@Samuel Ksiazkieicz and @Amy LuThere are various companies like foremost, diamond preferred, Aegis, North Pointe.. based on location, rental loss coverage, swimming pool in property or not, pets etc.; the rates are different for various locations.Normally, I use an agent; who helps to locate the  best price. 

Not telling you what to do, but food for thought...

Quote from @Brian Barch: I agree that this sounds like a pet project for you, which again is totally fine if you are okay with spending your money in that way.To me, the STR market (and from what I hear about the smokies) is on a downward trend.  

This occurred long before automated advance electronic payments.Interestingly, I never rented to nuns before, I learned that this nunnery doesn't issue paychecks, as the convent provide jobs, housing as well as food at the convent.

Consider all the things that could go wrong and see if the lease addresses them: unauthorized pets or tenants, early termination, security deposit, lease violations, late rent, eviction, lawn maintenance, parking, etc.5.

Consider all the things that could go wrong and see if the lease addresses them: unauthorized pets or tenants, early termination, security deposit, lease violations, late rent, eviction, lawn maintenance, parking, etc.5.

Pets, space, family, amenities and just general preference to less private hotels.

Is there a reason they are willing to be so accommodating to get this property, is everyone turning them down.Can the concession be a combo of pulling payments forward and paying higher rent, like pet rent.I would say stick to your gut and your criteria, but consider the gray areas to see if any criteria or reactions need adjustment.

I sit in the parking lot of grocery stores and fast foods and look at the clientele.

The value for the resident is generally more about location with relation to a commute, comfortable furnishings, an accommodating owner/landlord, a fenced yard if residents have pets and affordability.