Those are spray and pray techniques that don't fit with sellers right now because sellers/owners are sitting on a very low rate and don't want to move to go up 4-5 points on their rate.Listings aren't a start now thing as well.

TIA Bruce Kirsch has a great course on underwriting.

I looked at some properties in the Catskills last week that ultimately didn't fit the criteria.

My family actually have some properties in FL, and I have also researched this area quite a bit and I saw it might fit my strategies. 

However, if it was a floating LVP floor, you should be able to relay the same flooring since water wouldn't damage the LVP flooring and you already have pieces cut to fit. 

They would be a good fit for you.

Showing ID is not only a safety measure for yourself and the other person, it also helps to reduce fraud if someone is unwilling to provide identification and is being this difficult with a simple ask, then I would also question whether or not they would be a good fit as a tenant

Also, if you were in our position, what questions should we be asking the lenders to make sure it is a good fit?

Forget the course and put that money on a quality vacation short-term rental.  

It might be helpful to narrow down your options by focusing and researching for markets with strong rental demand, growing job markets, and property prices that fit within your budget.