Without the loophole, can a rental
still beat the index?
Most short-term-rental content sells the seven-day carve-out. But you have a day job, you don't want to babysit guests, and your household income is over the passive-loss cliff. Here's whether a long-term rental still pencils out at your tax bracket — over a 5- or 10-year hold — against an S&P 500 buy-and-hold.
What a long-term rental actually does for you
You buy a rental property. Tenants sign a year-or-longer lease. Their rent covers your mortgage, taxes, insurance, and basic maintenance — with a bit left over.
The IRS lets you deduct depreciation. On a $300,000 property, that's about $8,000 a year of paper expense — money that lowers your taxable rental income on the books.
The catch. Rental losses are normally "passive" and can't lower your salary tax. A $25,000 special allowance for active landlords phases out between $100,000 and $150,000 of household income, gone entirely above that. Above the cliff, paper losses simply carry forward — they sit on a shelf until you sell the property, then release against the gain.
What still works. Even when the loss doesn't help your salary tax bill, the cash you receive is largely tax-free for the first decade. Your $250-a-month cash flow shows up as roughly zero on Schedule E — depreciation + interest + operating expenses cancel out the rent. Meanwhile your tenant pays down the loan and the property appreciates. Equity grows three ways at once.
For tax pros: §469(i) (the $25,000 allowance), §469 generally (passive-loss rules), 27.5-year SL on residential rentals, §469(g)(1) (release on fully taxable disposition). Plain-language entries in the glossary.
What it looks like at your bracket
A worked example for a real scenario the tool models in full. Your numbers will be different; this is just to show the shape of the math.
The depreciation deduction shields the rent from income tax during the hold. You receive cash, but the books show roughly zero net income. (Recapture comes due at sale — see "the catch" below.)
Both numbers are after taxes — federal capital-gains tax, state tax, the 3.8% net-investment-income surtax, and (for the rental) the recapture you owe at sale on all that depreciation you took along the way. Same starting equity ($75,000), same hold period, same tax bracket. The rental wins on a combination of tax-free cash flow during the hold, forced equity buildup as the tenant pays down the loan, and 3%/year appreciation on the property value.
The catch
Long-term rentals are slower magic than the short-term-rental loophole. Four ways the math turns on you:
Short-term rentals can bypass the $150K cliff
If you're open to a short-term-rental property — beach condo, ski cabin, urban Airbnb — the IRS treats it as a small business rather than a passive rental. If you also materially participate (typically 100+ hours and more than your cleaner or co-host), losses become non-passive. Combined with cost segregation and 100% bonus depreciation, a single property can generate a six-figure year-one paper loss that does offset your salary income. Different work profile, different tax outcome, different audience.
See the short-term-rental loophole math →Built by a 2-person team who wants objective, cold, hard math.
We don't sell properties. We don't sell courses. We don't take referral fees. The output is one printable page you can take to your accountant — not a buy / no-buy verdict. The model handles passive-loss rules, the short-term rental loophole, the real-estate-professional rule, cost segregation, bonus depreciation, vacation-home limits, the three main exit strategies (sell, like-kind exchange, hold to inheritance), and a side-by-side after-tax comparison against an S&P 500 index fund held over the same number of years.
Independent — we don't sell courses or take referral fees. Estimates only. RE-Invest is not a licensed accounting, tax, or investment advisory service. The numbers above are illustrative — verify your own scenario with a licensed CPA before acting. Tax law changes; what works in 2026 may not work next year.