I always let them know what I am doing and let them know about airbnb insurance or let them know that you will take care of repairs that tenants will do. 

.: You don't need insurance or a deposit.

The insurance agency I work with is having trouble finding a company that understands that type of policy and also offers it.  

Is your DSCR ratio greater than 1-meaning are you cash flowing (according to the lender's criteria of mortgage, property taxes and insurance (and HOA) if applicable).

When I filed a claim, my insurance company denied it because the property was under rehab and not rented.

Would title company insure the property with the easement?

  $31k after tax annual income - $11k rent = $20k or $1,600 per month net income left to cover all other expenses (utilities, cars, insurance, groceries, kids, activities, etc.).Median household income for 38128 is $41k or $36k after tax

I’m considering even taking the risk of investing out of state in markets with lower property taxes and insurance costs than Florida to increase cash flow.

You need to carry a special type of health insurance, not the traditional kind.

You have the mortgage, taxes, insurance, maintenance, capital expenditures (roof, flooring, etc.), and also need to consider the cost of vacancies or bad tenants.I also recommend you charge market rate, for yourself and the tenant.