They think they’re smarter than they are and mess up something really important, often without ever even realizing they left money on the table.

@Sky Shade, tax benefits are an incredibly unique situation to each investor.  

Among their membership they’ll have people that will “sign on the loan” to bring the experience to the table (at a cost), and they might even have other more experienced investors that you can partner with (and give them some of your profit).  

Can you create a unique experience for your gusts to get to 75% occupancy? 

The drop leaf table folds up for a third person or move it out for a 4th.

How much cash are you bringing to the table and what will the loan amount be.

But since you switched to using it as an STR, make sure you've got all your dates and numbers lined up to take full advantage of this.Remember, every situation is unique, so it's a great idea to chat with a tax professional or financial advisor. 

Every house is unique :)

The short term shop website has tables for emerald coast (and some other markets) that depicts what I describe. 

Engaging with seasoned professionals in your local community allows you to glean firsthand experiential knowledge, offering insights and lessons that may be unique to your area.