Look at your market and see what other STR have.

If you owned 4 - $100,000 properties - that is $60-100k in market appreciation in 5 years.  

.- Title Contingency: Include a contingency that the buyer receives clear and marketable title to the property, free of any liens, encumbrances, or legal issues.- Seller Disclosures: Specify that the buyer's acceptance is subject to reviewing and approving all seller disclosures and documents related to the property's condition and history.Timeline and Deadlines: Clearly outline deadlines for completing inspections, securing financing, and satisfying other contingencies.

A recent study showed it was initially cheaper to rent than to buy in 97 of the largest 100 markets.  

I’m in the market for a short term rental near campus.

The first two steps are 1. having a vacancy marketed and 2. receiving inquiries.

I am an investor friendly agent here in the Atlanta area and have great relationships with wholesellers and off market opportunities.

But you need to know your market.

I'm local to Houston as well and develop small multifamily for long term holds. 

I like the way you're thinking with respect to the San Luis Obispo housing market.