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  • Can You Rent Your Key West Home Short-Term? The Transient License Explained,Jimmy Lane

    Can You Rent Your Key West Home Short-Term? The Transient License Explained

    What is a transient rental license in Key West, and why does it matter when buying a home? A transient rental license is a City of Key West permit that allows a property to be rented for 28 days or less — meaning Airbnb, VRBO, and any other short-term rental. Key West stopped issuing new transient l

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  • How to Assume a Flood Insurance Policy When Buying in Key West,Jimmy Lane

    How to Assume a Flood Insurance Policy When Buying in Key West

    Can you assume a flood insurance policy when buying in Key West? Yes — NFIP flood insurance policies are assumable by the buyer at closing. In the Florida Keys, where FEMA's Risk Rating 2.0 has sharply increased the cost of new policies, assuming the seller's existing flood policy can save $2,000 to

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  • Should you sell your Key West home now or wait?,Jimmy Lane

    Should you sell your Key West home now or wait?

    Should you sell your Key West home now or wait? Whether to sell now depends on your timeline, your equity position, and your price expectations. The Key West market has shifted meaningfully in 2026 — inventory is at 12 months, homes are averaging over 100 days on market, and sellers are accepting ab

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