STR TAX STRATEGY ANALYZER

This tool models the federal and state tax economics of a short-term rental investment over a user-defined hold period, including: § 469 material participation analysis, the § 461(l) excess business loss limitation, § 172 NOL carryforward with the 80% limitation, federal and state-level depreciation (including the OBBBA-restored 100% bonus depreciation under § 168(k) for property acquired and placed in service after January 19, 2025), sale-year recapture and capital gain treatment, and an after-tax internal rate of return.

This tool is informational only. Material participation, eligibility for the § 1.469-1T(e)(3)(ii) short-term rental exception, and the calculation of cost segregation reclassification are fact-specific determinations that depend on the particular facts and circumstances of each matter, the engineering basis for any cost segregation study, and the proper application of multiple loss-limitation rules. The tool produces an estimate based on simplifying assumptions and the inputs provided. Specific facts may produce a different result. Engage qualified counsel before any investment decision.

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Pre-fill a typical scenario, then adjust inputs to match your situation

1Per Se Passive Analysis — Reg. § 1.469-1T(e)(3)(ii) & § 469(c)(7) REPS

Under § 469(c)(2), a "rental activity" is per se passive regardless of the taxpayer's participation. The first inquiry is whether the activity falls outside the definition of "rental activity" under one of the six exceptions in Reg. § 1.469-1T(e)(3)(ii), or whether the taxpayer qualifies for Real Estate Professional Status under § 469(c)(7). If either path is satisfied, the activity is analyzed under the general material participation framework in Step 2 rather than as a per se passive rental.

Average period of customer use determines applicability of Exceptions (A) and (B). Compute as total days rented ÷ number of distinct customer rentals during the year.
Reg. § 1.469-1T(e)(3)(iv): hotel-like services beyond what a long-term lease tenant would expect. Required for Exception (B) if period is 8–30 days.
Reg. § 1.469-1T(e)(3)(v): services where the rental use is incidental to receiving services (e.g., hospital room, B&B). Triggers Exception (C) regardless of average period.
Reg. § 1.469-1T(e)(3)(vi): rental income ≤ 2% of the lesser of unadjusted basis or FMV, or property held for sale primarily and rental is incidental. Triggers Exception (D).
Reg. § 1.469-1T(e)(3)(ii)(E): property used by multiple customers concurrently during business hours. Triggers Exception (E).
Reg. § 1.469-1T(e)(3)(ii)(F): property provided for use in a non-rental activity conducted by a partnership, S corporation, or joint venture in which the taxpayer owns an interest. Triggers Exception (F).
REPS converts a rental activity to a non-passive activity if the taxpayer (or spouse on a joint return) materially participates in the specific rental activity. For W-2 earners, the >50% test is generally not satisfied.

2Material Participation — Reg. § 1.469-5T (Seven Tests)

If Step 1 establishes that the activity is not per se passive (one of the six exceptions applies, or REPS is established), the taxpayer must materially participate in the activity to claim losses against non-passive income. Reg. § 1.469-5T provides seven independent tests; satisfying any one is sufficient.

A full-service property manager will generally exceed any individual owner’s hours, defeating Test 3.
Hours spent on rental management, cleaning, guest communication, supply runs, maintenance, listing management, etc. Must be contemporaneously documented. Used in Tests 1, 3, 4, and 7.
Hours of the property manager, co-host, cleaning crew member, contractor, etc. — the single individual who spends the most time (not the aggregate). Used in Tests 2 and 3.
A "Significant Participation Activity" is one in which the taxpayer participates 100+ hours but does not materially participate. Enter the SUM of hours across all such other activities. Used in Test 4 (sum of SPA hours > 500).
Reg. § 1.469-5T(a)(5): satisfies material participation regardless of current year hours. Especially useful for taxpayers who have stepped back from a long-held activity.
Reg. § 1.469-5T(a)(7) + (b): 100-hour floor required, plus a facts-and-circumstances showing of regular, continuous, and substantial participation. Management work that is incidental and limited to a few hours is generally insufficient.
The seven tests of Reg. § 1.469-5T at a glance. Test 1: 500+ hours in current year. Test 2: Taxpayer's participation is substantially all of the participation by anyone. Test 3: 100+ hours and not less than any other individual. Test 4: Significant participation activity (100+ hours, non-MP) + total SPA hours across all SPAs > 500. Test 5: Material participation in any 5 of prior 10 years. Test 6: Personal service activity, MP in any 3 prior years — real estate is excluded from "personal service activity," so this test is generally not available for STR/LTR taxpayers. Test 7: Facts and circumstances with 100-hour floor.

3Property Information

Purchase price and basis allocation. Land is not depreciable; allocate land at acquisition based on assessor records, appraisal, or comparable land values.

Title, escrow, transfer taxes, lender fees that are capitalized rather than deductible. Typical range: 2–5% of purchase price.
Typical range: 15–25% for residential, higher for premium-location properties.
Portion of total purchase price reclassified to 5-, 7-, or 15-year MACRS property by a qualified cost segregation study. (Land is excluded from depreciation; this percentage applies to the total acquisition cost as the marketing and engineering convention.)
The reclassification percentage is determined by the engineering analysis of a qualified cost segregation study and varies substantially based on factors including: property type (single-family vs. condo vs. townhome vs. multifamily), level of furnishing and FF&E, presence of a pool/spa/jacuzzi, paver/stamped concrete driveway, dock or waterfront features, landscape complexity (including hardscape/irrigation), interior finish level, mechanical/electrical/plumbing density, and degree of personal-property components. Expressed as a percentage of total purchase price: residential STRs with significant FF&E and hardscape commonly fall in the 20–30% range; bare-bones residential properties may see 12–18%; commercial-character properties (medical office, restaurant, hotel-like) may see 25–35%+. The actual percentage requires an engineering-and-tax-professional study. The default value (20%) is illustrative only.

4Property Operations

Net Operating Income (NOI) from rental operations. NOI grows 3% annually in the model. Choose your input method based on the precision you want for STR vs. LTR economics.

Cap Rate — Simpler. Enter expected NOI as % of purchase price (typical STR cap rates: 5–7%; typical LTR cap rates: 4–6%).
Gross Rents + OpEx — More precise. Enter gross annual rents and operating expense ratio. Recommended for STR analysis because operating costs run materially higher (cleaning between guests, listing platform fees, supplies, higher utilities) than for long-term rentals.
Year 1 NOI = Purchase Price × Cap Rate. Typical STR cap rates: 5–7% in vacation markets. Typical LTR cap rates: 4–6% in major metros, higher in tertiary markets. Distinct from mortgage rate.

5Financing

Mortgage parameters. The model assumes a fixed-rate loan with monthly amortization over the term. The cap rate is assumed equal to the mortgage rate (a simplifying assumption that produces NOI = property value × rate, before debt service).

Typical investment property minimums: 20–25% (conventional) or 20–30% (DSCR).
Enter your rate, or use the estimator below.
Estimate My Rate

6Taxpayer Profile

Filing status, tax year, and income profile. Year affects the § 461(l) threshold ($313K/$626K for 2025; ~$256K/~$512K for 2026 due to the OBBBA reset).

2026 has a lower § 461(l) threshold than 2025 due to OBBBA reset.
Wages are non-business income for § 461(l). Wages do not increase the loss-utilization threshold.
Schedule C, K-1 ordinary business income, etc. Positive amounts absorb rental loss before the § 461(l) threshold cap; negative amounts increase the aggregate business loss subject to § 461(l).
Portfolio income such as interest, non-qualified dividends, short-term capital gains. Taxed at ordinary rates and subject to NIIT (3.8%) above thresholds.
Taxed at preferential rates (0%/15%/20%) bracketed against your other ordinary income, plus NIIT (3.8%) where applicable.
Determines state-level depreciation and tax conformity.
How federal tax is computed. The model computes federal income tax on your inputs using the actual 2026 IRS tax brackets (per Rev. Proc. 2025-32) and the standard deduction for your filing status ($16,100 single / $32,200 MFJ / $24,150 HoH). Federal tax savings are the difference between baseline tax (without the rental loss) and after-rental tax (with the rental loss applied subject to § 461(l) and § 172). The effective and marginal rates produced by your inputs are displayed in the results section.

Itemized deductions, exemptions, and credits are not modeled. If you itemize (mortgage interest on your primary residence, charitable contributions, SALT up to $40,400 for 2026, medical above 7.5% AGI, etc.) or claim significant credits (child tax credit, dependent care, education, etc.), your actual federal tax may be materially lower than this model shows. The simplification is intentional — itemized deductions are taxpayer-specific and would require many additional inputs — but it means tax savings figures should be interpreted as a marginal-cost analysis of the rental investment, not an absolute prediction of total tax owed.

7Hold Period & Modeling Assumptions

Hold period determines when the property is sold and IRR is computed. The model assumes 3% annual escalation on rents, expenses, and property value, and 7% selling costs at exit.

OBBBA permanently restored 100% bonus for property acquired after Jan 19, 2025.
Used for property value at sale and IRR computation.
Drives NOI growth (cap rate mode) or gross rent growth (gross rents mode).
Applied only in Gross Rents + OpEx mode. Insurance and property taxes have outpaced general inflation in many STR markets.
Brokerage commissions, transfer taxes, and closing costs at sale. Typical range 5–8%; default 7%.
Sensitivity Analysis
How Returns Vary With Your Assumptions
Pick two variables to vary; the grid shows the selected metric across the parameter space. The "YOU" cell marks the location closest to your inputs. Use this to identify whether your scenario is in a stable region or near the edge of a cliff — small assumption errors near the cliff can flip the outcome.
Reading the heat map. Green cells indicate favorable outcomes for the selected metric; red cells unfavorable. The "YOU" marker shows the cell closest to your inputs. All other parameters in the calculation engine are held at your input values; only the X and Y axes vary across cells. The grid uses 5 values per axis (25 cells total), each computed by running the full calculation engine. This sensitivity analysis is intended to surface assumption fragility, not to predict outcomes. Engage qualified counsel to validate the inputs that matter most for your specific scenario.

Summary Metrics

Multi-Year Projection

Sale-Year Tax Analysis

METHODOLOGY How is this calculated? — tap to expand
Federal Income Tax

Federal income tax is computed using the actual 2026 IRS tax brackets (Rev. Proc. 2025-32) and the standard deduction for the selected filing status ($16,100 single / $32,200 MFJ / $24,150 HoH). Itemized deductions, exemptions, and credits are not modeled. Tax savings are computed as the difference between baseline tax (no rental loss) and after-rental tax (rental loss applied), subject to § 461(l) and § 172.

§ 469 Passive/Non-Passive Analysis — Two-Step Framework

The tool implements the § 469 analysis as two distinct inquiries. Step 1 (Per Se Passive Analysis) evaluates whether the activity falls within the definition of a "rental activity" under § 469(c)(2) and Reg. § 1.469-1T(e)(3)(i), or whether one of the six exceptions in Reg. § 1.469-1T(e)(3)(ii) applies: (A) average use ≤ 7 days; (B) average use 8–30 days with significant personal services; (C) extraordinary personal services regardless of period; (D) incidental rental; (E) defined business hours / nonexclusive use; or (F) property used in a non-rental activity of a passthrough entity in which the taxpayer owns an interest. The Real Estate Professional Status path under § 469(c)(7) is a separate route out of per se passive treatment that requires the qualifying spouse to materially participate in the specific rental activity. Step 2 (Material Participation) runs all seven tests of Reg. § 1.469-5T: (1) 500+ hours; (2) substantially all of the participation; (3) 100+ hours and not less than any other individual; (4) significant participation activity with total SPA hours > 500; (5) MP in 5 of prior 10 years; (6) personal service activity (real estate excluded); (7) facts and circumstances with 100-hour floor. Satisfying any one test establishes material participation. The activity is non-passive only if BOTH steps are satisfied: Step 1 escape from per se passive AND Step 2 material participation.

Depreciation — Federal vs. State

Federal depreciation uses 27.5-year straight-line MACRS for the building shell and 5-year MACRS for the cost segregation reclassification (with half-year convention) and applies the user-selected bonus depreciation rate to the reclass in year 1. State depreciation diverges where states decouple from § 168(k); the tool maintains conformity rules for all 51 jurisdictions (50 states + DC) and applies regular MACRS to states that do not conform to bonus. Where states have specific decoupling schedules (e.g., § 179 caps, additional first-year depreciation rules), those are modeled to the extent practicable.

§ 461(l) Excess Business Loss Limitation

For 2026, the § 461(l) threshold is $256,000 (single, HoH, MFS) / $512,000 (MFJ) (post-OBBBA reset, indexed). Rental losses in excess of the threshold are disallowed in the current year and converted to a Net Operating Loss carryforward under § 172. The 80% NOL absorption cap is applied to subsequent years; some states decouple from § 172 (e.g., CA NOL suspension through 2026, NJ no individual carryforward, PA 40% cap, MN 70% cap, AR full deduction allowed). The model reflects these state-level variations.

Sale-Year Recapture and Capital Gains

At sale, depreciation is recaptured under § 1245 (personal property and qualified improvements from the cost segregation reclass) and § 1250 (building shell). § 1245 recapture is taxed at the taxpayer's marginal rate using bracket-walking; § 1250 unrecaptured gain is taxed at the maximum 25% rate; long-term capital gain is taxed at 0%, 15%, or 20% based on the combined taxable income.

§ 1411 Net Investment Income Tax

NIIT is applied at 3.8% on the long-term capital gain portion and the § 1250 unrecaptured portion of the sale. The model does not include a granular AGI threshold test for NIIT (which begins at $200K single / $250K MFJ); for high-income taxpayers utilizing this strategy, the threshold is typically exceeded and NIIT applies in full. NIIT does not apply to operating rental losses where the taxpayer materially participates under § 469 (the activity is non-passive for § 1411 purposes when material participation is established).

State Treatment of Capital Gains

State capital gains treatment varies materially. 33 jurisdictions tax LTCG as ordinary income at full state rates; 3 apply a preferential rate (HI 7.25%, MA 5%, MT 3.9%); 6 provide a partial exclusion (AR 50%, NM 40%, ND 40%, SC 44%, VT 40%, WI 30%); WA imposes a 7% tax above $262K/$524K but generally exempts real estate sales under RCW 82.87. 9 states impose no state income tax (AK, FL, NV, NH, SD, TN, TX, WA, WY) and produce no state tax at sale. State conformity reflects information current as of May 2026.

After-Tax IRR

IRR is computed on the levered after-tax cash flows: initial equity outlay (down payment plus closing costs) as the year-zero negative, annual after-tax cash flow (operating cash flow plus federal and state tax savings) for years 1 through hold period, and the final-year net sale proceeds (gross sale price less selling costs, less mortgage payoff, less federal and state sale tax) added to the year-of-sale cash flow. Solver uses bisection with 300 iterations.

Simplifications and Limitations
  • Partial-year sale. The model assumes full-year operations and end-of-hold-period sale. Actual transactions involve partial-year sale conventions (half-year / mid-month depreciation, prorated NOI and interest) that materially affect sale-year tax.
  • Cost segregation split. The reclassification is treated as predominantly 5-year MACRS property. A defensible study typically also identifies 7-year and 15-year property; the model does not split these.
  • Itemized deductions. Not modeled. If the taxpayer itemizes (mortgage interest, SALT up to $40,400, charitable, medical above 7.5% AGI), actual tax may be materially lower.
  • Selling costs. Default 7% covers brokerage, transfer taxes, and closing; the user can edit this in Step 6.
  • Single property, single hold. The model does not handle § 1031 exchanges, refinancing during the hold period, partial dispositions, or multi-property portfolios.

Important. This tool produces estimates based on simplified assumptions and the inputs provided. Material participation under § 469, the § 1.469-1T(e)(3)(ii) short-term rental exception, real estate professional status under § 469(c)(7), the § 461(l) excess business loss limitation, the § 172 NOL carryforward rules, the cost segregation reclassification percentages, federal and state depreciation conformity, sale-year recapture under § 1245 and § 1250, the § 1411 net investment income tax, and state-level tax treatment all involve fact-specific determinations that this tool does not and cannot fully model. Specific facts and circumstances may produce a different result. The model assumes annual periodicity (full-year operations and end-of-hold-period sale); actual transactions involve partial-year sale conventions (year-of-sale depreciation under the half-year or mid-month convention, prorated mortgage interest, prorated NOI) that materially affect the sale-year analysis and that the model does not compute. The state conformity table reflects information current as of May 2026 and is updated periodically; users should verify state-specific rules before acting. The cost segregation reclassification percentage entered must be supported by a qualified engineering-and-tax study to be defensible on examination. Reading or using this tool does not create an attorney-client relationship with Donovan Legal PLLC or any of its attorneys. Engage qualified counsel before any acquisition, contribution, or other transaction in reliance on the projections produced by this tool.

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