In fact, based on the fact you don't have traditional W2 income, I think you should be looking for a commercial loan (from a portfolio lender).  

My current financing plan is to use traditional financing since 20% down isn't an issue and both of us have good (700+) credit.

We can't buy with a traditional loan for another 7 months because my boyfriend's job switched from 1099 to W2 the year before last.

A lot of traditional analytical templates, p&l sheets I found online don't really factor in some of the unique nuances of short term rentals like this.  

I'm not a fan of traditional education and career path, though I know it's a well worn one.

You will be met with skepticism from critics who practice traditional financing usually real estate agents, attorneys, your friends family and the like.

Bridge lenders would look at this more openly than a traditional bank.

You can't get a traditional mortgage with a LLC, only a commercial loan

Traditional home owner's insurance isn't always comfortable with the new liabilities that comes with rental properties so their coverage will likely be less and the policy may end up being more. 

If it's a traditional lender (bank) the property will have to be livable.