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 26 rentals matching your search criteria
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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

Poolside Paradise

Type

  • Home
2 Bedrooms
2 Baths
4 Guests
Spending time in the warm breezes of Key West – isn’t that why you come here? At Poolside Paradise you can enjoy outdoor living at its best!

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!

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

Key West Ginger Whole House

Type

  • 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!

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!

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.

Treetop Paradise

2 Bedrooms
2 Baths
4 Guests
Located in the historic Bahama Village neighborhood, nestled amongst the palms, you‘ll find the stately building that houses Treetop Paradise.

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.

Green Orchid

Type

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

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.

First Breath

Type

  • Home
3 Bedrooms
2 Baths
6 Guests
Bring the family to this 3 bed, 2 bath private conch home and enjoy your large private pool and outdoor area as the days pass by.

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