Both Orlando and Tampa offer strong rental markets, but your choice depends on your goals.

@Joel Oh- if you are using a loan to acquire the property - the lender  requires  insurance ....if you own the property  free and  clear - your  choice  but I would still  recommend  insurance 

Quote from @Patricio Acosta: I finally found the perfect flip in Coronado, San Diego—the agent hasn’t received any offers, the listing price is reasonable, and the home has huge potential.

Quote from @Brandon Snyder: Adam, that off market inheritance lead sounds like a perfect opportunity for a first purchase.. especially since you’ve already built some rapport with the seller’s family.

But, given that he has a primary residence there already that he must leave (Army doesn't give much choice on location), if he isn't able to sell the property quickly for at least break even, and can't take a deduction for a loss, my thinking is to flip it to a rental (question is which kind makes the most sense), he should be able to cash flow given his monthly expenses, even if only $100/mo, then if he still sells for a loss in a year or two, he could take a deduction.  

Fix-and-flips or fix-and-rents are awesome next steps, but they’re hands-on—perfect if you’ve got the time, less so if the online business or dad duties ramp up.An Alternative Pitch: Here’s where I’d love to throw something your way.

“Perfect BRRRRs” are rare nowadays.

Most people think real estate investing requires huge capital, perfect credit, or bank loans—but that’s not always true.

You learn over time how this works or sometimes a mentor is the right choice to get there faster with less expense and fewer mistakes. 

It is in a perfect location (off the square) in a very popular tourist town outside Austin, Texas.