As mentioned seller credits are the best path as title insurance and taxes are pretty much fixed.

Once you have income hitting your taxes you can refinance and move there.4.

Accounting System with "Control" ChecksSoftware to manage revenues, expenses, payroll, and taxes, etc., and ability to verify receipts and transactions (the verification is done by upper management to check and validate the revenues and expenses)4.

Quote from @Jay Hinrichs: I invested in a winery/wedding venue at the end of 2023 because I needed a quick tax strategy and couldn't find a property fast enough.  

Are the tax savings worth all the hassle of STR.

@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.

(They both shrink your pool or buyers and combining them really shrinks the pool.)Assuming you don’t plan to do a 1031 exchange you’ll also pay higher taxes if you can’t spread them over two calendar years, but not much. 

Truthfully, I don't think a Capitalization Rate of 8% is terrible plus you'll have an appreciating asset along with the tax benefits.  

What are some pros that I can highlight from the seller’s perspective.Here are a few that I’ve come up with:1) monthly income at a higher interest rate;2) avoiding a larger tax bill by reducing the purchase price (on paper);3) a promissory note that they could potentially sell down the road.Any other major ones I am missing?

This makes a strong partnership agreement critical to protect your interests.Legal and Tax Implications: Consult with a real estate attorney to formalize your agreement and ensure compliance with local laws.4.