Can I Airbnb in Kissimmee, FL? (2026)

Kissimmee restricts short-term rentals (stays under 30 days) to properties inside its Short-Term Rental Overlay (STRO) district that either sit in a planned development (SRPUD/MUPUD) approved for short-term rental use or obtain conditional-use approval in an eligible residential zone (RA-4, RB-1, RB-2, RC-1, RC-2); sub-30-day rentals elsewhere in residential districts are prohibited unless grandfathered. Operators must hold a Florida DBPR vacation-rental license and an annual city Short-Term Rental Business Tax Receipt ($50 per unit, expiring each September 30), and must self-remit Osceola County's 6% Tourist Development Tax because the county has no collection agreements with Airbnb or Vrbo. Always confirm current requirements with the city before operating.

What’s required: a Short-Term Rental Business Tax Receipt (plus Conditional Use approval where required by zoning) ($50) is required; occupancy taxes apply; renew annual.