Key West Pet Friendly Rentals

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Hoping to bring your family dog with you to Key West? Some of our properties are dog friendly. All pets must be approved by AHKW. An additional pet clean is required and will be added to the cost of the rental. Small breeds only, less than 30 lbs, restricted breeds will not be approved.

Although we love kitties please check with AHKW if cats are allowed in a specific property. Two pet maximum. We request that all pets are crated when left alone in the property, or that gates are brought to confine pets to proper areas of the home. New environments may cause even the most well-behaved animal to cause damage and act out. Please do not allow pets on any furniture in the property. Pet hair and pet stains are much more time intensive and costly to remove from upholstered furniture, and should the furniture need steam cleaned, additional charges may occur.

You are encouraged to read more about our Pet Policy on the Terms & Requirements page.

Key West is a pet friendly town, and there are many activities you and fido can enjoy together.

Please see our dog friendly homes, make your reservation noting you are bringing your pet and give us a call so we can make your stay enjoyable for all.

Displaying 1 - 12 of 17 rentals matching your search criteria
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Treetop Paradise

Type

  • Condominium
Old Town
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.

Key Lime Pie

Type

  • Cottage
Old Town
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.

Casa de Rosalie

Type

  • House
Old Town
3 Bedrooms
2 Baths
8 Guests

Built in 1889 with original Dade County Pine, history comes alive when you enter this luxurious private home.

Casita de Catherine

Type

  • Cottage
Old Town
1 Bedroom
1 Bath
3 Guests

Enjoy Island life and live like a local in this perfect cottage on a quiet street in Key West. A welcoming outdoor space with a relaxing feel, this rental features a private hot tub and grill for outdoor entertaining.

Amelia Home

Type

  • House
Old Town
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!

Tropical Dreaming

Type

  • House
Old Town
2 Bedrooms
2.5 Baths
6 Guests

Do not look any further! Your perfect vacation home rental is right here! Offering a private pool with lounge chairs and covered outside porch. You can also bring your Fido!

Land Of Love

Type

  • Townhouse
Old Town
2 Bedrooms
1.5 Baths
4 Guests

Your perfect escape to Key West awaits you in the Land of Love.

Coral Breeze

Type

  • Townhouse
Stock Island
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 perfect choice!

Under The Palms

Type

  • House
Mid Town
2 Bedrooms
2 Baths
4 Guests

Meander down a quiet street in midtown Key West until you come upon a white picket fence on a shady corner lot. Park and walk around to open the gate.

Flagler's Oasis

Type

  • House
Mid Town
2 Bedrooms
1 Bath
4 Guests

Bask in complete privacy in this Key West tropical paradise with a lagoon style pool. This property is pet friendly.

Paradise Place

Type

  • Condominium
Old Town
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.

Coconut Cottage

Type

  • Cottage
Old Town
1 Bedroom
2 Baths
2 Guests

Private fenced outdoor space to enjoy your private plunge pool and the large outdoor space for lounging and dining.

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