I've been wanting to expand out of my market in Iowa, and see that the Winter Haven, Lakeland, Haines City areas are similar to purchase points as my market.

Wait, I get it, their online reputation will be enough of a guarantee for you!

One tenant is behind on rent and has still not paid December rent.I’m seeing mixed things online but looks like I have to file something by the 31st?

Build your network by joining local real estate investor meetups or online communities like BiggerPockets.

Call a different number you found online associated with the same company, etc. 

Do you use a “book” for information or an online service ?

Do you have the case online? 

If you decide to revisit STRs, you might want to explore properties where you can project expenses independently, such as using local STR forums or online tools to estimate maintenance, management, and occupancy costs.For networking and strategy-building, you might find local meetups or groups beneficial.

The "best market" is less about the market per se and more about the deal you're able to find in my opinion.

Whoever gives me the most business and has an excellent close record will first be presented with off-market opportunities.