City Watch
Short-term rental rules in Kissimmee, FL
How Kissimmee regulates short-term rentals: the rules that apply, their sources, and pending changes.
Short-term rentals here operate under a registration or permit system with ongoing operating rules.
- STR-specific conditional use permit or PUD approval required
- whole-home STR channeled to STRO overlay / SRPUD / MUPUD resort districts
- prohibited by-right in single-family residential zones
- business tax receipt plus Osceola County 6% Tourist Development Tax
Based on: Kissimmee Land Development Code (Title 14) §14-4-5 Table 4-1 (Schedule of Uses) + §14-6-44 (Short-term rentals and
Summary of the rule
§14-6-44(B): 'The rental of a dwelling for less than 30 days in a residential district is prohibited except in the following cases: 1. The dwelling is located in an SRPUD or MUPUD district within an STRO district and the dwelling was approved by the city for short-term rental or time-share use during the planned unit development approval process or the dwelling was approved prior to the creation of STRO district regulations and the approval remains in effect. 2. The dwelling is approved as a conditional use in a residential district (see Table 4-1) in accordance with this section and is located in a STRO district, or was approved prior to the creation of STRO district regulations and the approval remains in effect.' Whole-home STR is permitted, but only in designated STRO/SRPUD/MUPUD resort districts or via conditional use within an STRO district — an STR-specific process, whole-home permitted at scale.
View the ordinance source ↗✓ Verified
Last reviewed Sep 25, 2026 · Sources · Report an error
Pending legislation
Monitoring Kissimmee · system last checked Oct 25, 2026
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City Watch provides good-faith summaries of publicly available information as of the review date shown. Rules, enforcement, and permit availability can change, and summaries may contain errors or omissions. Ratings describe the general regulatory environment; they do not establish whether a particular property or stay is permitted. This is general information, not legal advice. Before buying, listing, or hosting, verify applicable requirements with the responsible authorities and review any HOA, condominium, deed, or lease restrictions.