2.For purchases made on a credit card, is it best to use separate cards, or are there good methods for tracking expenses by property?

Verifying last 2 years of rental history very important!

I think identifying these markets that have a history of vacation rentals (so STR regulations are not worried about), near State or Regional Attractions (alot of national attractions may be priced out but not all), while also being affordable for the average STR investor.

What documents do they require, what credit scores do they allow, how do they verify previous rental history, etc.?

Solid income, 690 credit rating. 

This loan will help my llc build credit, and since the pml/hml doesnt build credit, I want to use a cc to pay my contractor and use the loan to pay off the cc as another way to build my credit.

I'd imagine the interest rate plays a large role in what discount is given, along with house value, down payment and credit score of mortgagor.

It was listed on the MLS and I had been following the history.

He's looking for a Georgia/out of state lender.There's tons, I would recommend talking to local credit unions in that area too.

Our debt was based in a 30 day revolving line of credit.