It's a good location but an overwhelming rehab just beyond my experience; sorta a full gut/ or the basic kitchen, bath, flooring and paint remodel.

I've personally managed a number of house hacks, and the challenge is basically, you're dealing with a much more transient and unreliable tenant base than with other types of properties.  

There are items required by law and in general those are related to the safety and basic comfort of living. 

NOT a big bank they will say no.. my community bank has done these for me for years and the  rates are ( for me at least) basically maybe 1 point over what they do for MF or other commercial loans.. its a relationship transaction I have found. 

Dear BiggerPockets community,I have a PhD in Theoretical Chemistry/Quantum Dynamics... https://pubs.aip.org/aip/jcp/article/142/24/244112/74387 ... and I literally designed and built my own house off of 30A in Florida ... https://www.scenicsir.com/homes/242-Blue-Gulf-Drive/Santa-Ro... ....

The basic plan would be to use their services to do the leg work (Advertising, Booking, and managing the event) and then our property would be the location and accommodations.

Basically you added 1 or 2 units for that year valued at $60k per unit, and then adds in the 2% increase from last year to current year. 

Our model is basically 2 people to a room, each individual pays $175 a week, each house has a manager (who lives free of charge)that handles intakes, discharges, accountability, checking chores and collecting the rent.

i’m new to all of this so I’m trying to learn, but would it be possible in your situation to pay somebody to squat in there and basically cause the other person to want to leave?

That’s the most basic thing to do.