They are protecting their land.

They wouldn't accept our policy so we created an LLC in the name of the seller, which allowed us to change the insurance and still be protected as the named insured.

My strategy would be to protect the money optimally from the government and from other potential filters and to optimize my time to do what I enjoy doing instead of worrying about real estate ventures. 

LLC is more based on protecting personal assets from business liability.

The rationale is that Airbnb provides host protections and guest verifications, thus reducing your risk and need to do your own background checks.

That need could outweigh their desire to protect your best interests.Not saying there investment here is a bad thing, per se, just raising this point so that this one element of the deal doesn’t tip the scale to you investing if you otherwise might not.

A well written management contract should clearly spell out what is expected of both the PMC and the owner, to PROTECT both and avoid misunderstandings.

Although not required in some states, a lender having a mortgage license really protects the consumer from any potential fraudsters. 

If so, the best call would be to sell it to harvest the tax free gains.

Comparing the costs of the two options isn’t fair considering all growth in a WL policy is protected.