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Key West, FL
Challenging To Investors
Local STR Agent

YES, short-term rentals are explicitly allowed in Key West, Florida, but under strict regulations and zoning restrictions. Short-term rentals are officially termed "vacation rentals" in Key West and Monroe County regulations. Properties can only be rented for 28 days or less (transient rentals), and operation is limited to specific zoning districts. The city has implemented a comprehensive regulatory framework to balance tourism economic benefits with residential neighborhood preservation.
Critical restrictions include:
Before proceeding, confirm your property location allows vacation rental operation:
Allowed Districts (require Special Vacation Rental Permit):
Prohibited Districts:
Verification Resources:
Initial Application Fee: $490 Annual Renewal Fee: $100 Application Links:
Application Fee: $110 Required for: Each vacation rental unit must have a licensed manager Application Link: Manager License Application
City of Key West Business Tax Receipt
Monroe County Business Tax Receipt
Required for: Both initial and renewal permits Inspection Fees:
Inspection Request: Fire and Life Safety Inspection Request
Total Lodging Tax Rate: 11%
Registration Required With:
Filing Requirements:
Planning & Environmental Resources Department
Fire Marshal's Office (Inspections)
Tax Collector
Licensing Division
Planning Department
Main City Contact
Department of Revenue (Sales Tax)
Department of Business and Professional Regulation
Important Notes for Investors:
This comprehensive regulatory framework requires careful attention to detail, but Key West remains a viable and profitable short-term rental market for compliant operators who follow established procedures and maintain ongoing compliance.




Key West, Florida, is a small island city located at the southernmost tip of the Florida Keys. As of the latest census, the population of Key West is approximately 25,000 residents. The city lies about 160 miles southwest of Miami, the closest major city. Key West is renowned for its vibrant culture, historical significance, and distinctive island lifestyle, making it an attractive destination for short-term rentals.
Famous landmarks in Key West include the Ernest Hemingway Home and Museum (www.hemingwayhome.com/), where the famous writer lived and worked, and the Southernmost Point Buoy (southernmostpointwebcam.com/), an iconic marker indicating the southernmost point of the continental United States. Additionally, Duval Street (www.keywesttravelguide.com/duval-street/), known for its lively nightlife and diverse array of shops, restaurants, and bars, is a major attraction.
The city's unique combination of natural beauty, history, and entertainment options makes it a highly sought-after location for tourists seeking short-term rental accommodations.
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