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Downtown Kissimmee, FL
Generally Investor Friendly
Local STR Agent

This guide consolidates local, county, and state-level requirements that apply to short-term rentals in Downtown Kissimmee (City of Kissimmee), with an emphasis on what investors must do to operate legally. It is written for investors, operators, and property managers who need a clear, actionable roadmap.
Yes—short-term rentals are allowed in Kissimmee, but only in specific zoning districts and only with the proper approvals and tax registrations. Kissimmee defines short-term rentals as residential dwellings rented for fewer than 30 days and regulates them under its zoning and development ordinances. STRs are permitted by conditional use in certain residential and mixed-use zoning categories, notably RB-, RB-2, RC-1, and RC-2. Downtown properties that fall within one of these eligible districts can proceed with permitting; properties outside these districts are not eligible for STR operation as of this writing. Because Downtown Kissimmee includes a mix of zoning, the very first step is to confirm that the subject parcel is in an STR-eligible zone. If it is, you must then obtain a conditional use permit, complete a safety/compliance review, and secure a Short-Term Rental Business Tax Receipt before collecting guests or revenues.
The following process is designed for Downtown Kissimmee investors who want to launch an STR legally and avoid costly enforcement. Treat this as a gate-by-gate roadmap; do not list or collect funds until all steps are complete.
City of Kissimmee
Osceola County
State of Florida
Practical safety standards (operational guidance; confirm scope at permitting)
City of Kissimmee
Osceola County
State of Florida
Operational considerations
Use the following agencies for permit and tax matters. Where email is not listed on the source pages, visit the referenced websites or call the main lines for assistance.
City of Kissimmee (Permits, Planning & Zoning, Code Enforcement)
Osceola County Tax Collector (Transient Occupancy Taxes)
Florida Department of Revenue (State Sales Tax)
Note on contacts
This guide reflects City of Kissimmee requirements and Osceola County and State of Florida obligations that apply to short-term rentals. The regulatory landscape can change, and individual properties can have unique constraints. Always confirm current requirements with the City and County contacts listed above and, if needed, consult legal counsel familiar with Kissimmee zoning and STR operations.

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