Short-Term Rental Regulations
in Oakland, FL

Airbnb listings are allowed in Oakland, FL, but with restrictions. Short-term rentals are restricted to specific zoning districts (C-1, C-2, C-3, I-1A, I-1/I-5, I-2/I-3, I-4, and R-3 for single-family transient rentals). Occupancy is limited to two persons per bedroom plus two additional persons, and a minimum of two off-street parking spaces is required. ADUs are prohibited for use as STRs, and quiet hours/no-signage rules apply. A permit is required before you can host. These rules apply to all short-term rental platforms (Airbnb, Vrbo, Booking.com, etc.) — not just Airbnb specifically. See the official source linked on this page for full requirements. Last verified 2026-05-14.

Short-term rentals are restricted to specific zoning districts (C-1, C-2, C-3, I-1A, I-1/I-5, I-2/I-3, I-4, and R-3 for single-family transient rentals). Occupancy is limited to two persons per bedroom plus two additional persons, and a minimum of two off-street parking spaces is required. ADUs are prohibited for use as STRs, and quiet hours/no-signage rules apply.

Yes, a permit is required to operate a short-term rental in Oakland. 1) Apply online via the Orange County permit portal (myoceservices.ocgov.com) and complete the Short-Term Rental Permit Application. 2) Submit required documents including a floor plan, letter describing operations, proof of ownership, and a blank lease agreement. 3) Obtain Director approval and renew the permit every two years.

1) Apply online via the Orange County permit portal (myoceservices.ocgov.com) and complete the Short-Term Rental Permit Application. 2) Submit required documents including a floor plan, letter describing operations, proof of ownership, and a blank lease agreement. 3) Obtain Director approval and renew the permit every two years.

Vrbo is permitted in Oakland, FL under the same restrictions that apply to Airbnb — local rules govern the rental itself, not the specific platform. You must hold a valid permit before hosting on Vrbo. Last verified 2026-05-14.

Short-term rental hosts in Oakland 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 Oakland. STR rules change frequently — verify the current requirements with the city or county before listing, using the official source linked on this page.