Key West Monthly Rentals

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Key West vacation homes, like the ones we offer, have been adored by many who have set foot on our sands. Harry S. Truman spent his winter down here, and Ernest Hemingway called the island his home for many years. At Home Key West is proud to offer amazing monthly rentals for guests who want to take full advantage of our beaches, ocean and lifestyle for more than a weekend at a time. The option of a monthly rental allows guests to fully immerse themselves into Key West culture and enjoy the tropical beauty that surrounds them without having to make the commitment of buying real estate.

Browse our selection of monthly rentals below and use search filters to narrow down properties. While these units are bookable online, don't hesitate to contact us for help choosing the perfect vacation rental for your time in Key West.

Displaying 1 - 2 of 2 rentals matching your search criteria
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Bowe Conch House


  • Cottage
3 Bedrooms
2 Baths
6 Guests
BOWE CONCH HOUSE (monthly rental): The Bowe Conch House has evolved within the Thomas family, Conchs, born and raised in Key West, for more than 4 generations.

Mermaid's Dream


  • Condo
2 Bedrooms
2 Baths
4 Guests
Ocean views from your wrap around balcony and the Olympic sized pool await you at this beautiful home.