New vacation rental licenses in Osceola County, FL
Osceola County approved 85 new vacation rental licenses in September, up 37% from July's 62, and 305 since July 1, 2026: the 5th most of Florida's 67 counties.
Osceola County is open: every new license in the county each weekday for $1,200 a month, one property manager only. Claim Osceola, or get a free sample first.
Month by month
New vacation rental licenses in Osceola County since July 1, 2026. Statewide numbers are in the monthly report.
Houses and condos
82% of Osceola County's new licenses since July were houses and 18% condos (statewide: 74% houses).
Out-of-state owners
10% of new licenses here list a mailing address outside Florida, close to the state's 9%.
Kissimmee leads the county
Kissimmee had 264 of the county's 305 new licenses since July (87%). Davenport was next with 33.
In the owner's own name
90% of Osceola County's new licenses were single licenses in the owner's name rather than under a management company's license.
Top towns
New licenses since July 1, 2026, by the town on the rental's address.
| Rank | Town | Licenses |
|---|---|---|
| 1 | Kissimmee | 264 |
| 2 | Davenport | 33 |
| 3 | Celebration | 3 |
| 4 | Champions Gate | 3 |
| 5 | Orlando | 1 |
| 6 | St. Cloud | 1 |
Tax on a short stay in Osceola County
- Florida sales tax
- 6%
- Osceola County surtax
- 1.5%
- Osceola County tourist development tax
- 6%
- Total on a short stay
- 13.5%
For stays of six months or less. Osceola County collects its tourist tax itself, so owners (or their manager) register with the county as well as with the Florida Department of Revenue.
Rates for 2026 from the Florida Department of Revenue and the Office of Economic and Demographic Research. Cities can add their own rules; check before you take a home on.
Questions
Nearby: Polk County, Brevard County, Hillsborough County. Every county is in the monthly license report.
How many vacation rentals are licensed in Osceola County each month?
About 79 a month since July 1, 2026: 305 in all through October 25. In September 2026 the state approved 85.
Which towns in Osceola County license the most vacation rentals?
Kissimmee (264), Davenport (33), Celebration (3), Champions Gate (3), Orlando (1) since July 1, 2026.
What's the tax on a vacation rental stay in Osceola County?
13.5% for stays of six months or less: Florida's 6% sales tax, Osceola County's 1.5% surtax and its 6% tourist development tax (2026 rates).
How do I get Osceola County's new vacation rental owners?
FiledToday sends one property manager per county the new licenses each weekday, with the owner's name, the rental's address, the owner's mailing address and a phone number for most. It is $1,200 a month for Osceola County. Start with a free sample above.
About the data. Initial vacation rental licenses (condo and dwelling) the Florida Department of Business and Professional Regulation approved for rentals in Osceola County, by approval date, from the state's public new lodging license file. One license can cover more than one unit. Out-of-state share uses the mailing address on the license.
See your county's new owners.
Pick Osceola County (or any county) and we'll email its new vacation rental licenses from the last two weeks, with owner phone numbers, in about 15 minutes.
One property manager per county. See open counties and prices.