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Short-term vs long-term rentals: two different tax worlds

The short answer

The same house produces very different tax results depending on how you rent it. Long-term rentals: passive by default, 27.5-year depreciation, no self-employment tax, simple. Short-term rentals: potentially non-passive losses (the STR loophole), often 39-year building depreciation, possible self-employment tax if you provide hotel-like services, plus occupancy taxes and permits. Neither is "better" — they fit different investors, and the choice is worth modeling before you list.

The comparison that matters

  1. Loss treatment: LTR losses are passive unless you have REPS; STR losses can be non-passive with material participation alone.
  2. Depreciation life: LTR buildings at 27.5 years; transient-use STRs often at 39 — making cost segregation proportionally more valuable for STRs.
  3. Self-employment tax: LTR rents are exempt; STR income joins Schedule C and SE tax only if you add substantial services.
  4. Compliance load: STRs add occupancy taxes, local permits, and (in cities like Los Angeles) registration rules that belong in the underwriting.
  5. Exit and conversion: both can 1031; both face recapture; switching a property between modes changes its tax profile mid-life.

A worked example

Same $700,000 property, two strategies, a high-W-2 owner, year one with a cost seg study:

Year-one after-tax picture (illustrative)

LTR: cash flow $14,000; loss suspended as passive$0 current deduction
STR (self-managed, avg stay 5 nights): loss non-passive$120,000 deduction
STR federal tax saved at 35%$42,000
STR added costs: furnishing, turnover, occupancy tax, hoursreal and recurring
The difference is the owner's hours, not the house—

Illustrative only — in year five the comparison can invert as depreciation thins and management fatigue arrives. Model both.

Common mistakes

The expensive mistake is choosing by Instagram instead of by tax position. STR economics without the STR tax benefits is just a harder job.

Frequently asked questions

Which pays less tax — short-term or long-term rental?

Neither, categorically. Long-term rentals are simpler and avoid self-employment tax; short-term rentals can unlock non-passive losses and bigger depreciation plays but carry more compliance. The answer is your income, hours, and market — it's a modeling question.

Why would my STR depreciate over 39 years instead of 27.5?

Property used on a transient basis can be classified as nonresidential for depreciation, moving the building from 27.5-year to 39-year life. Cost segregation matters even more in that case.

When does Airbnb income owe self-employment tax?

When you provide substantial services — hotel-like offerings such as meals, daily housekeeping during stays, or concierge services. Standard cleaning between guests generally doesn't cross the line.

What about the 14-day rule?

Rent your home 14 days or fewer in a year and the income is entirely tax-free and unreported — the same §280A(g) rule behind the Augusta strategy. Cross 14 days and normal rental taxation applies.

Deciding how to rent a property?

We'll model both structures on your actual income and hours — deduction value, SE-tax exposure, and compliance load — so the listing strategy is a decision, not a default.

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