Orlando is a bit of a one trick pony with the Theme Parks and with higher airfare, gas, and ticket prices demand is currently down, and inventory is up which is driving prices down.Also you will see most people are not fans of arbitrage, not sure you will find any great opportunities worth it in my opinion. 

Any leaks or mold issues? 

.#2 - A month later the dishwasher starting leaking.

Usually they call the handyman first if they have a problem like no heat or a water leak or something.

I just viewed what looked to be a beautiful 3 unit in the photos a few days ago, but when I got there it was apparent the building had a natural gas smell in the basement, plus the owner pays all heat for the building since there is only one furnace.

But, if an upstairs toilet leaks on their bed, you are not going to replace it, that is what renters insurance is for. 

I live within walking distance to coffee shops, gas stations, and fast food restaurants.

For example, if there's a flashing issue on the roof that will certainly leak, then I replace it.

Because let's just say one side has a leak or left the water running and the bill is 4-5 times higher than normal.

Many times, looks worse than it really is .Its a piece of sheetrock or two, 20 bux , clean up, repair the leak, 250.