I am not a lender but I work with a lot of buyers who utilize second home loans and I am 99% sure you cannot buy multiple second home's in the same market. 

. - The first and largest reason in volume for utilizing an agent is the simple obvious which is most people can-not navigate the process.

It's not a hotel, the houses won't be perfect (unless it's new construction or luxury). 

If I want $400k a month I am in commercial real estate and luxury office in downtown area like K st dc etc.

As far as this property goes, there are separate utilities and entrances to each unit.  

There should be questions about the rent amount, due date, lease expiration, security deposit, who pays utilities, and who owns the appliances, at least.

When not allowed:-The entire outstanding balance including repairs, utility, unpaid bills and other charges and the outstanding rent for the lease duration is due immediately.XV.

However, many things that you didn’t even consider luxury will now become the things that you don’t have.

Think family-friendly, bachelor party crowd, traveling nurses, to luxury retreats.Competitive Market Analysis: Conduct an in-depth competitive analysis to help increase occupancy rates and distinguish your properties from the competition.

Your lease should be very specific about which utilities are included with rent and which ones the tenant pays for.