Hard money loans are common for projects with short durations to avoid the securities complexity and are generally sourced from wealthly individuals or funds investing money on a discretionary basis with capital raises sufficient to support the securities law complexity.  

It will depend entirely on cash outlay and anticipated duration of hold.

It really depends on if people in the area are actually staying in College Park.Delta employees may house their employees there for training, but if Delta offers free hotels for their employees during the duration of their training, then that would suck for an AirBnB business if that is the main source.For me, the main thing is to find out why people look for hotels in the area (jobs, schools, constant conventions), and if there is any demand staying outside of hotels by looking at other people's AirBnB calendar.

Apparently, flippers don't normally buy title insurance and don't insure their flip for the duration of the flip.

The landlord is locked in to the rate and terms specified for the duration of the lease.

…a property is held for two years or more, AND2.during each of the two years before or after the exchange it is rented out for 14 days or more, AND3.during each of the two years before or after the exchange it is not used for personal purposes for any more than 14 days OR 10% of the duration for which it is rented out……THEN its intent to be held for predominantly business/investment purposes will not be challenged by the IRS.3.

For every single duration (1, 3, 5, 10, 20, 30, 40, 50 years) from today going back at least 50 years San Diego has appreciated (look it up).  

Personal use, target clients, duration of ownership, etc.

I assume that the land contract would be structured very similarly to a mortgage (duration, interest, payment structure, P&I, etc), but is legal because he is then selling me the property over time rather than his money over time, which is what a mortgage is.

We have looked at a few homes together and sat down to meet one night and I signed an exclusive buyers agent form which has a 6-month duration.