The one thought I believe is missing is that while most hard money lenders and private lenders prefer short term loans, there is a minority that actually prefers longer term loans of about 2 years or more. 

@Nathaniel Cherubini     We were actually also considering Maryland for our next career move!

I'm actually just renovating a 2400 square foot house near Disneyland right now.

The property is actually in my mother in law's name but we have been paying the taxes, insurance, repairs, etc., as well as collecting the rent.

Sometimes it's the town/city, sometimes the county.Once you figure out who actually controls road repair, then you can figure out who you have to makes calls to.

If the LLCs are disregarded entities then you are actually the tax payer for the properties and the LLCs are simple title holders. 

I have rented to a TU students over the years but not a lot actually.

We find our property mgt company actually prefers monthly.  

For example, if, in an 18 hour waking period, you spend 2 hours snooping through the AirBNB, writing down the makes and models of appliances, figuring out the distribution of the mini shampoos and inventorying how many cooking supplies your hosts are providing and the thread count of the sheets, then an auditor might allow you to take 10% of your total trip expenses as a deduction.If, however, in an 18 hour waking period, you spend 6-8 hours per day interviewing Hosts, researching which properties would make good AirBNBs, researching the local laws, touring properties, meeting with an agent and vigorously pursuing your next acquisition, you'd have a MUCH better case for writing off your travel expenses (but probably not your lift tickets and equipment rental).If, on the other hand, you are traveling and on vacation and just hang out in your AirBNB without actually performing any activities, then the odds that an auditor will allow any deduction at all is pretty minimal.In any audit, it would be up to you to document the business purpose of your trip.  

I'm actually already connected to Jessica on BP so I'll definitely follow up on that.