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 - 12 of 18 rentals matching your search criteria
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Amelia Home

Type

  • Home
2 Bedrooms
2.5 Baths
6 Guests
After a long day cool off in your private pool, enjoy cold Mojitos on the covered porch and cook up some fresh grouper on the grill! Welcome to your dream vacation home!

Perfect Pineapple

Type

  • Home
2 Bedrooms
1 Bath
4 Guests
Sit along side your private pool for morning coffee or your evening glass of wine.

Casa de Rosalie

3 Bedrooms
2 Baths
8 Guests
Built in 1889 with original Dade County Pine, history comes alive when you enter this luxurious private home.

Coral Breeze

Type

  • Townhouse
2 Bedrooms
1.5 Baths
4 Guests
For the golfer in the family and for those who just want an idyllic vacation spot, Coral Breeze is the logical choice!

Key Lime Pie

Type

  • Cottage
2 Bedrooms
2 Baths
4 Guests
Key Lime Pie is the private cottage that perfectly encompasses the “Key West vibe” that you’re looking for. The minute you walk in to see the bright, sunny walls and local artwork, you know you are somewhere special.

Southard Square Hideaway

Type

  • Condo
1 Bedroom
1 Bath
4 Guests
A quiet oasis in Old Town Key West that offers a beautiful shared pool and off street parking.

Papa's Cottage Retreat

Type

  • 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.

Ecco Domani

Type

  • Home
3 Bedrooms
2.5 Baths
6 Guests
Beautifully designed and decorated this private home has the gourmet kitchen with French doors that lead to your private outdoor space and pool.

Tropical Casita

Type

  • Home
1 Bedroom
2 Baths
2 Guests
If privacy is what you desire this is the property for you. Completely set back from street and fenced for you to enjoy your private pool and large outdoor space.

Ibis

Type

  • Cottage
1 Bedroom
1 Bath
2 Guests
Enjoy your private front porch in this quiet neighborhood in Old Town Key West. Located in The Colony compound, Ibis is a wonderful one bedroom one bath Key West rental home.

William's Loft

Type

  • Cottage
2 Bedrooms
1 Bath
3 Guests
This perfect spot offers plenty of private outdoor space within walking distance of great restaurants and shops.

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