If you had than you may able to take advantage of the 121 exclusion.

Exclusive and Regular Use: The space must be used exclusively and regularly for business.2.

I spend every summer in either New York or San Diego, and almost exclusively rent a property for 60-90 days through one of these two platforms.  

(Could be process, communication, or a number of other things).Now the thing I'll mention that you might want to chat with someone about is that many folks don't take the Sec. 121 exclusion into account for situations like yours.

Hey @Trenton Pelloquin, we use QuickBooks Online exclusively for all of our REI Clients (including buy-and-hold Clients).

However, long story short, yes there is, although I would recommend finding an advisor who is skilled in holistic financial planning that includes not just traditional stock market investments or real estate investments exclusively, but all investment strategies to help in your specific goals.In general though, you can either find a fee-only CFP that has expertise in real estate and other alternative investments, or you can find an advisor who is at the very least willing to have a conversation free of charge prior to any actual investments so they can give you a very good idea of whether they would be able to help you prior to beginning a relationship.

I'll be interested in how they make the Experience "exclusive" to Airbnb as that seems like a terrible business model for the people hosting the Experience unless ABB cuts a check for them.

To me you've satisfied the qualifications for a 121 cap gains tax exclusion. 

This sounds like a pre-existing defect so you will have to review your insurance policy but I am guessing there will be an exclusion.

I'm interested in being an exclusive buyer and getting involved in the process.