It would obviously be on the investor's tax returns but would the investor even need to disclose the business's holdings to the bank when applying for a loan to tap into the equity on the personal property?

Buy an hold land wait for the next boom, build on it or Sell.

As such, I’m currently looking into investing (ideally buy and hold) in either the Orlando or Tampa area.  

Assuming this is a buy and hold it sounds like? 

@Joshua Jones is another fantastic lender who has helped a lot of my clients with both the regular and the construction VA loan. 

Then ask for a written exception to the one year hold.

I honestly find landlording very boring and after many years its not fun.I also have thought of reparing it and then handing it off to a PM company and holding it for longer but dont know if it will be worth it.

Holding your single family in an LLC can indeed be ideal for tax purposes since businesses often qualify for more deductions than individuals.

Investment Info:Small multi-family (2-4 units) buy & hold investment.

"So make sure you factor in holding cost, after closing".Max