I think tax benefits should be secondary to buying something that would work well as a STR.I would recommend you consult a tax professional to see what possible tax benefits you could receive from buying this STR.

If you want to take pictures of some of the work you did, you could save that in a Google drive as well. 

Dear Fellow Investors,I hope this message finds you well.

Let me know if you want to dive deeper into crafting your strategy or preparing for potential questions!

Is this the only market you are looking at to invest in or are you open to out of state investing as well?

I'd love feedback and advice from those of you who are well ahead of me.

However, the MLS in San Diego as well as the appraisers I've worked with do.You'll definitely want to check to see how the topic is addressed in the particular locale the property is in. 

There's so much information here on BiggerPockets as well as the podcast and books and other websites, books and blogs too that are either free or very cheap. 

I have personally invested in these types of properties in Alamance county.If you're open to STRs there's properties up and down the coast as well as lots of mountain vacation properties out West in places like Asheville, Boone, Hendersonville, Cherokee.

@Mian Dingle how well have you thought this through?