@Ben Cochran I hope you have factored STR tax savings into your cashflow and ROI as it can be significant.Leveraging equity to purchase a short-term rental (STR) in Tampa Bay can diversify your portfolio and potentially generate strong cash flow, but it also increases your financial risk.While your properties hold significant equity, adding debt from HELOCs or a DSCR loan could strain your finances if STR performance fluctuates or costs rise.

This isn't merely about replacing your current income—it's about creating an income stream that sustains your lifestyle indefinitely.

Once again, the loss of the compounding factor by concentrating on my personal home rather than an investment was significant. 

You have a good point about the hassle factor though. 

Many people just ask the rates because that is the probably the only factor they know, so it's important educate them how several factors can also influence the rates.

That can be the determining factor on if you have a good buyers agent. 

They got Jared a policy that ran around $4,100 a year, which wasn’t exactly pocket change, but it felt like a workable number once he factored in the premium he could charge per night.

Quote from @Addy Chupa: When analyzing deals, I usually include a 5% vacancy factor and 5% repair factor based on annual rent.

Market fundamentals and economic factors seem strong and promising.

That’s before factoring in utilities or each personal situation.