I grew up in Florida and we still do a majority of our lending there.

.: I also grew up poor.

I grew up water skiing at Smith Lake.

Wife and I grew up poor.

I grew up in Wyoming - Gillette / Newcastle.

I grew up on the east side of the town with a well versed knowledge of the neighborhood. 

Any market can work, you should consider a market that you have some 'competitive advantage' compared to others.Think of an area that you grew up in, went to school, visit friends / family, visit often, best of luck.Also, do you have any experience in rentals / short-term rentals.Air-bnb's hosts have become 'commercialized'.You will not out-perform a host who has years of experience, does this 24/7 and has a team of support.Best of luck.

I lived in Saint Louis for most of my 20s (and grew up in the general area), but even after being gone for over 10 years, I wouldn't trust my ability to pick locations outside of the no brainer A-B areas.I hit my FI number and have left my "golden cuffs"; I don't know your situation, but I what I can probably promise you is that it is going to take longer and be more difficult than you expect. 

It grew substantially from the first quote. 

I grew up in the Mobile area and Dauphin Island is not a place with a lot of draw.