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 18 rentals matching your search criteria
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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.

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.

Perfect Pineapple

Type

  • House
Old Town
2 Bedrooms
1 Bath
4 Guests

Long considered a sign of hospitality, the pineapple is widely recognized as sign of Welcome and Friendship, and so we welcome YOU to the Perfect Pineapple!

A Little Slice Of Paradise

Type

  • Townhouse
Stock Island
2 Bedrooms
1.5 Baths
5 Guests

Located on the main road meandering through the secluded gated Key West Golf Club community, you’ll find A Little Slice of Paradise. Spend a month (or two) in this charming townhouse and you may never return home.

Ecco Domani

Type

  • House
Old Town
3 Bedrooms
2.5 Baths
6 Guests

A beautiful three-story home with private pool, off street parking, and attractive decor, Ecco Domani is a wonderful Key West escape that you will want to come home to year after year.

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.

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.

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.

Papa's Cottage Retreat

Type

  • House
Old Town
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.

Tropical Casita

Type

  • House
Old Town
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.

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!

Southard Square Hideaway

Type

  • Condominium
Old Town
1 Bedroom
1 Bath
4 Guests

A quiet oasis in Old Town Key West that offers a beautiful shared pool and off street parking.

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