Short-Term Rental Regulations
in Winter Park, FL

No — Airbnb-style short-term rentals are not allowed in Winter Park, FL. The City Code (Sec. 58-71(aa)) states 'the rental, use or occupancy of any residential dwelling for less than one month shall be prohibited.' This prohibition applies to residential dwellings citywide without listed exceptions for hosted rentals. The ban applies to all short-term rental platforms (Airbnb, Vrbo, Booking.com, etc.), not just Airbnb. See the official source linked on this page for full requirements. Last verified 2026-05-14.

The City Code (Sec. 58-71(aa)) states 'the rental, use or occupancy of any residential dwelling for less than one month shall be prohibited.' This prohibition applies to residential dwellings citywide without listed exceptions for hosted rentals.

No permit is currently required to operate a short-term rental in Winter Park.

No. Because Winter Park, FL prohibits this type of short-term rental, the ban covers Vrbo just as it covers Airbnb and Booking.com — switching platforms does not change the legal status. Last verified 2026-05-14.

Short-term rental hosts in Winter Park are typically responsible for lodging, occupancy, and applicable sales taxes — these usually apply even where hosting is allowed without a permit. Rates and remittance rules vary by jurisdiction (state, county, and city can each levy a share); confirm the current rates with the official source linked on this page. Platforms such as Airbnb and Vrbo collect some taxes automatically, but the host remains liable for any not collected on their behalf.

We are not currently tracking any recent short-term rental ordinance changes for Winter Park. STR rules change frequently — verify the current requirements with the city or county before listing, using the official source linked on this page.