Is a short-term rental legal in Kissimmee, FL?
In the City of Kissimmee, renting a residential dwelling for less than 30 days is prohibited in residential districts except inside the city's Short-Term Rental Overlay (STRO) district, and only where the use was approved through a planned unit development (SRPUD/MUPUD) or as a conditional use under City Code (Land Development Code) § 14-6-44 (or was grandfathered before the STRO regulations).
Get alerts when Kissimmee’s rules change
City Code § 14-6-44.B: 'The rental of a dwelling for less than 30 days in a residential district is prohibited' except (1) the dwelling is in an SRPUD or MUPUD district within an STRO district and was approved for short-term rental/time-share use during PUD approval (or approved before STRO regulations and still in effect), or (2) the dwelling is approved as a conditional use in a residential district (per Table 4-1) within an STRO district (or grandfathered). Short-term rental is defined in Chapter 14-2 as 'a residential dwelling intended for rental for a period of less than 30 days,' so stays of 30+ days are not short-term rentals (min_stay_exempt_days=30). Table 4-1 (Schedule of Uses for Residential Standard Districts) shows 'Short-term rentals if the housing type is allowed' as a Conditional Use (C) in five residential districts (identified as including RB-1, RB-2, RC-1, RC-2; exact 5-district set flagged in needs_review), governed by § 14-6-44. Per § 14-4-7.C, STR/time-share developments are only allowed in the STRO district if listed as permitted/conditional in Table 4-1 and comply with § 14-6-44. There is no owner-occupancy/primary-residence requirement and no numeric guest cap in § 14-6-44 (the framework is overlay/development-based, not occupancy-based). The code prohibition speaks to renting 'a dwelling'; it does not expressly carve out hosted/single-room rentals, so hosted_allowed is marked conditional pending confirmation (rooming houses are separately listed as a conditional use in RC-1/RC-2). New-development standards (§ 14-6-44.C): min 2 acres and 12 units, collector/arterial access, 15-ft buffer, property owners' association, 80% owner acceptance for conversions, and city/county/state licenses must be obtained.
What you need to operate
The full picture
In the City of Kissimmee, renting a residential dwelling for less than 30 days is prohibited in residential districts except inside the city's Short-Term Rental Overlay (STRO) district, and only where the use was approved through a planned unit development (SRPUD/MUPUD) or as a conditional use under City Code (Land Development Code) § 14-6-44 (or was grandfathered before the STRO regulations). A scattered single-family home in an ordinary Kissimmee neighborhood cannot legally operate as a short-term rental. Table 4-1 lists short-term rentals as a conditional use in five higher-density residential districts (including RB-1, RB-2, RC-1 and RC-2), but only when the parcel also carries the STRO overlay classification. New STR/time-share developments must meet strict standards under § 14-6-44.C: minimum two acres and 12 dwelling units, direct collector/arterial access, a 15-foot vegetated or walled buffer, a mandatory property owners' association, and 80% owner acceptance for conversions. Florida's preemption statute (Fla. Stat. § 509.032(7)(b)) bars the city from prohibiting vacation rentals outright or regulating their duration/frequency, but only for rules adopted after June 1, 2011; Kissimmee's overlay/PUD framework operates within that constraint. Statewide, a host must hold a Florida DBPR vacation rental license (transient public lodging establishment) and register with the Florida Department of Revenue. Guests pay roughly 13.5% in taxes: 6% Florida state sales tax + 1.5% Osceola County discretionary sales surtax (both to the DOR) + 6% Osceola County Tourist Development Tax (remitted directly to the Osceola County Tax Collector, which does NOT contract with Airbnb/Vrbo). The 2024 statewide preemption bill (CS/SB 280) was vetoed by Gov. DeSantis in June 2024 and no 2025 or 2026 replacement has become law, so the pre-existing framework governs.
Taxes on guests & hosts
| Tax | Rate | Applies to | Platform collects | Official source |
|---|---|---|---|---|
| Florida State Sales Tax (transient/short-term rentals) | 6% | Total rental charge for living/sleeping accommodations rented for six months or less (includes mandatory cleaning/resort fees) | Not verified | source |
| Osceola County Discretionary Sales Surtax | 1.5% (1% eff. 9/1/1990 exp. 12/31/2045 + 0.5% eff. 1/1/2017 exp. 12/31/2036) | Same base as state sales tax on transient rentals; the $5,000 single-sale cap that applies to tangible personal property does not limit surtax on transient rentals. Reported/remitted to the Florida DOR with state sales tax on Form DR-15 | Not verified | source |
| Osceola County Tourist Development Tax (TDT) | 6% | Total rental amount for any short-term rental of less than 180 days (hotels, condos, single-family homes, RVs, boats), including mandatory cleaning/resort/equipment fees | No | source |
Enforcement
What we could not verify (8)
- Exact set of the five residential zoning districts where Table 4-1 lists short-term rentals as a conditional use — confirmed to include RB-1, RB-2, RC-1, RC-2; the fifth (likely RA-4) should be confirmed from the aligned Table 4-1 grid on municode.
- Whether hosted / single-room rentals in an owner-occupied home are permitted — § 14-6-44.B prohibits renting 'a dwelling' for <30 days in residential districts without carving out room rentals; rooming houses are separately a conditional use in RC-1/RC-2. City interpretation not verified.
- City of Kissimmee Conditional Use Permit application/hearing fee — set by a separate fee schedule/resolution, not verified against an official source (cost left null).
- City of Kissimmee (and any Osceola County) Local Business Tax Receipt fee for short-term rentals and whether a fire/life-safety inspection is mandated before issuance — not verified against an official source (cost left null).
- Kissimmee code-enforcement penalty/fine schedule for STR/zoning violations — specific per-day fine amounts not verified against an official source.
- Exact Florida DBPR vacation rental license fee for a single dwelling/condo unit — sliding scale under Rule 61C-1.002 varies by county district and full/half-year renewal cycle; only the $50 application + $10 hospitality-education components and an approx. $170/yr single-unit figure were seen on the DBPR guide.
- Florida DOR sales-tax registration fee ($5 paper vs. free online) not re-verified against a current DOR fee page in this pass.
- Whether Airbnb/Vrbo collect Florida state 6% sales tax + 1.5% surtax on Kissimmee bookings — marked null; the county TDT is confirmed NOT platform-collected, but platform collection of the state-administered taxes was not confirmed against an official DOR source.
Get alerted when Kissimmee’s STR rules change
We watch the official sources behind every rule on this page. Leave your email and you’ll hear when Kissimmee moves — new fees, new caps, new enforcement. Free during beta.
Sources
- City of Kissimmee Code of Ordinances § 14-6-44 — Short-Term Rentals and Time-Share Dwellings (residential-district prohibition + STRO/PUD/conditional-use exceptions + new-development standards)
- City of Kissimmee Code of Ordinances Chapter 14-4 (Zoning) — § 14-4-7.C Short-Term Rental Overlay (STRO) District & Table 4-1 Schedule of Uses (STR = conditional use in designated residential districts)
- City of Kissimmee Code of Ordinances Chapter 14-2 (Terms Defined) — definition of 'Short-term rental' (residential dwelling intended for rental for less than 30 days)
- Osceola County Tax Collector — Tourist Development Tax (6% rate, <180 days, host remits directly, county NOT contracted with platforms)
- Florida DOR Form DR-15TDT — Local Option Transient Rental Tax Rates (Osceola 6.0%, collected by County; state 6% sales tax + surtax to DOR)
- Florida DOR Form DR-15DSS — Discretionary Sales Surtax Information CY2026 (Osceola total surtax 1.5%)
- Florida DBPR — Guide to Vacation Rentals and Timeshare Projects (license types, definition, fees, Fla. Stat. 509.242)
- Florida DOR — Sales and Use Tax (registration requirement for renting short-term accommodations; Certificate of Registration DR-11)
- Fla. Stat. § 509.032(7) — preemption: local law may not prohibit vacation rentals or regulate duration/frequency (grandfather: adopted on/before June 1, 2011)
- The Florida Senate — CS/SB 280 (2024) Vacation Rentals (bill history; vetoed by Gov. DeSantis June 2024)
- The Florida Senate — SB 48 (2026) (ADU/housing bill; confirmed NOT a vacation-rental preemption bill; died in House 3/13/2026)
A markdown mirror of this page lives at /kissimmee-fl.md for AI tools and researchers.
STRWatch publishes educational information about short-term rental regulation, checked against the official sources linked above as of the date shown. It is not legal advice, and rules change — a city can move between the times we check it. For decisions with money at stake, confirm with the authority linked above or a local attorney.