The credit unions in my area only work with bigger companies so just know I have already reached out. 

VA company?

Currently I own a large real estate company and still get some great value out being in his inner circle of real estate operators. 

Call up a couple companies.

If I put all of my eggs in one basket (Florida in this case), paid off property and a hurricane blows everything away, FEMA is nowhere to be found and the insurance companies take years to pay what little claims they actually do pay, I suffer through it in a blown out house.

Have you considered using a property management company?

I am under contract for a property out in Columbus and they are one of the few property management companies I am considering going with! 

Usually when I close on a house, the insurance company sends out somebody to do a visual inspection.

@Dwane Twente so this is basically a rental arbitrage company.   

Honestly looking at your situation I'm not sure I would recommend you do the taxes yourself,  change of accounting method (F 3115) isn't easy for someone that hadn't done them before these online software companies make things seem easier than what they are, they are good for less complex situations.