Pet Friendly Holiday Rentals in Key West, FL

There are 298 pet friendly holiday rentals in Key West. Need help to decide where to stay with your dog? Browse the results below and filter by amenities to find the perfect spot. BringFido members never pay a booking fee, and their reservations are backed by our Pet Friendly Guarantee!

Pet Friendly Courtney's Place Historic Cottages & Inns
Courtney's Place Historic Cottages & Inns Pet Policy
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.
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Pet Friendly Rose Lane Villas
Rose Lane Villas Pet Policy
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.
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Pet Friendly VRBO Key West
VRBO Key West Pet Policy
Pet policies are determined by the individual owner of each Vrbo property. For more information on the pet fee, weight limit and other restrictions at a dog-friendly Vrbo in Key West, please contact the owner directly or read the 'House Rules' section of their listing. Also be sure to include your pet(s) in the 'Guest' field when making your reservation, so the pet fee can be included. If applicable, it will be usually be displayed in the 'On-site Fees' or 'Owner Fees' sections during checkout. Some owners will also wait until you arrive in Key West to collect the pet fee.
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Pet Friendly Colors on White
Colors on White Pet Policy
This property allows pets of any size for an additional fee of $25 per night. Both dogs and cats are welcome.
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Pet Friendly La Maisonnette
La Maisonnette Pet Policy
This 1-bedroom vacation rental in Key West allows 1 dog under 25 lbs for an additional fee. All pets must be spayed/neutered, at least 12 months old and approved in advance. Vaccination records are required, and breed restrictions may apply. Sorry, no cats.
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Pet Friendly Solaris Pair-A-Dise - Nightly Rental
Solaris Pair-A-Dise - Nightly Rental Pet Policy
This 2-bedroom vacation rental in Key West allows 1 dog under 25 lbs for an additional fee of $150 per stay. Cats and puppies less than 12 months old are not accepted. Breed restrictions apply. All dogs must have current vaccinations and be approved in advance.
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Pet Friendly The Eagle’s Nest
The Eagle’s Nest Pet Policy
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.
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Pet Friendly Heart of Old Town
Heart of Old Town Pet Policy
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.
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Pet Friendly Old Town Beauty Built in 1883
Old Town Beauty Built in 1883 Pet Policy
This 2-bedroom house in Key West allows small dogs for an additional fee of $100 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly Villa Vista
Villa Vista Pet Policy
This 2-bedroom vacation rental in Key West allows dogs of any size for an additional fee of $50 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly Curry Mansion Inn 1BR
Curry Mansion Inn 1BR Pet Policy
This 1-bedroom apartment in Key West allows 1 dog under 20 lbs for an additional fee. Cats may also be allowed by request, but pets must be approved in advance.
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Pet Friendly La Dolce Vita
La Dolce Vita Pet Policy
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.
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Pet Friendly Grenada Suite
Grenada Suite Pet Policy
This 2-bedroom condo in Key West allows dogs of any size for an additional fee. Cats may also be allowed by request.
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Pet Friendly Villa Aqua
Villa Aqua Pet Policy
This 2-bedroom vacation rental in Key West allows dogs of any size for an additional fee of $50 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly White St #1 (KW68) - Paradise Place
White St #1 (KW68) - Paradise Place Pet Policy
This 1-bedroom house in Key West allows 2 dogs of any size for an additional fee of $150 per pet, per stay. There is also a refundable deposit of $300 per stay. Cats may also be allowed by request, but all pets must be approved in advance.
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Pet Friendly Seahorse Cove
Seahorse Cove Pet Policy
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.
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Pet Friendly Royal Palm Summary T
Royal Palm Summary T Pet Policy
This vacation rental in Key West 2 dogs under 40 lbs for an additional fee of $15 per pet, per night. Sorry, no cats.
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Pet Friendly Havana Lane
Havana Lane Pet Policy
Dogs of any size are allowed at this 2-bedroom cottage in Key West for an additional fee of $30 per pet, per night. Cats may also be allowed by request.
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Pet Friendly A Touch of Cuba in Key West
A Touch of Cuba in Key West Pet Policy
Dogs of any size are allowed at this 2-bedroom condo in Key West for an additional fee of $100 per pet, per stay. Cats may also be allowed by request.
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