Be mindful that there are rules that the lenders want you to check off.Furthermore, there are other rules on the tax side where you want to normally be under to get the most tax benefits.The magic number in both instances is '14 days'Lenders want you to stay atleast 14 days to meet the secondary home requirement.The tax accountant normally wants you to stay less than 14 days or 10% of the days it was used as a rental to treat it as a rental and not as a personal residence.Best of luck!

Everything in tax depends on the personal situation. 

Quote from @Bill Hampton: @Brandon MorganAn LLC will not reduce your taxes.

Do you not have taxes?

The taxes are higher, the properties are older, however we account for those issues.

However, the beneficiary interest is not a disclosed matter re the trust.You need to check any tax concerns with your tax professional.Stay safe out thereAlan

Additionally, high-income earners with modified adjusted gross income (MAGI) over $250,000 (married filing jointly) may be subject to the 3.8% Net Investment Income Tax (NIIT).For 2025, bonus depreciation is at 40%, so consider leveraging it for eligible property assets like appliances or fixtures to accelerate deductions.

It's very disingenuous to blame the overall poor performance on Covid and not even mention the property tax expense issue.

There is an offer to buy but if I include everything I've spent over the years, mortgage P&I, taxes, insurance, HOA, and recent repairs, I will just break even.

Since you're focusing on affordable markets in the Midwest and South, it’s important to verify rental demand, property taxes, and local landlord laws.