Quote from @Mike Grudzien: Two thoughts:1) stay in your STR for a day or two and you'll discover things it needs or that would be nice to add2) use several touch-points to communicate with Travelers/Guests.

If you currently rent for $2,500 and take the $1,750; you have additional positive cash flow of $750 for your rent situation.Have you thoroughly looked over the capex potential issues? 

RESOLVE this issue NOW and make a clean break. 

I doubt if you'll have any issue with your hold period since it is all about your intent anyway.

Since you’re considering converting the upper unit into a short-term rental, you may also want to implement strict rules around smoking or strong odors in your house rules to avoid future issues.

@Sonja RevellsThey usually communicate to the seller there are liens and their proceeds would be less because of the payoffs.

One issue that I'm noticing is the range of reported insurance costs.

No issues with MTRs in duplexes, triplexes, and quads.

I know conventional lending could become an issue depending on the condition of the property.

But occasionally we have issues and tenants need to be asked to leave or just decide to disappear in the middle of winter and it sucks.The worst part is I find the quality of tenant interested or willing to move this time of year isn't the greatest either - often times there is a reason they have to move right now since most landlords don't like ending leases this time of year.Either lower your rent or just hang in there.