Performance indicators for the Key West short-term rental market based on reliable data.
Listings
Reliable / Active
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Middle-Earners Gross Yield
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Middle-Earners Revenue
Occupancy
Middle-Earners Occupancy
Home Value
Median Home Sale Price
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Top-Earners Revenue
The highest-performing listings in Key West.
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Challenging to Investors
STRs are allowed but strictly constrained—limited to designated zoning districts, 28‑day minimum, non‑transferable annual permits, required fire inspections, and active enforcement—compliance is complex and zoning limits create notable investor risk.
Local STR Agent
STR specialist · Key West, FL
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 (https://www.hemingwayhome.com/),,) where the famous writer lived and worked, and the Southernmost Point Buoy (https://southernmostpointwebcam.com/),,) an iconic marker indicating the southernmost point of the continental United States. Additionally, Duval Street (https://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.