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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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.

Under The Palms

Type

  • Home
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.

Treetop Paradise

Type

  • Condo
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.

William's Loft

Type

  • Cottage
2 Bedrooms
1 Bath
3 Guests
This perfect spot offers plenty of private outdoor space within walking distance of great restaurants and shops.

Key Lime Pie

Type

  • Cottage
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.

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!

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.

Papa's Cottage Retreat

Type

  • Home
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.

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!

Amelia Home

Type

  • Home
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!

Casa de Rosalie

Type

  • Home
3 Bedrooms
2 Baths
8 Guests
Built in 1889 with original Dade County Pine, history comes alive when you enter this luxurious private home.

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 with a shared pool on property.

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