It depends on if your real property trade or business is being a professional investor.

Remember, a palpable business strategy for insurance carriers is denying claims. 

Personally, I'm looking into starting a "newbie" consulting business and this would be an opportunity to work on structuring that, while getting valuable feedback from someone like yourself!

From a legal perspective, it seems to be commingling a bit, but I guess it's technically a loan to the business.2) If that's not a viable option, then I was considering a business LOC. 

I wonder if streamlining the cleaning cost into the ADR ("eliminating" another extra fee) encourages greater business (especially if positive reviews note place is clean, etc.) even if the market has shown it will bear the cleaning cost (and it's routine).Scenario 1: Guest pays $400 per night for 2 nights plus $300 cleaning fee.

I don't really plan to use my license to sell to the public as I already have a full time job and our investment business will take up the remainder of our time. 

As mentioned above, some markets are visited by large groups on vacation while others are more "utilitarian" (business travel, insurance stays, special events, etc.).Competitive analysis will tell you what the market is currently bearing.

Recently, I heard conflicting information about Wheat Ridge, CO's STR laws/regulations.

Which in turn will bring plenty of other investors and general business to the area.

@Abigail VanLuvaneeI live in VA Beach and we do a lot of business in Wilmington.