I am medically retired Military and I used my VA Loan on a property but had to give it up since I could not keep up with the maintenance I was on a very limited income at the time. 

I will say that I have heard that most traveling medical professionals like to have the place to themselves, but that is just me. 

In a small town, with the cml space suited for medical use, it may be prove difficult to find a tenant at market rents. 

The facilities are now new and extensive.

Born and raised in Tampa, ofcourse I am biased to Tampa but I think there is a case to be made that Tampa enjoys a variety of STR travelers, more than the average city.For example, here in Tampa not only do we have theme park and beach tourism (#5 ranked beaches by TripAdvisor in the world in 2021), we have educational tourism (one of the largest universities - USF and then UT), and also medical tourism (we have some of the best hospitals in the country especially for outpatient services).

Bank relationships are really important when things go south. for most mom and pop land lords with 5 to 30 homes or doors or whatever and fixed 30 year debt.. probably does not matter.. but for those of us that do other things like Development Building  credit facility with bank that is used to lend private money etc.. when things turn thats when you need a great banker in your corner.

In this case, you can do nothing to turn the situation around other than sell the property.Not Working with an Investment TeamIf you needed surgery, you would not start medical school.

In addition, if you should run into any situations that cut off your W-2 income (think layoffs, medical issues, getting fired), then you don’t have any cash flow or readily available assets to fall back on.Let’s consider an example where an investor puts $25,000 into a passive investment that generates 20% average rate of returns over a 5-year period.

It's a can of worms, unless there's something that all the rents have in common and that can still be a headache (students, medical professionals, etc.)

He never has explained to me why he has held on to it for so long BUT he is in the medical field so it works for him.