Recently, I received pictures of a water leak in the kitchen ceiling, which appeared to be coming from the bathroom on the second floor.

Any time you have multiple homes on the same property, you're going to have problems getting financing.  

you probably know this but - there are holding costs associated with most flips - interest on the loan, insurance, and sometimes others depending on the localityhope this helps 

@Devin James My bet is on that they close. 

The downside of that is I am leaving money on the table.

@Max Dauer just remember that even tho you may only spend a few hours a week actually working on them or dealing with guests, you are always on call.

There is a lot of helpful information online, especially on BP, but nothing beats connecting with people in your market. 

It's true that many buyers rely on some kind of financing, so understanding their funding process is key.

I also find that depending on the tenant, my one Airbnb property has less wear and tear because it's constantly cleaned and maintained versus my other rentals where the families living there settle in and accumulate stuff - which makes it hard to deep clean regularly (to my liking) as well as just the constant daily wear and tear from kids etc. 

hire a VA on upwork to do that for you.