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Understanding Key West rentals

The beautiful island town of Key West measures 2 miles by 4 miles long. While seemingly small, there are a plethora of rental options available to accommodate your ideal Key West Vacation.

Not all rentals are created equal! There's something to offer for everyone! Choose your length of stay from weeklong rentals or  extended stays of 30 days or longer. Select the Key West neighborhood that best suits you. We have homes and condos located in the Historic Old Town neighborhood and condos and villas close to the beaches. We even have pet friendly homes in case you want to explore the island with your four-legged best friend. Combine your length of stay to your favorite neighborhood for your ultimate Key West Vacation!

Here's a closer look at each rental type we have chosen to help you find your perfect rental:

Historic District
Key West is perhaps best known for Duval Street.  A vacation rental in the coveted historic district can put you within walking distance from this popular destination. We have lots of rental properties available near all parts of Duval Street, and we have one that's perfect for your vacation. Browse all our Duval St. vacation rentals below.

Near Beach
Chances are your ideal Key West vacation includes some sun and sand. If you prefer to sip your morning coffee while peering out on the ocean or rather be steps away from the beach we have the hot spots for you! Take a look at our properties located near the beautiful Key West beaches. 

Weekly Rental
Are you looking for your perfect Key West Vacation experience? We have various properties to meet everyone's need for stays of 6 nights or longer. Enjoy the very best of Key West! Browse our property rentals below and find the vacation home that is perfect for you!

Our standard stay is 6 nights, unless...otherwise required by the governing condo association. We may consider a shorter stay (no less than 3 nights) within 30 days of the requested dates if the property allows it.

Monthly Rental
Are you looking to visit Key West, Florida for an extended period of time? Rent Key West Vacations has properties available for monthly rentals. Whether your down for business, or for a tropical vacation, we have the right rental property for you. Browse through our collection of monthly rentals located in the Historic District and/or near the beautiful beaches.

Pet Friendly
Looking to bring the family pet with you on vacation?  The individual owners of the properties set the rules on what pets they will accept.  This should be a starting guide for you in your selection process to find your vacation home.  From here please contact us with respect to size and other requirements set by the owner. Please note that most condominiums do not allow pets and very few of our homes allow pets.