Just want to make sure you cover your bases.

Had a good foundation, roof needed some repairs.

This can range from minor cosmetic upgrades like new paint and flooring to more extensive work such as replacing the roof or plumbing.

We have aprospectuve Tennant who's employer will be covering their rent for their 12 month contract.Anyone dealt with this before?

This does not even cover more costs to keep improving and adding to the software.

In all reality it won't make you any money but it provides an amenity to your renters and will cover the expenses for the utilities it uses.

MARKET rents cover all the payment plus a dollar.

If a lot of the other rental properties don't have any covered parking, then carports would be a much preferred option.

I suggest opting for a lower PPP period and taking a hit on the rate, if you are still debt covering. 

As a side note, Floridas current insurance issues are mostly caused by other factors besides the increase in severity and frequency of natural disasters however (roofing scams and no caps on lawyers fees for claims, both results of bad government policy that resulted in most insurance companies leaving the state and the remaining ones raising rates to account for having to pay for all of the roofing scams and absurdly high attorney fees on simple claims).