Current permit-cap status, minimum-stay requirements, owner-occupancy rules, and jurisdiction breakdown for short-term rentals in Orlando / Kissimmee. Every field is cited to a primary source below. Always verify the specific parcel with the operating jurisdiction before writing an offer.
City of Orlando bans whole-home STRs under 30 days and requires host presence; adjacent Osceola County (Kissimmee, Davenport) permits vacation rentals in specific STR planned-development districts with registration and tax.
Have a specific property in mind? Analyze it with a $99 report →The distinction between 'Orlando' as a metro and the City of Orlando is decisive. Inside city limits, Orlando Code Chapter 58 Part 5B(19) requires the owner to be a full-time resident physically present during any 1-29 day rental and limits rented bedrooms to half the total - whole-home Airbnb is effectively banned. Unincorporated Orange County generally prohibits STRs under 30 days in residential zones. The buyable STR product is in Osceola County (Kissimmee, Davenport, Reunion, ChampionsGate) within Short Term Rental Planned Development (STRPD) districts, which require a county STR license, a Business Tax Receipt, and collection of 13.5% combined state sales + tourist development tax. Verify STRPD designation on parcel before writing an offer.
Short-term rentals in Orlando / Kissimmee are classified as mixed as of 2026-08-16. City of Orlando bans whole-home STRs under 30 days and requires host presence; adjacent Osceola County (Kissimmee, Davenport) permits vacation rentals in specific STR planned-development districts with registration and tax.
No. No numeric cap in either jurisdiction; City of Orlando restricts by structural rule (host present, half of bedrooms max). Osceola County restricts by zoning district (STRPD).
The primary source does not specify a minimum stay for short-term rentals.
Orlando / Kissimmee has an unclear owner-occupancy requirement per the primary source owner-occupancy for short-term rental operators as of 2026-08-16. Verify the specific parcel with the operating jurisdiction before offering, as owner-occupancy rules interact with zoning overlays.
Contact the operating jurisdiction directly using the primary-source links published on this page. Zoning, HOA restrictions, and pending regulatory changes are parcel-specific and can override the citywide profile above. DepreciMax's $99 property report separately sizes the Year-1 §168(k) bonus depreciation deduction for a specific address, once regulatory clearance is confirmed.
Once you've verified the regulatory profile of a listing you're considering, run a $99 DepreciMax property report to size the actual Year-1 §168(k) bonus depreciation deduction. The report analyzes the listing photos to classify finishes as 5-year personal property, 15-year land improvements, or 39-year structural — producing a line-item estimate closely calibrated to a formal cost seg study.
Use the DepreciMax STR Regulations Database for the full top-50 market fleet — every market cited to a primary jurisdiction source, updated quarterly.
Not legal or tax advice. Short-term rental regulations change frequently and vary by parcel, zone, and HOA. The information on this page is a summary of publicly available primary sources as of 2026-08-16. Before acting — buying, listing, or operating a short-term rental in Orlando / Kissimmee — verify current rules with the operating jurisdiction and consult a local attorney and CPA.