Try looking into cities in with stable economies, strong renter populations, and where housing is below the US median value.

However, as I walk down the street in my city, I see tons of retail businesses that definitely do not comply. 

Quote from @Tannia Castro: I would say the key would be to narrow in on an area (this could be a city if you are not from that area and investing remotely), or this could be a part of the city (some local streets) if it is in your backyard.

Thirty years ago I started purchasing and living in properties in upcoming inner city neighborhoods that required renovation.

City Hall want to keep small town small, does nothing to promote town Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

Pros and Cons of the city would be greatly appreciated!

How was the permitting process with the city?

Since you're looking to expand into Florida and other states, I'd recommend starting by narrowing down your focus:Market Research – Florida has great opportunities, but each state and city has different laws, taxes, and demand drivers.

Verifying last 2 years of rental history and income extremely important to find the “best of the worst”.Make sure you understand the Class of properties you are looking at and the corresponding results to expect.The City of Detroit has 183 Neighborhoods we’ve analyzed.DM us if you’d like to discuss this logical approach in greater detail!

I am 99% sure its not an issue, there are other STRs within city limits and so is my property.