There are 24 municipalities in Pinellas County, not including the unincorporated areas.Unincorporated Pinellas County is super-simple for STR (and obviously anything longer term), and would probably be your best bet.

I'm betting on demand increasing when rates go back down, which will only drive prices upward. 

You bet man.

@Deepak C.you can use Turbo tenant to find tenants, going through a PM company is going to be your best bet for management - most will want 8-10% of the rents. 

For STRs, i always bet on it being outlawed at some point so most are underwritten as LTRs, no to low leverage, and/or we view as a family second house.

If not, DSCR would likely be your best bet.

That’s the best bet.

Commercial is your best bet (rates are actually closer to 7-8%) or you can have a loan against your other assets such as brokerage, retire accounts, or a group LOC for your other properties.

Might not be 100% safe but it seems like a pretty sure bet

Yet if the numbers were to far exceed the proforma, you can bet they wouldn't be willing to give you any of that money back. :-)I wonder if you could take another actual cabin and do a 5 year example of ownership on the actuals for that cabin and then put that those numbers can't be used as a guarantee for any other cabin's future returns.