Do you have property management services that will handle these units?

Will the rents you get in cover the mortgage plus expenses (portion set aside for future repairs or cap-ex, maintenance, insurance, taxes) *and* produce cash flow? 

So I feel 1% allows me to account for a little adjustment)Vacancy Rate = 11%Closing Costs = 2%Selling Costs = 6%Cleaning and Maintenance 0.8%Property Management = 11%Repairs = 8%CapEx = 12%Taxes = 1.2% (I tend to adjust this one frequently, but this is my default)Insurance = 0.5%Other Expenses = 0.1% (my flex money as a "just in case")Initial Renovation Costs = $500

Do I have the right to bill him the cost to hire cleaning services to move his stuff?

Us Consulates offer notarization services.

For anything that benefits both units (yard work, maintenance, etc.), I've been tracking the mileage and I'm assuming that I can deduct half of it on the first unit since the other half is for the unit I'm living in that hasn't been placed in service yet.

Did you budget them under "other maintenance" ? 

However, this explains the lower prices for the intimate cabin setting that we are looking for.My investor wants something close to an services and attractions, hence opportunity for vacation rentals, when not used by the primary owner; but, still have the ability to provide a private intimate/eco-friendly setting for those wanting to get a way from it all.

Does any one used REDS and FASS property management service in Cleveland area?  

If it is far away, then definitely hire out to a mange company so the property maintenance is somebody else's problem.Just focus on income production.