https://regulations.comparent.com/regulations/florida/key-west/ Recent short-term rental regulatory updates for Key West, FL. Fri, 05 Jun 2026 22:16:30 GMT https://regulations.comparent.com/regulations/florida/key-west/ Key West joined Miami Beach and other Florida municipalities in lobbying the Florida legislature to amend or limit SB 280's preemption provisions, seeking explicit authority to impose STR density caps in residential neighborhoods based on housing availability and community character. Tue, 01 Apr 2025 00:00:00 GMT florida-key-west-2025-04-01 https://regulations.comparent.com/regulations/florida/key-west/ Key West requires all STR operators to register annually with the city, undergo a safety inspection, pay an annual registration fee, and designate a 24/7 local contact. Registration is prerequisite to obtaining a Florida DBPR vacation rental license. Unlicensed operation carries daily fines. Fri, 01 Sep 2023 00:00:00 GMT florida-key-west-2023-09-01 https://regulations.comparent.com/regulations/florida/key-west/ Key West enacted an ordinance capping the total number of non-hosted short-term rental nights allowed in residential zoning districts. The ordinance was challenged in court by STR operators arguing it violated SB 280's preemption framework. The litigation produced mixed results, with some provisions upheld and others requiring modification. Wed, 01 Mar 2023 00:00:00 GMT florida-key-west-2023-03-01