Key West Pet Friendly Rentals

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Hoping to bring your furry family member with you to Key West? We are happy to offer a great selection of pet friendly vacation rentals. Please let your reservationist know that you will be bringing a pet with you. We will need to know the type/breed and size of your pet, as some properties have breed and size restrictions. We require a pet cleaning fee, equal to the regular cleaning fee for your chosen property, and a refundable $500 security deposit.

Key West has long been known as a pet friendly town, and there are many activities you and fido can enjoy together. Here are just a few restaurants and bars that will welcome you along with your pet: Schooner Wharf, Island Dog Bar, Salute!, Hurricane Hole, Grunts, Garbo’s Grill, Louie’s Backyard, Mary Ellen’s and Hogfish Bar & Grill. Key West also has its own dog beach - located at 1500 Vernon Ave - where Fido can be off leash and frolic in the waves as you dip your toes in the water. If Fido doesn’t like the water you can head over to the Dog Park across the street from Higgs Beach. You still get a great view and your pet will be able to run to his heart’s content.

Annual Key West Pet Events:

  • Annual Key West Dachshund Walk – Every New Year’s Eve day at noon. Don’t have a Dachshund, that’s okay the walk invites every breed to the event
  • Fantasy Fest Pet Masquerade - Outfit yourself and your pet to stroll or dance across the stage. All proceeds go to the Lower Keys Friends of the Animals
  • Florida Keys SPCA - This group hosts many events throughout the year, check out their events page to find the perfect event for you and your furbaby
Displaying 1 - 3 of 3 rentals matching your search criteria
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Papa's Cottage Retreat


  • Cottage
1 Bedroom
1 Bath
2 Guests
As you step through the natural wooden gate onto the brick pathway, you will be embraced by this private garden oasis.

Key West Ginger Whole House


  • Cottage
2 Bedrooms
2 Baths
6 Guests
Located right around the corner from Banana Cafe and Duval Street ,but still offering plenty of privacy, this cozy cottage with fully fenced yard makes a perfect rental for a small family or few friends trying to make the best of Key West!