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Is Airbnb legal in Kissimmee, Florida?

Legal with a city business tax receipt, no night cap. Kissimmee is one of the most investor-friendly STR markets in Florida. You need a city Short-Term Rental Business Tax Receipt at $50 per unit per year, plus a Florida DBPR vacation rental license. Many properties also need a Conditional Use Permit depending on the zoning district, so verify zoning before buying.

Showing the researched rules for Kissimmee, FL below. Type your Kissimmee address to jump to the verdict.

Legal with permit

Legal with a city business tax receipt, no night cap

Kissimmee is one of the most investor-friendly STR markets in Florida. You need a city Short-Term Rental Business Tax Receipt at $50 per unit per year, plus a Florida DBPR vacation rental license. Many properties also need a Conditional Use Permit depending on the zoning district, so verify zoning before buying.

Permit and costs

Permit
Short-Term Rental Business Tax Receipt
Issued by
City of Kissimmee
Cost
$50 per unit / year
Renewal
Annual, expires September 30

Key limits

Night cap
None
Zoning
Allowed only in approved districts, many need a Conditional Use Permit
Inspections
Fire inspection typically required for the city receipt
Local contact
County rules require a reachable local contact

Taxes

Osceola County tourist development tax
6%, remitted by the owner monthly
Combined guest tax stack
13.5% (6% state sales tax, 1.5% surtax, 6% tourist tax)

Registration checklist

  1. 1
    Verify the zoning
    Check with Kissimmee Planning and Zoning that the address allows short-term rentals and whether a Conditional Use Permit is required.
  2. 2
    Get the state license
    Apply for a Florida DBPR Division of Hotels and Restaurants vacation rental license for the unit.
  3. 3
    Get the city and county receipts
    Apply for the Kissimmee Short-Term Rental Business Tax Receipt and the Osceola County local business tax receipt, then register for the county tourist tax.

What could change this verdict

Your HOA
Master-planned resort communities often have their own minimum-stay, parking, and guest-registration rules that override city leniency.
County collects, platforms do not
Airbnb and Vrbo do not collect the Osceola County tourist tax, so you must remit the 6% yourself by the 20th of each month.

Sources

BNBCalc Kissimmee STR guide 2026 · Airbnb Kissimmee regulations summary

Rules researched October 2026. They change, so verify with the city before you buy.

Want this verified for your exact address?

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Verify before you buy. Rules change often and vary by zoning, HOA, and building type. This is a research starting point, not legal advice. Always confirm with the city's planning or business-license office before signing anything.