Basis - $323K Debt $66K Liquidation Cost estimate 10% if he sells through broker - $66K. 

I look at it through the lens of dollar cost averaging my real estate investments.

The terms and costs will depend on the property, your personal situation, the location, etc.

EDUCATE YOURSELF - yes, it will take time, but will lead to a selection that better meets your expectations & avoids potentially costly surprises!

Some say it increases bookings, while others mention concerns about damage and additional cleaning costs.

Financial Highlights•Acquisition Price: $72,000•Renovation Costs: $35,600•Total Investment: $107,600•Funds: raised from personal savings and private lenderHow did you add value to the deal?

All they are doing is adding additional costs and getting zero protection.

I can't imagine flying out there for a day or two with a hotel can cost you $10K.Flying out there is like you paying for an insurance. 

In option 2, your costs are $25k higher.

I'll throw in my 2 cents on common differences I've seen in my career:CDFIs - Because of their subsidized financing structure, they have the ability to be a low cost lender (and sometimes provide grants).