Hey,So the deeper I am diving into this I am finding people using the tactic of negotiating with a private lender and getting them to pay for the property then eventually refinancing the property through a 30 yr conventional loan on it.

It won't help you much to dive in with all your 'experience' and lose $20k would it?

@Ben Be Congrats on making the decision to dive in!

If something was to happen it will help you sleep at night knowing your property won't burn a hole in your pocket if you had to get someone in with a lease.  

Property is about $800,000 and looks like daily rate in summer is about $500 a night.

Any economic Pros out there can dive a little deeper on this subject so I am able to explain this better to my Clients?

Am I willing to drive there at night?

However, I am also not being greedy about it; neither have I been thinking of switching to the construction business because that is a completely different business model and there is also an inherent risk lurking in diving into a new business model you have no experience in.

Tenant A (night owls living in 1st floor) has been reaching out to us because she has seizures and had been getting multiple injuries due to Tenant B's "slamming and banging in anger"  as he has a baby (probably tenant A makes noises at night).

@Logan Fullmer Tobyhanna is proposing to make 10 guests max and 7 nights minimum