Pet Friendly Holiday Rentals
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    Pet Friendly Holiday Rentals in Winter Park, FL

    There are 16 pet friendly holiday rentals in Winter Park. Need help to decide where to stay with your dog? You can 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!

    £99+
    No pet fee
    Big dogs OK
    2+ pets OK

    Pet-Friendly Airbnb Rentals

    Winter Park, FL
    £199
    No pet fee
    Big dogs OK
    4 pets max
    Sleeps 12

    Goodrichome

    5.0 Winter Park, FL
    Goodrichome Pet Policy This 4-bedroom house in Winter Park allows 4 dogs of any size for no additional fee. Sorry, no cats. Please clean up after your pets. See Details
    £33
    No pet fee
    Big dogs OK
    2+ pets OK

    VRBO Winter Park

    Winter Park, FL
    VRBO Winter Park 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 Winter Park, 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 Winter Park to collect the pet fee. See Details
    £85
    No pet fee
    Big dogs OK
    2+ pets OK

    Winter Park Airbnb Rentals

    Winter Park, FL
    Winter Park 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 Winter Park, please contact the host directly or read the House Rules section at the bottom of their listing. See Details
    £199
    +$250 per pet
    Big dogs OK
    2 pets max
    Sleeps 10

    4/2 House with Swimming Pool

    5.0 Winter Park, FL
    4/2 House with Swimming Pool Pet Policy This 4-bedroom vacation rental in Winter Park allows 2 dogs of any size for an additional fee of $250 per pet, per stay. Cats may also be allowed by request, but all pets must be approved in advance. There is a small fenced backyard. See Details
    £149
    +$10/pet/night
    10 kg max
    2+ pets OK
    Sleeps 6

    Charming Winter Park 3-Bedroom Villa with Pool

    4.7 Winter Park, FL
    Charming Winter Park 3-Bedroom Villa with Pool Pet Policy This 4-bedroom villa in Winter Park allows 2 dogs under 10 kg for an additional fee of $10 per pet, per night. Cats are also welcome. See Details
    £94
    +$100 per pet
    Big dogs OK
    2+ pets OK
    Sleeps 5

    Charming Winter Park Cottage

    4.9 Winter Park, FL
    Charming Winter Park Cottage Pet Policy This 2-bedroom vacation rental in Winter Park allows dogs of any size for an additional fee of $100 per pet, per stay. Cats may also be allowed by request. See Details
    £182
    +$250 per pet
    Big dogs OK
    2 pets max
    Sleeps 6

    Charming Clean Home near East End Market

    5.0 Winter Park, FL
    Charming Clean Home near East End Market Pet Policy This 3-bedroom vacation rental in Winter Park allows 2 dogs of any size for an additional fee of $250 per pet, per stay. The backyard is fenced. Sorry, no cats. See Details
    £60
    +$100 per pet
    25 kg max
    2 pets max
    Sleeps 6

    Charming Fully Furnished Farmhouse Bungalow

    4.6 Winter Park, FL
    Charming Fully Furnished Farmhouse Bungalow Pet Policy This 3-bedroom vacation rental in Winter Park allows 2 dogs under 50 lbs for an additional fee of $100 per pet, per stay. Sorry, no cats. The backyard is fenced. See Details
    £96
    +$200 per pet
    Small dogs only
    2+ pets OK
    Sleeps 4

    2BR Winter Park House

    4.8 Winter Park, FL
    2BR Winter Park House Pet Policy This 2-bedroom house in Winter Park allows small dogs for an additional fee of $200 per pet, per stay. Cats and larger dogs may also be allowed by request, but pets must be approved in advance. See Details
    £140
    +$200 per pet
    25 kg max
    2 pets max
    Sleeps 6

    Stroll to Park Avenue from Vintage Lakeview House

    4.8 Winter Park, FL
    Stroll to Park Avenue from Vintage Lakeview House Pet Policy This 2-bedroom house in Winter Park allows 2 dogs under 50 lbs for an additional fee of $200 per pet, per stay. Sorry, no cats. See Details
    £88
    +$35 per pet
    25 kg max
    2 pets max
    Sleeps 4

    Apartment F with Swimming Pool

    4.7 Winter Park, FL
    Apartment F with Swimming Pool Pet Policy This 2-bedroom apartment in Winter Park allows 2 dogs under 50 lbs for an additional fee of $35 per pet, per stay. Sorry, no cats. See Details
    £56
    +$35 per pet
    25 kg max
    2 pets max
    Sleeps 4

    Cozy Comfort 2 Blocks from Park Ave with Pool

    5.0 Winter Park, FL
    Cozy Comfort 2 Blocks from Park Ave with Pool Pet Policy This 2-bedroom house in Winter Park allows 2 dogs under 50 lbs for an additional fee of $35 per pet, per stay. Sorry, no cats. Pets are not allowed in the fenced pool area. See Details
    £76
    +$35 per pet
    25 kg max
    2 pets max
    Sleeps 4

    Cozy Comfort Just 2 Blocks from Park Ave

    5.0 Winter Park, FL
    Cozy Comfort Just 2 Blocks from Park Ave Pet Policy This 2-bedroom house in Winter Park allows 2 dogs under 50 lbs for an additional fee of $35 per pet, per stay. Sorry, no cats. See Details
    £90
    +$35 per pet
    25 kg max
    2 pets max
    Sleeps 4

    Walk to Park Ave

    5.0 Winter Park, FL
    Walk to Park Ave Pet Policy This 2-bedroom apartment in Winter Park allows 2 dogs under 50 lbs for an additional fee of $35 per pet, per stay. Sorry, no cats. See Details
    £154
    +$200 per pet
    25 kg max
    2 pets max
    Sleeps 4

    Cute Bungalow Minutes Walk from Park Avenue

    4.9 Winter Park, FL
    Cute Bungalow Minutes Walk from Park Avenue Pet Policy This 2-bedroom house in Winter Park allows 2 dogs under 50 lbs for an additional fee of $200 per pet, per stay. Sorry, no cats. See Details
    £90
    +$300 pet fee
    25 kg max
    1 pet max
    Sleeps 4

    Private Poolside Guest House in Winter Park

    4.0 Winter Park, FL
    Private Poolside Guest House in Winter Park Pet Policy This 1-bedroom guesthouse in Winter Park allows 1 dog under 50 lbs for an additional fee of $300 per stay. Sorry, no cats. See Details
    £78
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 7

    3BR Bungalow Walk to Downtown Sanford

    Sanford, FL
    3BR Bungalow Walk to Downtown Sanford Pet Policy This 3-bedroom house in Sanford is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. See Details
    £79
    No pet fee
    Big dogs OK
    2+ pets OK
    Sleeps 6

    Perfect Location Near Disney

    4.5 Kissimmee, FL
    Perfect Location Near Disney Pet Policy This 3-bedroom bungalow in Kissimmee allows dogs of any size for no additional fee. Cats may also be allowed by request, but pets must be housebroken. See Details
    £65
    No pet fee
    Big dogs OK
    1 pet max
    Sleeps 8

    Modern Chic Villa Unit A

    4.8 Kissimmee, FL
    Modern Chic Villa Unit A Pet Policy This 3-bedroom villa in Kissimmee allows 1 dog of any size for no additional fee. A second dog is allowed for an additional fee of $25 per night. Cats may also be allowed by request. See Details
    Winter Park, FL, US