An example of that is tenant must pay for additional electric over flat fee / flat limit since now there is 2 occupants in the home instead of originally one.

Does anyone have any tips or software tools to help give estimates on pricing and the potential occupancy of the rental?

OccupancyMost lenders require a minimum occupancy rate of 85%.

On the RE side - I own/developed 2,000 residential units across the United States focusing on opportunistic residential acquisitions and development, including student housing conversions and luxury multifamily development.On the startup side - it is a third-party guarantor platform that expands your renter pool, increases rents and occupancy, and ultimately boosts your NOI while broadening affordable housing options for renters.

Could this potentially throw off my estimated revenue, occupancy, and daily rate numbers to skew them higher than they should be?

With 4 rentable rooms (including the basement), I expect to generate $3,600/month with full occupancy.

Most banks don't really know how to do that because they cater to SFH owner-occupants. 

Avoiding the occupants from squatting is best addressed with background checks, employment verifications, and references before signing the lease.

A common mistake in my area is to ignore Hotel Occupancy Tax.

But, should ask, what is the occupancy for the buyer?