Can I Airbnb in Key West, FL? (2026)
Key West prohibits all unlicensed transient rental (under 30 days / one calendar month) of residential dwellings; short-term rentals are legal only for properties holding a city transient rental business tax receipt and medallion, and the supply of transient licenses is capped, with transient use confined to a handful of commercial and historic-commercial zoning districts. Unlicensed residential properties may only rent for 29 days or more. Hosts owe 12.5% in combined taxes, and the 5% Monroe County tourist development tax must be remitted by the host directly because Airbnb/Vrbo have no collection agreement with the county.
What’s required: a Transient rental business tax receipt with transient medallion license (City of Key West); plus State of Florida DBPR lodging license under Chapter 509, F.S. ($34.03) is required; occupancy taxes apply; renew annual.
Check a specific address
Rules can vary by zone and parcel. Resolve any Florida street address to its jurisdiction and see the verified rules that apply.
Related
Verified July 21, 2026. Informational only — not legal, tax, or financial advice. Also check HOA/condo rules and your lease, which can prohibit short-term rentals even where the city allows them.