Pet Friendly Holiday Rentals in Key West, FL

Courtney's Place Historic Cottages & Inns allows two pets of any size for an additional fee of $15 per pet, per night. Both dogs and cats are welcome. Additional pets may be allowed with approval prior to booking.

Rose Lane Villas welcomes pets of any size for an additional fee. The first pet is $50 per stay and each additional pet is $25 per stay. All pets must be leashed, housebroken, people-friendly, non-aggressive, and quiet. Dogs cannot be left alone in the room unless crated. Large dog crate available upon request for a one-time fee of $10. Excessive damages due to non-housebroken behavior will be charged to the credit card on file. reserve the right to refuse service to guests with a disruptive dog with no refund on outstanding nights. The Manor dogs and resident cat Ms. Kitty look forward to greeting you and your Fido.

This 1-bedroom condo in Key West is pet friendly! Dogs of any size are allowed for no additional fee. Cats may also be allowed by request. Please clean up after your pets.

This 3-bedroom house in Key West is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

This 1-bedroom house in Key West allows dogs of any size for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance. There are 2 small resident dogs on the property as well.

This 13-bedroom house in Key West is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

This 1-bedroom condo in Key West is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

This 3-bedroom house in Key West is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

This 2-bedroom townhouse in Key West is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

This 2-bedroom house in Key West is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance. Please provide pet weight, age and breed in your booking request.

This 3-bedroom boat in Key West allows 4 dogs of any size for no additional fee. Cats may also be allowed by request.

This 2-bedroom vacation rental in Key West is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.

This 3-bedroom house in Key West allows 1 dog of any size for no additional fee. Sorry, no cats.

This property allows pets of any size for an additional fee of $25 per night. Both dogs and cats are welcome.

Dogs of any size are allowed at this 3-bedroom house in Key West for an additional fee of $15 per pet, per night. Cats may also be allowed by request.

Dogs of any size are allowed at this 2-bedroom house in Key West for an additional fee of $15 per pet, per night. Cats may also be allowed by request.

This 3-bedroom townhouse in Key West allows 2 dogs under 50 lbs for an additional fee of $20 per pet, per night. Pets must be approved in advance. Four-legged guests can enjoy the nearby walking paths. Sorry, no cats.

This property allows 2 pets up to 40 lbs for an additional fee of $15 per pet, per night. Cats may also be allowed by request.

This 5-bedroom vacation rental in Key West allows dogs of any size for an additional fee of $200 per pet, per stay. Cats may also be allowed by request.