Business and Professional Regulations (division of hotels and restaurants).

We're fine losing a month or so of rent to get rid of the worst case people before regulations cinch up too tightly.

Being that Texas is a business friendly state, companies keep coming from over taxed and over regulated states like CA.

@Mark Vivanco The rates are adjusted annually and must be filed with the FL Office of Insurance Regulation so no, they don't adjust rates seasonally.

Depending on local laws and HOA regulations of course. 

@Amy WanMaybe we are discussing different regulations?

And make sure your local regulations allow it.

There should be a real estate commission or something that regulates your state.