We are a bunch of lawyers and, therefore, analytical and conservative by nature.  

I guess is we are going to argue analytics we really need more info from the OP on the property and their short/long term intentions. 

Your main constraint will be your analytical nature.  

But I don't know for sure...you'll want to check some analytic sites like airdna or mashvisor to see which neighborhoods are best for STR. 

He is a very smart finance guy but lacks the analytical mindset that I have.  

This month's session is on data analytics and our property management database.  

Despite the efforts of our best data scientists, using the latest tools in predictive analytics (using predictive modeling, data mining, machine learning), we never got it to the point where I felt we should offer it as a product.Outside of that, the only thing that really works is to research every property that meets your requirements and show up for every sale.

I have MLS and other R/E analytics access.

The analytical tools available here on BP (above under the Tools Tab) will give you plenty of financials to show your parents and you will probably impress them with your analysis and presentation if done properly.  

My background includes extensive experience on Wall Street in mortgage investment analytics.