I personally don’t like either  and don’t trust all tenants to use appropriately.

If we are not willing to educate ourselves then it makes it harder to educate others and appropriately mange them . 

I'm only a pita when appropriate it's to be..   

There's not any (to my knowledge) Jacksonville wide STR regulations.  

There's also growing regulation risk for the investor, thanks to the hospitality lobby convincing local Karens and pearl clutching city officials that short term rentals are nothing but drunk college kids and constant crime. 

I had 2 STRs during Covid and they were both slammed with people wanting to get out of the big cities with the hordes of people, and away from all the mask regulations, restaurant closures and all that.

Outfit the space as turnkey for an appropriate business (smoothie shop, dry cleaning substation, etc.) and sell the “business” with a small down payment, receiving a monthly payment for the business payoff + rent/3.

Additionally, for rate-term refinances, many DSCR lenders have no seasoning requirements at all.Easier qualification: DSCR lenders have much lighter qualification requirements than conventional or portfolio lenders, such as no DTI, income verification, or tax return hurdles that can slow down or disqualify loansFlexibility: While conventional and bank lenders are heavily regulated and follow standardized rules, DSCR lenders have much more flexibility and control over their guidelines.

@Salvatore Spano Yes, some LLCs are exempt from submitting Beneficial Ownership Information (BOI), such as large operating companies with over 20 employees and $5 million in gross receipts and certain regulated entities like banks or insurance companies.

@Alex P.Here's a few references to start that may help you to find the answer to your question: Treasury regulation §301.7701-(3)(b)(1)IRS Private Letter Rulings 9807013, 200732012 and 201216007If you need help finding these or interpreting them, as well as knowing how reliable they are for you to use for your own taxes, consult a tax professional.