I don't want to waste my time learning a new town just for 6 properties).

The market is prime for AIRBNB because it's a shore town with short-term rentals all throughout the city. 

We have the added difficulty of being 35 miles down lake from town so getting a cleaner to go that far is tough, but we have managed for the last 4 years.Being in the Orlando area, you should have a plethora of choices.

Property manager typically 7% + or -, you'll be hard-pressed to find a better place to buy cash flow in Ontario other than a small town. 

I'd be investing in Washington, Missouri a medium sized up and coming town I grew up in and i'm weighing my options to pull the trigger and get a property or to wait for the market to level off.

Hey all, I am in a small town in Indiana.

(3) what is the best type of investment property to buy in this city/town?

But if your goal is to raise quick cash to get out of town then flipping is the way to go.

Beach towns on the East Coast(Myrtle Beach, OBX, basically all of FL), Branson/Lake of the Ozarks, Smoky Mountains(Sevierville), any ski town, etc.

You'll need to figure out if the split could be allowed in this area by contacting building / zoning department of Fairfield County or may be specific town if they have these departments.