There is an "insured" and an "additional insured", and someone mentioned that you can only name one of each on the policy for insurance company he use.

Live in one unit and rent the others, this would give you additional units without extra mortgages, and help scale your business quicker. 

Additionally, if you have other advice or suggestions, I'd welcome that as well. 

If your goal is to keep the existing renters and rent out individual rooms on AirBnb, then you would be required to follow some additional rules.   

There is the possibility of expansion as we are going to get about 15 additional Acres that have not been developed yet.

As someone else stated, banks will want to see a couple of years of rent roll typically , so do a solid job of estimating the current rents for those units and what additional CAPEX is required, apply a 50% rule and CAP rate for the area and that’s the value.

The home is 2,300 square feet and has an addition on the back that was not touched. 

So its not a additional amount I have to pay.

With no income...just cost.How many months would it take to recover $60k...which is what you need to do before you show any profit...and before you mention appreciation, you get the same appreciation whether you pay this way or the minimum.At $18k/y cf (after payoff), it will take you over 3 additional years before you start making a profit...that's actually close to 8 years from when you start the early payoff.B - If you put 20% down (about $24k), that was cash, and you had positive cf (on average) for the full term (let's say 20 more years), the cost of this property to you was $24k.If you had $500 positive CF without doing this early payoff, or $6k/year, you would have broken even at the end of year 4...and you would be profiting.Let the tenant buy the house for you. 

Additionally, I would like to finance this deal with conventional financing if possible.