Assuming all other things being relatively equal (ie you won't be investing in a market that doesn't cash flow, obviously) prioritize people over market.

The name on the loan doesn't matter for IRS purposes. 

Doesn't hurt to ask. 

The original contract and subsequent renewal options did not include an early termination clause, which would mean under current Florida law the landlord doesn't have to seek to re-rent or mitigate damages, in other words "a contract is a contract".

That doesn't mean you shouldn't have contingencies, it just explains why some of us don't.

(ps I put this in the Foreclosure forum as I don't know where else it should be, and it will be a foreclosure if it doesn't sell in a few months)

Lucas started down this road, but I think the most important part here is to very rigorously vet the would-be tenant and get enough written assurances that you are covered if this doesn't go well. 

Doesn't seem like there is much interest from agents or property managers to get on board with another client, am I taking the wrong approach to this? 

So even if the average is $1050 that doesn't mean that houses also couldn't go for $1250 or $800 in the same area depending on its individual characteristics.3) It's not entirely clear where Rentometer pulls its data from, but I think they are using list prices instead of actual lease prices.

My plumber found multiple areas that are corroding once he took a close look so just fixing the one pipe which was my original plan doesn't seem to pencil at this point.