I’ll see how the numbers work with very little off season occupancy and see what the mid term rental potential is during these months.

Big potential downside- both a selling and buying agent are involved here and I believe they're expecting their 3% each. 

I have a potential deal on the hook however, the property has been neglected by its previous and current owners and the current tenant isn't the cleanest.

Property owners in these areas can only advertise for monthly rentals and are not permitted to offer daily or weekly rentalsandIn March (2024): Florida lawmakers passed legislation granting the state more authority over short-term vacation rentals, potentially impacting local regulations. 

You have to weigh the benefit of the insurance claim payment versus potentially having your carrier cancel you and perhaps get black-balled by the insurance industry.

If you can be around there that's a great area, or if you are okay with being further out you can look in Buckey potentially or Queen Creek.

I specialize in STR & Co-living concepts, which I recommend for the highest rental income potential!

I paid my dues with years of door to door sales and til this day longer, relationship building type sales is my weakness but I do aim to get better and better.

Be certain you've fully evaluated your cash flow by doing a cash flow analysis.I leave it to you to confirm you've taken in consideration the following potential costs: CapEx, maintenance, property management, water, sewer, trash, vacancy, turnover, taxes, insurance, etc.

This means the buyer cannot write it off immediately but may recover the cost through depreciation over time.To maximize tax deferral, sellers should consider negotiating a price reduction instead of a repair credit to avoid potential taxable boot (excess cash retained).