AIRBNB & SHORT-TERM RENTAL RULES

Kissimmee

,
Florida

Can you run an Airbnb or do rental arbitrage here? What the city requires: permits, taxes, safety rules and enforcement.

Updated
Oct 2, 2026
||
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ARBITRAGE VERDICT

Red light: under 30 days is barred in residential zones, with two overlay exceptions

The city code prohibits renting a dwelling for less than 30 days in a residential district, with two exceptions.[1] They are a planned unit development approved for short-term or time-share use and a conditional use in a residential district, both inside the short-term rental overlay or approved before it existed and still in effect.[1] New short-term rental developments need at least two acres and 12 dwelling units.[1]

Our verdict, based on the sources at the end of this guide.

AT A GLANCE
Non-owner-occupied
Only in some zones
Under 30 days is barred in residential districts, with two exceptions[1]
Who holds the permit
Not stated
The code requires applicable city, county and state licenses but doesn't say who applies[1]
City permit
State license $170 a year
Plus $50 for a new application,[2] and the city's tax receipt page lists no fee[3]
Permit cap
Zoning and project size
New projects need two acres and 12 units, and conversions need 80% of owners[1]
Lodging taxes
13.5%
6% state sales tax, 1.5% county surtax and 6% county tourist tax[4, 5, 6]
Stays of 30+ days
Outside city STR rules
The city defines short-term rentals as under 30 days,[7] but sales and tourist taxes reach stays up to six months[4, 6]

Kissimmee bars renting a dwelling for less than 30 days in a residential district, with two exceptions.[1] Both depend on the city's short-term rental overlay, or on an approval from before it that is still in effect.[1] New developments need at least two acres and 12 dwelling units.[1] The code also says applicable city, county and state licenses must be obtained.[1] Osceola County says it has no contract with Airbnb, Vrbo or other platforms, so owners and agents must collect its 6% tourist tax.[8]

01

Key requirements

Zoning check

Renting a dwelling for less than 30 days in a residential district is prohibited except in two cases.[1] One is a dwelling in a planned unit development (SRPUD or MUPUD) district inside the overlay that the city approved for short-term or time-share use.[1] The other is a conditional use in a residential district inside the overlay, and Table 4-1 lists it as conditional in RA-4, RB-1, RB-2, RC-1 and RC-2.[1, 9]

Overlay and older approvals

The overlay identifies areas where short-term rental developments may potentially be located, and they're allowed there only if Table 4-1 or the planned unit development section lists them as permitted or conditional.[9] The code says it doesn't intend to deny continued use of rentals that were previously approved, and legally existing ones fall under its nonconforming use rules.[9] A rental must also use a housing type the underlying district allows and meet that district's standards.[9]

New project standards

A new short-term rental development needs at least two acres and 12 dwelling units, and direct access to a collector or arterial road.[1] It also needs a buffer at least 15 feet wide with dense vegetation or a wall at least six feet high, and a property owners' association.[1] The code lets the DRC waive the buffer size when the project borders a non-residential district.[1]

Conversions

Converting existing dwellings to short-term rentals can't be approved unless at least 80 percent of the owners accept it, or a stricter share if the property's own rules require one.[1] The code gives association documents as an example of those rules.[1]

Business tax receipt

The city says you must pay a tax to operate any business within city limits.[3] A business in the city needs both a city receipt and an Osceola County receipt, and the county requires proof of payment.[3] The code also says applicable city, county and state licenses shall be obtained.[1]

02

Operational and safety standards

City or county

An address can say Kissimmee but sit in unincorporated Osceola County, where the county handles business tax receipts.[3] The county's code permits short-term rental there in the Planned Development zoning district, inside its Short-Term Rental Overlay.[10] The county's page tells you to check its overlay map and says its Zoning office can answer questions.[11]

State license

A state vacation rental license is needed if you rent an entire unit more than three times in a calendar year for periods of less than 30 days or 1 calendar month, whichever is less.[12] Renting only individual rooms doesn't need one.[12] A single unit costs $170 for a full year, plus a $50 application fee for new applications.[2]

County business tax receipt

Osceola County tells you to register a Local Business Tax Receipt with the Tax Collector, and you need your state license number to apply.[11, 13] City receipts expire every Sept 30 and renew yearly.[3]

Inspection and display

The city's steps are an online application, staff review, an inspection by the Kissimmee Fire Department, and displaying the receipt.[3] The state requires the license to be displayed conspicuously and smoke detectors in all units.[12]

03

Tax obligations

State sales tax

Florida charges a 6% sales tax on rentals of living or sleeping accommodations for six months or less.[4] Sales tax and any surtax on transient rentals are reported to the Florida Department of Revenue.[4] The state's Oct 1, 2025 repeal of sales tax on commercial rent left transient rentals taxable.[14]

County surtax and tourist tax

Osceola County's discretionary sales surtax is 1.5%.[5] Its tourist development tax is 6% on rentals of six months or less, in addition to state sales tax and any surtax.[6] The county's tax page says the 6% tax has applied since July 1, 2004.[8]

Who collects

Osceola County says it is not contracted with Airbnb, Vrbo, Evolve or any other third-party booking platform.[8] It says property owners and agents must collect and remit the 6% tourist tax.[8] Mandatory separately stated charges, such as cleaning and resort fees, are taxable, and credit card fees can't be deducted.[8]

Filing and penalties

A return postmarked after the 20th of the month it's due carries a penalty of 10% of the tax or $50, whichever is greater.[15] A late return with no tax due carries a $50 penalty.[15] A return postmarked by the 20th earns a 2.5% collection allowance, capped at $30.[15]

Records and audits

The county's compliance page covers audits and says to keep records for three years.[16] The guest register must follow section 509.101(2) of the Florida Statutes.[8]

04

Enforcement

Special magistrate

The city enforces its codes through a special magistrate under Florida law.[17] The magistrate can hear violations of all city codes and ordinances and issue orders to bring a violation into compliance.[17]

Noncompliance and liens

If you don't comply by the date in a magistrate's order, the city issues an affidavit of noncompliance.[17] After a hearing, the magistrate may enter an order imposing a lien.[17] If the city prevails, it recovers its enforcement costs, and those costs can be added to the lien.[17]

Fine limits

Kissimmee's enforcement chapter states no dollar amount.[17] Fines under Florida's code enforcement statute are capped at $250 a day for a first violation, $500 a day for a repeat violation and $5,000 for an irreparable one.[18] A city of 50,000 or more people can adopt higher caps of up to $1,000, $5,000 and $15,000 by a majority-plus-one vote.[18]

State law

Florida law bars local rules that prohibit vacation rentals or regulate how long or how often they're rented.[19] That doesn't apply to local rules adopted on or before June 1, 2011.[19] The code history for Kissimmee's short-term rental section lists an ordinance from 1994 and an amendment on Aug 4, 2020.[1]

Bottom line for arbitrage

Not STR Friendly
|Our take

Skip Kissimmee unless the unit sits inside the short-term rental overlay or already has an approval that's still in effect. Confirm that with the city before you pay anyone anything.

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        Sources

        The bracketed numbers in this guide point here. All sources checked
        Oct 2, 2026
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        More guides in this state

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        Kissimmee City Code, Sec. 14-6-44, Short-term rentals and time-share dwellings | City of Kissimmee (Municode) | https://library.municode.com/fl/kissimmee/codes/code_of_ordinances?nodeId=PTIIILADECO_CH14-6STACTEOTUS_PTIIISTSPUS_14-6-44SHRMRETIARDW Lodging license fees | Florida Department of Business and Professional Regulation | https://www2.myfloridalicense.com/hotels-restaurants/licensing/lodging-fees/ Business Tax Receipts (BTR) | City of Kissimmee | https://www.kissimmee.gov/Business-Development/Doing-Business-in-Kissimmee/Business-Tax-Receipts-BTR Florida Sales and Use Tax (GT-800013) | Florida Department of Revenue | https://floridarevenue.com/Forms_library/current/brochure/gt800013.pdf Discretionary Sales Surtax Information for Calendar Year 2026 (DR-15DSS) | Florida Department of Revenue | https://floridarevenue.com/Forms_library/current/dr15dss_26.pdf Local Option Transient Rental Tax Rates (DR-15TDT) | Florida Department of Revenue | https://floridarevenue.com/Forms_library/current/dr15tdt.pdf Kissimmee City Code, Chapter 14-2, Terms defined | City of Kissimmee (Municode) | https://library.municode.com/fl/kissimmee/codes/code_of_ordinances?nodeId=PTIIILADECO_CH14-2TEDE Tourist Development Tax | Osceola County Tax Collector | https://osceolataxcollector.org/tourist-development-taxtes/ Kissimmee City Code, Chapter 14-4, Zoning (Short-Term Rental Overlay District and Table 4-1) | City of Kissimmee (Municode) | https://library.municode.com/fl/kissimmee/codes/code_of_ordinances?nodeId=PTIIILADECO_CH14-4ZO Osceola County Land Development Code, Sec. 3.12.2, Short-term rental overlay | Osceola County (Municode) | https://library.municode.com/fl/osceola_county/codes/land_development_code?nodeId=LAND_DEVELOPMENT_CODE_CH3PESIST_ART3.12OVDIDEST_3.12.2SHRMREOV STRPD District (Short Term Rental Planned Development) | Osceola County | https://www.osceola.org/My-Property/Zoning-and-Land-Use/Zoning-Designation/STRPD Vacation Rentals and Timeshare Projects licensing guide | Florida Department of Business and Professional Regulation | https://www2.myfloridalicense.com/hotels-restaurants/licensing/vrtsp-guide/ Licensing | Osceola County | https://www.osceola.org/Doing-Business/Licensing Tax Information Publication 25A01-04, July 24, 2025 | Florida Department of Revenue | https://floridarevenue.com/taxes/tips/Documents/TIP_25A01-04.pdf Instructions for Calculating Osceola County TDT, rev. May 19, 2025 | Osceola County Tax Collector | https://osceolataxcollector.org/wp-content/uploads/2026/06/Instructions-for-Calculating-Osceola-County-TDT.pdf Tourist Development Tax Compliance | Osceola County Tax Collector | https://osceolataxcollector.org/tourist-development-tax-compliance/ Kissimmee City Code, Chapter 16, Article II, Special magistrate | City of Kissimmee (Municode) | https://library.municode.com/fl/kissimmee/codes/code_of_ordinances?nodeId=PTIICOGEOR_CH16COEN Florida Statutes 162.09, Administrative fines; costs of repair; liens (2026) | Florida Legislature | https://www.flsenate.gov/Laws/Statutes/2026/162.09 Florida Statutes 509.032, Duties of the division (2026) | Florida Legislature | https://www.flsenate.gov/Laws/Statutes/2026/509.032
        Rentals under 30 days are allowed in approved planned unit developments and by conditional use inside the overlay[1] The code says it doesn't intend to deny continued use of rentals that were previously approved[9] Stays of 30 days or more aren't short-term rentals under the city's definition[7]
        Under 30 days is prohibited in residential districts outside the two exceptions[1] New developments need two acres and 12 dwelling units, and conversions need 80% of owners[1] Osceola County says it has no contract with booking platforms, so you can't count on them to collect the 6% tourist tax[8]
        Ask the city whether the address sits inside the short-term rental overlay or holds an approval still in effect before you sign.[1] Confirm the address is inside Kissimmee city limits, since an address can say Kissimmee but sit in unincorporated Osceola County.[3] Ask for the community's association documents, since a conversion needs 80% of owners or any stricter standard they set.[1] Budget about 13.5% in taxes and $170 a year for the state license, plus city and county business tax receipts.[2, 4, 5, 6]
        Oct 2, 2026
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