In Key West, short-term rentals are regulated under specific ordinances to balance tourism and community preservation. Rentals for less than 28 days are categorized as transient accommodations, and property owners must secure both a City of Key West Business Tax Receipt and a Monroe County Business Tax Receipt. Additionally, properties must comply with building and zoning codes, which may include safety inspections. Non-compliance can result in fines or penalties, so ensuring your property meets all local requirements is crucial​.

Yes, short-term rentals are permitted in certain residential zones in Key West, but they must adhere to local regulations, including occupancy limits and safety standards. It’s important to verify zoning restrictions based on the property’s location, as not all residential areas allow transient rentals​.

Key West experiences peak rental demand during the winter months, from December to March, when visitors flock to the area for warm weather and festivals. During these months, occupancy rates and daily rental rates are higher, offering an excellent opportunity for maximizing income​.

While not legally required, having specialized short-term rental insurance is highly recommended. This type of coverage can protect you against guest-related liabilities, property damage, and other risks unique to vacation rentals, especially in high-tourism areas like Key West​.

Key West guests typically look for beach-related amenities such as beach chairs, umbrellas, and snorkeling gear. Additionally, high-speed internet, air conditioning, and outdoor spaces like patios or balconies with ocean views can greatly increase your property’s appeal to tourists​.