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 27 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 the private pool, enjoy cold Margarita on the covered porch and cook up some fresh catch on the grill! Welcome to your dream vacation home!

Hidden Treasure

Type

  • Condo
2 Bedrooms
2 Baths
4 Guests
Private outdoor kitchen to able to enjoy cooking your favorite dish while enjoying the large outdoor space.

Paradise Place

Type

  • Condo
1 Bedroom
1 Bath
4 Guests
Cozy apartment within biking distance to The Historic Seaport, Cuban Coffee Queen, local grocery store Fausto's and even Higgs Beach

Green Orchid

Type

  • Cottage
2 Bedrooms
2.5 Baths
4 Guests
Beautifully restored private cottage located in Old Town Key West.

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.

Key Lime Pie

Type

  • Cottage
2 Bedrooms
2 Baths
4 Guests
Private cottage that has all the amenities you would require for your stay, private pool, outdoor space for lounging, grill and dining. One block from the Historic Seaport and close enough to bike to all the sites and attractions of Old Town.

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.

Duval On The Square

Type

  • Townhouse
2 Bedrooms
2.5 Baths
6 Guests
Rooftop community just steps away from Duval Street to great restaurants, shopping and entertainment.

The pool will be completely shut down during July 8-19 due to pool resurfacing and repair of pool skimmers

Conch Republic Retreat

Type

  • Cottage
2 Bedrooms
2 Baths
4 Guests
Located in the quiet neighborhood of The Meadows, you’ll find the Conch Republic Retreat, a quintessential cigar maker’s shotgun style house, circa 1890.

Tropical Dreaming

Type

  • Home
2 Bedrooms
2.5 Baths
6 Guests
Do not look any further! Your perfect vacation home rental is right here! Offering private pool with lounge chairs and covered outside porch. You can also bring your Fido!

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