Make sure to have language allowing rents to go up to market rates.I would use a NNN lease. 

Is it allowed like that?

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Many properties are zoned for 1 rental per 7 days and do not allow nightly rentals.

Assemble a team of individuals who can split following responsibilities: contribute the earnest deposit money, guarantee the loan, find the deal/conduct the diligence, raise the capital and manage the building.

But people vote for politicians that allow this so someone must like it....?

This will allow you to put down a 3-5% down payment, compared to 25% if you were to rent out both units.

It is the same fee for any transfer, doesn’t matter if llc, land trust or another individual.

A lower LTV would allow you to have higher cash flow. 

What's the value of "equitable interest" and what are you allowed to do with it?