@Colleen F.i have mentioned few times about personal belongings in the hallway and added to the lease constant reminder

Remember, no system is perfect, so avoid the temptation of constantly chasing after the next shiny object.

Orlando is literally built for STR as you won't have to get wrapped up in learning and keeping up with regulations and nosy neighbors, I'd be happy to talk to you about that more.Florida in general has always been very attractive for landlords due to friendly landlord laws, constant flow of new residents, weather, pricing compared to many other large metros, always growing economy and endless hospitality/service jobs that feed the rental market.

I could never get our property management company to do a lease extension addendum because we are constantly improving our lease every 1-2 years.

And if you need some "outside" agency approval, like state road access, wetlands, stream crossing, perk tests, hydrogeological study, from either state or Federal agencies add more time. 

If you're seeking a reliable income stream, Cleveland would be a good fit.

I'm constantly going back and forth on if I should start building again so I understand your dilemma.

She is highly noise sensitive and constantly complained that I wasn't holding her neighbors to the "quiet use" portion of the lease.

Late on paying rent constantly. 

Lastly, tenants are constantly late.