I wanted to be absolutely sure I had complete agency and that I knew how to perform my own analysis over various situations.

>How well do log cabins in the area tend to perform in terms of bookings?

Is this just someone betting big on inflation?  

We are in Los Angeles, and although we do not own anything in SD, we hold a loan on a portfolio of SFR's there that is not performing at the moment.

I performed the BRRRR on one property with the intent of attracting an elderly couple (which I did and they love the place).

I currently own a successful short-term rental in Fort Lauderdale and have identified a new property nearby that I’m confident will perform well.

I bet you heard but the market around those areas are booming right now, especially since it is a buyers market, it gives you an advantage to get better deals from sellers while people are continously moving there, especially for jobs like tech, logistics, etc. 

Unless you are unknowledgable, my bet is you could make more from rent than sale, and still have the benefits of owning the original home while you go do something else.The 25K you have left in property will be netting you(gross) of $350 mo or 4200 per year.

Think I better clarify - this isn't an altruistic attempt to help VRBO 😄, but rather a hope that it might result in a higher overall booking rate if both platforms perform at a high level

Alternatively if they all love the deal, that's also likely a good sign.You can get a dog of a property in a crap neighborhood that will yield a 13.6% gross cap (not saying yours is), but that certainly doesn't tell the whole financial picture of how the asset will perform.