That's not to say this applicant would be a bad tenant, or that someone with slightly better credit would be better, but it's a rabbit hole once you start chipping away at parts of your criteria. 

You have to dig a hole for new construction anyway. 3.

I think you have to explore the potential loop holes and get creative.

I'd leave my wallet at hole though. 

To give you an idea of summer pace in a FL VR on the beach, here are bookings from some of my VRs, redacted for privacy:It's a pretty active month so far across all booking engines, a few holes here and there but overall the summer hasn't impacted booking rates just yet but it IS different from a winter pattern where you'd see many more long term 30 day blocks.

It's a sink hole of $ IMHO.   

You've dug yourself this hole.

For the items you mentioned, I'd recommend changing out the carpets if there are stains, holes, burns, etc.

Other items are nail pops,sealing up holes where walkboards were used and shingles in the valleys. 

Even if you get 75% LTV on the cash-out refinance you're in the hole.