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. We are proud to offer amazing Key West 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.

Ready to find your perfect vacation home in paradise? Please keep these things in mind while you search:

  • Make sure your dates are for a 30 night stay or your search may return no results
  • If you are searching during peak season (Jan, Feb, Mar, Apr), all rentals require an arrival date of the first of the month
  • If your search doesn't return the properties you are expecting, please call one of our reservationists at 305-296-2594 for assistance
  • Use the search filters to narrow the list of properties to match your specific requirements
  • If you find the perfect monthly rental, feel free to book online. You will be contacted by our reservations department to confirm the booking
  • Any questions? Don’t hesitate to contact us for additional information and to assist you in reserving your favorite property
Displaying 1 - 2 of 2 rentals matching your search criteria
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Bowe Conch House

Type

  • 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

Type

  • 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.