I would think your insurance agent might have access to some historical information for a specific area as they would want to examine this closely for their underwriting.

To put a relatively extreme scenario out there, if you offer 3% more than the next guy in cash (no bank debt) and provided a copy of a brokerage account statement showing the cash was available, I am certain you would get the deal.To echo Joshua's comments: how you are planning on financing the deal is hugely contingent on being awarded deals.  

@Nicole GrazianoI recommend that you have a consultation with a real estate tax accountant regarding your taxes.Bigger Pockets is a great place to find a real estate tax accountant. 

It should cash flow 400/month after taking taxes/HOA into account.

deposit to account xxx?

They do not take into account the revenue from the STR in valuation.Just because you are doing well with it doesn't mean it will work for the buyer.

I recommend finding an accountant who specializes in planning.

I would not necessarily advise being cash flow neutral or negative before you account for these types of things.

From an operational standpoint you might also want to consider the cost of any extra tax returns that are needed by the entity as well as any extra accounting fees.Good Luck!

It's important to consult with an attorney or an accountant to determine whether an LLC is the right choice for your specific situation.You can reach out to me and my team who can guide you through the process and help you navigate any challenges that may arise.