Kissimmee, Florida

Short-term rentals are permitted in Kissimmee, but only in specific places. Stays under 30 days are legal only in Short-Term Rental Overlay (STRO) districts, Short-Term Rental Planned Unit Developments, or residential zones RB-1, RB-2, RC-1 and RC-2 where STR use was approved during PUD creation or pre-STRO designation. Standard residential neighborhoods prohibit vacation rentals. Two STRO zones exist: a Western District near major attractions and an Eastern District near Florida’s Turnpike. Buyers must confirm zoning eligibility before purchase, since absence from the approved community list indicates STR prohibition.

A permit is required, and licensing has three layers. First, a Florida DBPR Vacation Rental License at the state level, required for any property rented more than three times a year for stays under 30 days. Second, an Osceola County and City of Kissimmee Local Business Tax Receipt. Third, a Conditional Use Permit may be required in certain residential zoning districts, involving Development Review Committee and Planning Advisory Board hearings. The permit cost is listed at $200 and renews annually.

The combined occupancy tax burden is 13.5%. No owner occupancy or primary residence requirement applies, and no annual night cap is published. Enforcement severity is rated minimal.

On recent changes, Florida CS/SB 280 (2024), which would have preempted local STR ordinances with a statewide framework, was vetoed by the Governor, so the local STRO rules remain intact. No Kissimmee specific amendments or new restrictions were identified for 2024 through 2026. Verify details with the city and county before buying.