Pet Friendly Holiday Rentals in Florida, MA

There are 2 pet friendly holiday rentals in Florida, and 230 more nearby. 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 VRBO Florida
VRBO Florida 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 Florida, 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 Florida to collect the pet fee.
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Pet Friendly 2BR Cabin With Deck & Fire Pit
2BR Cabin With Deck & Fire Pit Pet Policy
This 2-bedroom vacation rental in Williamsburg is pet friendly! Dogs of any size are welcome for no additional fee. Sorry, no cats.
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Pet Friendly Bennington Cabin with Deck & Views of 3 States
Bennington Cabin with Deck & Views of 3 States Pet Policy
Dogs of any size are allowed at this 2-bedroom cabin in Bennington for an additional fee of $81 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly Hermitage Area 3br Condo
Hermitage Area 3br Condo Pet Policy
This 3-bedroom condo in Wilmington allows 1 dog of any size for no additional fee. Cats are also welcome, but all pets must be approved in advance.
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Pet Friendly The 1843 Morewood Schoolhouse
The 1843 Morewood Schoolhouse Pet Policy
This 1-bedroom house in Pittsfield is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. There is a fenced yard.
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Pet Friendly Cavalier Cottage
Cavalier Cottage Pet Policy
This 1-bedroom vacation rental in Charlemont allows dogs of any size for no additional fee! Just be sure to note that you're bringing a pet along on the booking form. Sorry, no cats.
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Pet Friendly Walk to Downtown Williamstown
Walk to Downtown Williamstown Pet Policy
Small dogs are welcome in this 2-bedroom house in Williamstown for no additional fee. Cats may also be allowed by request.
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Pet Friendly Cozy 2-Bedroom A-Frame With Pool Table
Cozy 2-Bedroom A-Frame With Pool Table Pet Policy
This 2-bedroom vacation rental in Wilmington allows dogs of any size for an additional fee of $79 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.
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Pet Friendly Healthcare Central Apartment
Healthcare Central Apartment Pet Policy
This 2-bedroom apartment in Lanesborough 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 Great Golf & Ski Home
Great Golf & Ski Home Pet Policy
This 3-bedroom vacation rental in Wilmington allows dogs of any size for an additional fee of $25 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly Starkweather
Starkweather Pet Policy
This 3-bedroom farmhouse in Worthington allows dogs of any size for an additional fee of $60 per pet, per stay. Cats may also be allowed by request. Pets must be housebroken. Please note there is a residential dog that lives on the property.
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Pet Friendly Cozy Mount Snow Chalet with Game Room & Hot Tub
Cozy Mount Snow Chalet with Game Room & Hot Tub Pet Policy
This 4-bedroom cabin in West Dover allows 2 dogs of any size for an additional fee of $106 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly Cottage in the Woods with a Firepit
Cottage in the Woods with a Firepit Pet Policy
This 2-bedroom cottage in Wilmington allows 1 dog under 15 lbs for an additional fee of $20 per night. Sorry, no cats.
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Pet Friendly The Barn
The Barn Pet Policy
This 4-bedroom vacation rental in Wilmington allows dogs of any size for an additional fee of $50 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance.
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Pet Friendly 3BR Townhome Near Mt Snow with Hot Tub &  Pool
3BR Townhome Near Mt Snow with Hot Tub & Pool Pet Policy
This 3-bedroom townhouse in West Dover allows 1 dog under 50 lbs for an additional fee of $100 for stays of 1 to 3 nights and $175 for stays of 4 nights or more. Sorry, no cats.
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Pet Friendly Hart Cottage
Hart Cottage Pet Policy
Dogs of any size are allowed at this 3-bedroom vacation rental in Williamstown for an additional fee of $50 per pet, per stay. Cats may also be allowed by request.
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Pet Friendly The Red House
The Red House Pet Policy
This 3-bedroom vacation rental in West Dover allows dogs of any size for a fee of $35 per pet, per stay. Cats may also be allowed by request.
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