You must occupy the Second Home for 14 days out of the first year which works well with the STR Model as you can schedule your stay around when you anticipate your busy time will be.Other than that an Investment property loan starts at 15% down for a 1 unit and jumps to 25% for 2-4 units. 

I anticipate commercial building to continue for 5-10 years, plus. 

So we have been considering building a self storage facility on the lot in anticipation of the future growth.

@Dominic B. during the pandemic when home prices were skyrocketing flippers were purchasing properties with the anticipation of the property appreciating during the time they were rehabbing it.

Both are immediately cash flowing more than what I anticipated which is nice, especially because my intention was to focus more on appreciation vs. cash flow.

We anticipate that we’d be MUCH better off financially just renting via VRBO.

If i wanted to use it as cash-flowing machine then I would Airbnb it considering I've done all my research on the numbers above and any anticipated STR regulations etc.

The "anticipated" opening is Spring 2020 so if you can get in before that you may be sitting pretty, appreciation-wise.

What is the anticipated loss vs. the anticipated benefit?

Is the reason you don't have a PM expense because you were a live in landlord and so you anticipate doing that role longterm despite you not living in the property?