💡 STR Tax Loophole Calculator

Calculate the STR tax advantages: 14-day rule, depreciation deductions, passive loss rules, and cost segregation Year 1 bonus. Know your tax position.

📍 Property Address (optional)
InputsYour Numbers
Property Details
Purchase Price / Value?
$
Land Value?
$
Annual STR Revenue?
$
Annual Operating Expenses?
$
Personal Use Days
Personal Use Days / Year?
Rental Days / Year?
Tax Situation
Your Tax Bracket %?
%
Material Participation??
Pro Forma: Cost Segregation
Cost Segregation Reclassification ($)?
$
As-Is AnalysisCurrent
Enter values to see results
STR Net Income
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rev minus expenses
Annual Depreciation
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27.5-yr schedule
Tax Benefit
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at your bracket
14-Day Rule Status
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personal use days
STR Tax Treatment
Annual STR Revenue--
Annual Operating Expenses--
Annual Depreciation (27.5yr)--
STR Net Income (Loss)--
Tax Impact at Bracket--
14-Day Rule & Passive Loss Rules
Personal Use Days--
14-Day Rule Status--
Rental Days / Year--
Avg Rental Period--
Loss Deductibility--
Pro FormaAfter Plan
Enter pro forma values
Year 1 Depr (w/ CostSeg)
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accelerated
Year 1 Tax Savings
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with cost seg
Additional Yr 1 Deduction
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vs standard schedule
Payback on CostSeg Study
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study costs ~$5K
Cost Segregation Impact (Year 1)
Standard Depreciation (27.5yr)--
Accelerated (CostSeg portion)--
Total Year 1 Deduction--
Year 1 Tax Savings--

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1
The 14-Day Rule
If you use the property personally for 14 days or fewer (or 10% of rental days, whichever is greater), it qualifies as a rental property for tax purposes -- not a personal residence.
2
Depreciation as a Tax Shield
STR properties generate depreciation deductions (27.5 yr for residential) that can offset your STR income or create a paper loss. Even with positive cash flow, you may show a tax loss.
3
Material Participation Matters
If you materially participate in the STR activity (500+ hours/yr, or 100+ hours as most active), STR losses can offset your W-2 or other active income. Otherwise, losses are passive only.
4
Average Rental Period Rule
STRs rented for average stays under 7 days are not considered rental properties by default -- they're a 'business.' This changes the passive activity rules significantly.
5
Cost Segregation for Year 1
A cost segregation study reclassifies property components (appliances, flooring, landscaping) as 5/7/15-year property, eligible for 60% bonus depreciation in Year 1. Often $40-100K in extra deductions.
6
Consult a CPA
STR tax rules are complex and change frequently. The loophole only works with proper documentation, time tracking, and consistent application. Work with a CPA who specializes in STR taxation.

The STR tax advantage combines several powerful provisions: the 14-day rule keeps the property classified as a rental (not a personal residence), depreciation creates paper losses even with positive cash flow, and for material participants, those losses can offset active income -- including W-2 wages.


The Short-Term Rental Loophole specifically refers to STR properties rented for an average of 7 days or less. Unlike traditional rental properties (which are per se passive activities), STRs under 7-day avg rental periods can be non-passive if you materially participate. This means losses offset any type of income.


This is a legitimate tax strategy used by high-income professionals (doctors, lawyers, executives) to offset W-2 income. But it requires careful documentation of hours, compliance with IRS rules, and guidance from a qualified tax professional. Do not attempt this without professional advice.