Just my personal opinion - get a mentor or a person who already has good experience running STR business, preferably in your area (but not 100% required). 

It separates your personal assets from your business, providing a safeguard if any legal issues arise related to tenants or the property.

Lee Arnold is by far one of the best people in the business.

I've picked up several really good deals because a tenant operator ran the business into the ground to a point where the property owners just wanted or needed out. 

We exclusively travel during non-peak seasons, so we would be looking to rent out completely during busy/peak seasons, and would stay at the place during slow seasonsQuestions for the experts out there:1. which development(s) tends to be the best for ROI/have the best occupancy rates?

Think of it like buying an existing performing business.

Do they suggest how to enter the transaction accurately or enter an adjusting Journal Entry.

This is a super complex business model end of the day. 

In the latter case, I would still use QB to enter info provided by the 3P servicer and to maintain my general ledger for the lending business.

Plus the street isn't a busy one.