You can probably find good deals in Tampa right now, but I'd be very strategic about where you buy and yes, insurance and taxes can be killer, but there are plenty of investors there and for good reason. 

So shift your expectations to most of the cash out and you'll be good and you'll actually start buying deals, versus people who wait for the perfect deal, spin their wheels for 6 months terminating contracts/analyzing hundreds of places, and then eventually burn out and give up. 

Who's gonna buy them?

Secondly, I'd chat with a realtor and get some recs on lenders to truly see what you're working with in terms of buying power.

For the rentals, are you open to buying "fixer uppers"?

Investment Info:Single-family residence buy & hold investment.

We are considering stepping in and trying to buy the place, but looking for some guidance on STR and what kind of money this place can bring in. 

My goal is to buy one rental per year with price between 150k-250k for the next ten years (if i get to keep my job). 

I’m not planning on buying until 2026 so where do you go for real estate news and market trends?  

You are better of buying duplex deals on the west in areas like Brooklyn, Tremont, Cudell, etc...