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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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.

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.

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.

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.

Spanish Lime Cottage

Type

  • Cottage
Old Town
1 Bedroom
1 Bath
2 Guests

Situated on Key West's historical Whitehead Street is Spanish Lime Cottage, appropriately named for one of the lime trees in the back yard. Whitehead runs parallel to Duval Street and is right in the heart of Old Town, Key West.

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.

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.

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!

Key Lime Pie

Type

  • Cottage
Old Town
2 Bedrooms
2 Baths
4 Guests

Key Lime Pie is a 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.

Ibis

Type

  • Cottage
Old Town
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 with a shared pool on property.

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