We have a good cleaning team and handyman if needed.It isn't that hard really, but remember, your usage must be 14 days per year or less if you want to take advantage of all the deduction of expenses for running a vacation rental home.As far as loans go, we just applied for a 2nd home loan and that was that.

It's clean and functional.  

Scrape off the old paint, clean it and prep it entirely before you paint.

There should be some form of regular interest payments that are similar in frequency and rate to what your brother should expect if he were to go to an unrelated party in the open marketplace.   

Eran,we regularly require to tenants to hold up their contract (rental agreement).

I (and many other) full time investors regularly have people invest alongside us on projects we do. 

You might be surprised at what you find as returns now in the REIT arena vs DSTs or regular investment real estate. 

Few of them go for Section 8 and some prefer regular tenants.You have to get certificate of occupancy and renewals for landlord to comply with city regulations.Based on the quality of finish and pars of Inkster; the rents can be varying.

I need to clean the unit and provide a map of the entire complex/amenities/entertainment establishments/restaurants nearby.

He is a CPA, Tax Attorney, IRA expert and regularly takes on the IRS in court.