In a short verse, I don't have the numbers :( but in general I just don't know if what I want to do in the long run which is BRRRR would be a good idea if I start with utilizing a VA LOAN for a duplex to begin with.  

The contract promises to make payments to you over an agreed period of time.

. ✌️ (and don’t forget to calculate short term capital gains tax - that’s why I prefer passive income over flipping)

I’ve been struggling with no bookings for two months and low view rate, and to top it off, the city just set stricter rules for short-term rentals.

that OR consider buying a property you could short-term rent to people who literally just want to visit the casino if it's a large/decent one. 

You absolutely want to be concerned with this.I would just argue what you're concerning yourself with today may be totally different in that 10-20 year period.

If you’re open to short term rentals, there are lots of places across the state that can really work.I’m a local investor-friendly realtor and work with both long-term and short-term rental clients.

Short Term Rentals.

Lenders typically look for a DSCR of at least 1.25, meaning your monthly rent should cover the loan payment plus 25% more.Seasoning: Some lenders may require a waiting period of 6 months or more before refinancing, so check with your lender to see if this is an issue.If the numbers align, refinancing could allow you to recoup your $136k investment without selling.

There are cheaper markets that your current savings would go further and possibly provide better opportunity (almost definitely in the short term).