Key West, a small island city at the southern tip of Florida, attracted 4.6 million visitors last year, drawn by its historic charm, cultural appeal and laid-back atmosphere. The destination remains popular despite lacking typical resort attractions like theme parks or casinos. According to AirDNA, vacation rentals in Key West average $628 per night, with higher prices for properties in Old Town or those offering pools and waterfront views. Demand stays strong even during the off-season, and nearby Stock Island is emerging as a more affordable option. Key West’s bike-friendly streets, local eateries and historic landmarks continue to attract travelers.

AirDNA reports Key West vacation rentals average $628 per night as tourists flock to the island for culture, charm and warm weather.

36 hours in Key West

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36 hours in Key West