Dog-friendly vacation rentals in Old Town Key West

We found 21 vacation rentals waiting for you.

Furry friends and wagging tails welcome

Old Town Key West is even more fun with your four-legged friends. Discover pet-friendly vacation homes with amenities your pup will love, like large outdoor spaces to play and cozy nooks for napping.

Top-rated dog-friendly rentals in Old Town Key West

Pet parents have spoken. Explore some of their favorite dog-friendly homes in Old Town Key West, offering the perfect blend of relaxation and adventure for your pup.

Bahama House
3 Bed | 3 Bath | Sleeps 8

Bahama House - Key West, FL

From $954
(excludes fees and taxes)
4.71 (145)
Amelia House
3 Bed | 2 Bath | Sleeps 8

Amelia House - Key West, FL

From $715
(excludes fees and taxes)
4.33 (112)
Old Town Garden Villas - Abaco Suite
1 Bed | 1.5 Bath | Sleeps 4

Old Town Garden Villas - Abaco Suite - Key West, FL

From $431
(excludes fees and taxes)
4.69 (123)
Old Town Garden Villas - Andros Suite
1 Bed | 1.5 Bath | Sleeps 4

Old Town Garden Villas - Andros Suite - Key West, FL

From $280
(excludes fees and taxes)
4.75 (138)

Explore All Dog-friendly Vacation Rentals

Recent guest reviews

Clean, well provisioned vacation condo in the heart of everything!
Ney L. | Jul 2025
This place was everything we expected. Perfect layout and great location right off Duval Street. Good parking and easy access. Place was clean and we had everything we needed for our stay.
Craig F. | Jul 2025
Walk to everything. Had a great stay in this cute key west cottage. Beds were very comfortable and needed after a long day of fun. Would stay here again.
Trista P. | Jul 2025
Loved the room and the property, we will definitely book again when we return! The outdoor space and pool are amazing 👏🏼 👏🏼 👏🏼
Marshall G. | Jul 2025
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Yes, a pet fee is charged at all of our pet-friendly vacation rentals. No deposit is required. The amount varies depending on the property’s location, size, and helps to cover extra cleaning procedures.

Dogs are the only type of animals allowed in our pet-friendly vacation homes. As required by law, we also allow service animals in our vacation rentals.

Weight limits and the number of dogs allowed vary by home; any limits will be clearly stated in the description of each listing.

Le nombre d'animaux autorisés par location dépend de la taille de la maison, des préférences du propriétaire et des restrictions de la communauté ou de l'association de propriétaires. Le nombre d'animaux autorisés est indiqué dans la description de l'annonce.

Some homes offer designated pet relief areas on the property. We recommend checking the property description or contacting us for details.

Pet waste bags are not usually provided (though some homes do offer these as a perk), so it is best to bring your own.

Rules concerning dogs are always changing. We suggest going to the official city website, where you’ll often find a list of any regulations, leash laws, and other relevant information. In addition, certain homeowners' associations have restrictions regarding pets.

Pet food and water bowls are not usually provided (though some homes do offer these as a perk), so it is best to bring your own.

Dog towels are not usually offered at pet-friendly vacation homes (though some homes may offer them as an extra amenity), so it is best to bring your own.

Dogs are not usually allowed on the furniture in vacation rentals. We recommend bringing your pet's favorite blanket or bed to lie on.
USA > Florida > Old Town Key West > Dog-friendly