Key West Monthly Vacation Rentals

For an extended stay in Key West

Key West Monthly and Seasonal Rentals are the perfect options for an extended stay in Paradise. Historic Hideaways offers numerous options for vacation rentals in Key West, Florida, to make your stay hassle-free and filled with the best that Key West and the Florida Keys have to offer. Monthly/Seasonal Rentals have 30-day minimums. Except for Jan – March, they are not restricted to calendar months. So, your arrival or departure date can be any day of the month so long as your reservation is for at least 30 days.  Please keep this in mind when selecting your dates to be sure you meet the minimum stay rule in order to bring up available options. (Due to strict City regulations, no exceptions may be made to the minimum stay.) Discounts are often available for monthlies, especially in the off-season or if staying for multiple months…so please ask! Monthly/Seasonal rentals have a cap on utilities such as electric, water, and propane. Please see our FAQ page for other rules & items specifically related to Monthly/Seasonal vacation rentals. Browse our selection of monthly vacation rentals in Key West below and book the perfect place for your next getaway!

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