Sarasota is a rental property market. Between long-term rentals, seasonal snowbird properties, and short-term vacation rentals on Siesta Key and Longboat Key, thousands of property owners are generating rental income. Many of them are not reporting it correctly.

Unreported Rental Income

If you rent through Airbnb, VRBO, or a property management company, those platforms report your gross rental income to the IRS on Form 1099-K. If your tax return does not include matching rental income, you will hear from the IRS. This is automated matching. It catches everyone.

Depreciation Mistakes

Rental property must be depreciated over 27.5 years for residential property. Some landlords forget to claim depreciation entirely. Others claim it incorrectly. Here is the catch: when you sell the property, the IRS recaptures depreciation whether or not you actually claimed it. You might as well take the deduction every year.

The Short-Term Rental Trap

If your average rental period is seven days or less, the IRS considers it a business rather than a passive rental activity. Different rules apply for loss deductions, self-employment tax, and material participation. Many Sarasota vacation rental owners do not realize their tax treatment changes based on the average rental period.

Rental property taxation is more complex than most people realize. Get it right from the start and you save money every year. Get it wrong and the IRS will eventually notice.

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