The specifics of your situation will determine where you might need to fall on that spectrum of holding period.

With the massive increase in STR properties in the US, I am hopeful that lenders and appraisers will evolve to apply income/exp metrics to STR deals specifically, on top of generic property comps.

Here's some input to help guide the decision between selling or renting the property, considering the specifics of the property and the potential additions like the ADU (Accessory Dwelling Unit):1.

Pre '2010', maybe just maybe it will lean heavier on the fundamental mechanics than specific processes. 

DSCR loans are a great option for investors looking to scale their portfolio as they are property specific and allow you to close in an LLC

Very neighborhood specific. 

The short-term rental (STR) loophole allows for different treatment of rentals with an average stay of seven days or less, but this doesn't change the REPS hour requirements.There is no official IRS form specifically for documenting REPS hours.

Have you explored specific neighborhoods yet?

Asking about the SW suburbs specifically, in the land of long sidewalks and big actual parking lots. 

So, the first question they usually ask a PMC is about fees - instead of asking about services and HOW those services are executed.EXAMPLE: PMC states they will handle tenant screening – what does that specifically mean?