I’ve tried VRBO and Furnished Finder, but they didn’t perform well in my market.

Petersburg for over 30 years, I can attest that the last two big hurricanes caused significant damage, but they were the first in a long time.Condos and townhomes tend to perform well, especially if they're located on the Intracoastal Waterway or within 3-5 miles of the beaches.

Depending on the resort the 7/9 bedroom was in, yes, it will generally perform better than a 4 bedroom in any reputable resort, including solara. 

Whatever the reason, it has nothing to do with me, or anything I can influence.

The bottom line is that past performance is no indication of future returns.

You could just invest in a fund that should out performed what you are doing. 

If you're not meeting the 500 test, you will need to track the time of each person that performs work on the property. 

Summary: I’m currently working on a project to analyze rental market trends and help real estate investors, landlords, and property managers identify high-performing areas.

It’s a tax office, so I suspect they might be waiting to see how their business performs and the impact of technology before deciding.Thanks in advance for any advice or insights you can offer!

I think what you’re referring to is a checkbook IRA so you can bypass the custodian when performing transactions/investing and all assets/accounts will be held in the name of a special purpose LLC or Trust which is the instrument that gives you checkbook control.