Pet Friendly Holiday Rentals in Siesta Key, FL

There are 211 pet friendly holiday rentals in Siesta Key. 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 2BR Condo with Amazing Pool Near Siesta Key Beach
2BR Condo with Amazing Pool Near Siesta Key Beach Pet Policy
This 2-bedroom condo in Siesta Key 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 Bright & Colorful Key West Villa
Bright & Colorful Key West Villa Pet Policy
This 2-bedroom house in Siesta Key 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 Centrally Located Condo with Amazing Pool
Centrally Located Condo with Amazing Pool Pet Policy
This 2-bedroom condo in Siesta Key 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 1/1 Cottage with Outdoor Space
1/1 Cottage with Outdoor Space Pet Policy
This 1-bedroom vacation rental in Siesta Key allows 1 dog of any size for an additional fee of $75 per stay. Pets must be approved in advance. Sorry, no cats.
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Pet Friendly Condo with Pool a Block to Siesta Key Village
Condo with Pool a Block to Siesta Key Village Pet Policy
This 2-bedroom condo in Siesta Key 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 Lovely 2BR Condo with Two Pools & Tiki Bar
Lovely 2BR Condo with Two Pools & Tiki Bar Pet Policy
This 2-bedroom condo in Siesta Key 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 Condo Five Minute Walk to Beach with Pool
Condo Five Minute Walk to Beach with Pool Pet Policy
This 2-bedroom condo in Siesta Key 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 Centrally Located Condo a Block from Sk Village
Centrally Located Condo a Block from Sk Village Pet Policy
This 2-bedroom condo in Siesta Key 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 White Sands Walk to Siesta Beach
White Sands Walk to Siesta Beach Pet Policy
This 2-bedroom condo in Siesta Key allows 1 dog under 25 lbs for an additional fee of $200 per stay. Pets must be approved in advance. There is a designated area on the property for pet relief. Sorry, no cats.
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Pet Friendly The Wildflower - Unit 2
The Wildflower - Unit 2 Pet Policy
This 1-bedroom flat in Siesta Key allows dogs of any size for an additional fee of $90 per stay. Cats may also be allowed by request.
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Pet Friendly Comforts of Home in Condo with Pool
Comforts of Home in Condo with Pool Pet Policy
This 2-bedroom condo in Siesta Key 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 The Wildflower  - Unit 8
The Wildflower - Unit 8 Pet Policy
This 1-bedroom flat in Siesta Key allows dogs of any size for an additional fee of $90 per stay. Cats may also be allowed by request.
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Pet Friendly Cabana Cottage
Cabana Cottage Pet Policy
This 2-bedroom cottage in Siesta Key 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 Siesta Key Condo with Pool Near Bars & Restaurants
Siesta Key Condo with Pool Near Bars & Restaurants Pet Policy
This 2-bedroom condo in Siesta Key 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 Fiji Villa - Walk to Everything
Fiji Villa - Walk to Everything Pet Policy
This 1-bedroom house in Siesta Key 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 Kay on the Key
Kay on the Key Pet Policy
This 2-bedroom vacation rental in Siesta Key allows 2 dogs under 50 lbs for an additional fee of $200 per pet, per stay. Sorry, no cats.
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Pet Friendly Dreamview Beach Condo
Dreamview Beach Condo Pet Policy
This 1-bedroom vacation rental in Siesta Key allows 2 dogs with a combined weight up to 50 lbs for an additional fee of $100 per stay, plus a $500 refundable deposit. Sorry, no cats.
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Pet Friendly Cozy Condo with Pool 1 Block from Siesta Village
Cozy Condo with Pool 1 Block from Siesta Village Pet Policy
This 2-bedroom condo in Siesta Key is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request.
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