Should I try to get the windows of my rental boarded up?  

There were a few waterworn floor boards (near the kitchen sink and in the closet) - if I had to estimate, max 5 sq. ft. in a 500 sq ft. room.

Companies like TMprinting, Michael Lewis Marketing Suite, Ken Oakley, LogoSpectrum and others often have discounts through companies and local boards of Realtors.

The new company will have some time to on board the new property, send a welcome package to the resident, and avoid rent payments going to the wrong company.  

Remember, most are unlicensed and brokering without a license, have no accountability to state boards, operate as fringe operators skirting laws, may be correctly called public nuisances, have no insurance, etc.

I would go back to the drawing board and find another way, preferably one which separates that Tenant from your investment. 

Some of us are hiding and boarded up and worried about our properties here in Florida. 

I'll pay attention to this thread and the meetings board.

Per 2015 Landlord Tenant Handbook, rent control also applies to the following:"Residential rental units covered by the RSO include: apartments, condominiums, town homes, duplexes, mobile homes, mobile home pads, and rooms in a hotel, motel, rooming house or boarding house occupied by the same tenant for thirty (30) or more consecutive days."

Make sure to talk over the septic situation with them.As long as they are on-board then I'd hire an architect and bid it to a few contractors and see if it made financial sense.