(And yes I think the current rental market there is crazy expensive.)

I would expect to see property management, admin, marketing, and contract services (more than just lawn care.) 

We haven't done the subscription either due to our market being mostly Airbnb.

These markets are not bad for landlords - they are landlord dreams.

Most home warranty policies would cover leaks.As far as what is acceptable, in my market (Milwaukee) nobody bats an eye on cast iron sewer pipes or clay tile sewer lateral.

We actually market 25 of the largest counties in Florida, excluding Miami-Dade and Broward. 

We went directly to the listing agent, and we noticed that it was on the market for a very long time.

So STR loophole there are personal use limitations: To avoid having the property classified as a "residence," which limits your ability to claim rental expenses, your personal use of the property must not exceed the greater of:14 days per year, or 10% of the total days the property is rented at fair market value

I’m looking at an off market 4 plex in Reynoldsburg area … asking price around 600k, massive units getting about 1500 in rents each.

I have researched markets top-down and since I can move anywhere with my job (or travel for that matter) I have options more or less everywhere.