Pet Friendly Holiday Rentals in Key West, FL

There are 311 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 Key West Airbnb Rentals
Key West Airbnb Rentals Pet Policy
Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions at a particular property in Key West, please contact the host directly or read the House Rules section at the bottom of their listing.
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Pet Friendly South Street Cottage
South Street Cottage Pet Policy
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.
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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 Last Stop in Paradise
Last Stop in Paradise Pet Policy
This 3-bedroom house in Key West allows 1 dog under 20 lbs for an additional fee of $25 per night. Sorry, no cats. All pets must be approved in advance. The yard is fenced.
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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 Audubon House
Audubon House Pet Policy
This 1-bedroom vacation rental in Key West allows 1 dog under 30 lbs for an additional fee of $20 per night. Additional dogs may be allowed by request. Sorry, no cats.
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Pet Friendly House & Guesthouse with Private Hot Tub
House & Guesthouse with Private Hot Tub Pet Policy
This 4-bedroom house in Key West allows 2 dogs up to 30 lbs for an additional fee of $20 per pet, per night. Sorry, no cats.
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Pet Friendly Key Lime Cottage
Key Lime Cottage Pet Policy
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.
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Pet Friendly Elizabeth Retreat
Elizabeth Retreat Pet Policy
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.
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Pet Friendly Old Town Garden Villas - Abaco Suite
Old Town Garden Villas - Abaco Suite Pet Policy
This 1-bedroom vacation rental in Key West allows 1 dog under 35 lbs for an additional fee of $20 per night. A second dog may be allowed by request. 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 Catherine House
Catherine House Pet Policy
This 2-bedroom house in Key West allows dogs of any size for an additional fee of $30 per pet, per night. Cats may also be allowed by request. The yard is fenced.
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Pet Friendly Colony Sunset
Colony Sunset Pet Policy
This 1-bedroom cottage in Key West allows dogs under 40 lbs for an additional fee of $25 per pet, per night. Cats may also be allowed by request. The yard is fenced.
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Pet Friendly Casa Victoria
Casa Victoria Pet Policy
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.
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Pet Friendly Villa Paradiso
Villa Paradiso Pet Policy
This 3-bedroom house in Key West allows dogs of any size for an additional fee of $30 per pet, per night. Cats may also be allowed by request.
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Pet Friendly Little Paradise
Little Paradise Pet Policy
Dogs of any size are allowed at this 2-bedroom house in Key West for an additional fee of $150 per pet, per stay. Cats may also be allowed by request.
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