Our long term goal is to become a business and own several rental properties.

I am a part of partnership (Let's call it Partnership A) that owns several holding LLCs and that is about to go into a partnership (Call this Partnership B) to buy a boutique hotel.

What terms do you have on your current rental property? 

So long term, in my opinion, I always take higher quality location SFH over multifamily house hacking but if the latter is the most and easiest access point into REI then definitely roll the dice.

But does anyone else have any other luxury short term rentals in the area?

Selling a house and agreed to terms with a buyer *pending inspection report*.

Investment Info:Other buy & hold investment.

They are short term rentals @Marie Grabo. :) I would take some time and check AirBNB and VRBO directly and see what others are charging nightly, what their amenities are and what their calendars look like.You can compare that with the AirDNA results and get a better idea.

You will want to, at a minimum, conduct pre-move-in, mid-term, and move-out inspections.

Short term rental with cost seg study/ accelerated depreciation to offset W2 income.