If you need financial help, ask under the "Finance, Tax, and Legal" forum.

Check to see if this is a legal duplex!

MOST things you read online say the VA assumable loan is intended for primary residence and you must occupy the home for certain amount of time.However, according withroam.com which specializes in VA/FHA loan assumptions, you can assume va loans for investment.

@Asher M.Possible, yes but like your lender pointed out it's going to be difficult to pass the self-sufficiency test (SST) for a legal 3-4 unit property.

I have just started in a 3-day training for the Lee Arnold broker certification program and thus far just completed the online material required for preparation. 

Osceola County (Kissimmee) has many options in purpose-built, legally zoned STR communities.

If not, don’t even think of this.No matter what, consult a qualified lending attorney to understand your legal options and ensure you have proper loan documents in place to protect your investment.

Will the title company put this property under our LLC name, and won’t be required to legally inform HUD/tax authorities. - will it influence property taxes once we move to conventional loan in 3 yrs? 

In total, including money lost from rent, legal fees, and repairs, the situation cost almost $30k.

I learned so much along the way, including navigating the legal process needed to remove previous owners (squatters) who did not want to leave.