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.

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. 

I would bet that the majority of real estate investors have an equity portfolio where they have no clue about what the companies that they hold do or how they make money.  

This translates to: they know they will make more with your money in stocks / & bonds long term.I know the allure of fixed / known income is appealing… but if you do the math I bet you will find that the historical average of the market outperforms what the insurance company is offering as the return on the  annuity.  

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.

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. 

Louisville seems to be becoming saturated with "luxury" apartments, so my guess is that the <$1000 rents are a solid bet.