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

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    There are 13 pet friendly holiday rentals in Winter Garden. 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. All pet policy information is guaranteed and there are no booking fees!

    Pet Friendly Large 6BR House With Private Heated Pool & Spa
    £131
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 16

    Large 6BR House With Private Heated Pool & Spa

    5.0 Kissimmee, FL
    Large 6BR House With Private Heated Pool & Spa Pet Policy This 6-bedroom vacation rental in Kissimmee 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 is an on-site dog park. Visit Website
    £87
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 6

    Near Pool Beautiful Condo #3017

    4.6 Orlando, FL
    Near Pool Beautiful Condo #3017 Pet Policy This 3-bedroom vacation rental in Orlando is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    £157
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 16

    Luxury Championsgate 8BR Villa Near Disney 1524FD

    5.0 Four Corners, FL
    Luxury Championsgate 8BR Villa Near Disney 1524FD Pet Policy This 8-bedroom vacation rental in Four Corners is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    £43
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 5

    3697 Orlando Vacational

    4.6 Orlando, FL
    3697 Orlando Vacational Pet Policy This 2-bedroom apartment in Orlando is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    £195
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 10

    Tuscan Treat

    5.0 Davenport, FL
    Tuscan Treat Pet Policy This 5-bedroom vacation rental in Davenport is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    £94
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 8

    Modern Vista Cay Reserve Condo 6003

    4.8 Orlando, FL
    Modern Vista Cay Reserve Condo 6003 Pet Policy This 3-bedroom condo in Orlando is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    £115
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 14

    Luxury 5 Bedroom Home 240

    4.7 Reunion, FL
    Luxury 5 Bedroom Home 240 Pet Policy This 5-bedroom villa in Reunion allows dogs of any size for no additional fee. Cats may also be allowed by request. Please keep pets off of the furniture to avoid an additional $250 fee. Visit Website
    £98
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 12

    Luxury 4BR Townhouse 224

    4.6 Reunion, FL
    Luxury 4BR Townhouse 224 Pet Policy This 4-bedroom vacation rental in Reunion allows dogs of any size for no additional fee. Cats may also be allowed by request. To avoid an additional cleaning fee, please keep pets off of the beds and furniture. Visit Website
    £198
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 20

    Stunning 8bdr Home Free Pool Heater Special

    4.6 Kissimmee, FL
    Stunning 8bdr Home Free Pool Heater Special Pet Policy This 8-bedroom vacation rental in Kissimmee is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    £111
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 20

    8BR Villa in Windsor at Westside (SHV1212HA)

    4.5 Kissimmee, FL
    8BR Villa in Windsor at Westside (SHV1212HA) Pet Policy This 8-bedroom vacation rental in Kissimmee welcomes dogs of any size for no additional fee. Cats may also be allowed by request. Visit Website
    £98
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 8

    Vista Cay 1010

    4.8 Orlando, FL
    Vista Cay 1010 Pet Policy This 3-bedroom vacation rental in Orlando is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    £136
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 17

    Luxury 7 Bedroom Home 207

    4.5 Four Corners, FL
    Luxury 7 Bedroom Home 207 Pet Policy This 7-bedroom vacation rental in Four Corners allows dogs of any size for no additional fee. Cats may also be allowed by request, but pets are not allowed on the furniture or beds. Visit Website
    £85
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 4

    Family & Pet Friendly

    5.0 Kissimmee, FL
    Family & Pet Friendly Pet Policy This 2-bedroom townhouse in Kissimmee is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    £105
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 15

    Luxury 6-Bedroom Home

    4.5 Four Corners, FL
    Luxury 6-Bedroom Home Pet Policy This 6-bedroom vacation rental in Four Corners allows dogs of any size for no additional fee. Cats may also be allowed by request, but pets are not allowed on the furniture or beds. Visit Website
    £93
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 4

    Fully Equipped Apartment Near Disney

    5.0 Celebration, FL
    Fully Equipped Apartment Near Disney Pet Policy This 1-bedroom apartment in Celebration is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    £61
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 4

    Tower House

    4.7 Kissimmee, FL
    Tower House Pet Policy This 2-bedroom apartment in Kissimmee is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    £105
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 12

    Luxury 5 Bedroom Home 239

    4.8 Davenport, FL
    Luxury 5 Bedroom Home 239 Pet Policy This 5-bedroom villa in Davenport is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Pets are not allowed on the furniture or in the bedrooms. Visit Website
    £94
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 7

    New Beautiful Deluxe Condo - CDC Compliant - 3014

    4.9 Orlando, FL
    New Beautiful Deluxe Condo - CDC Compliant - 3014 Pet Policy This 3-bedroom vacation rental in Orlando is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    £112
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 10

    Ultimate 5BR Villa with Pool & Spa (1555FD)

    5.0 Four Corners, FL
    Ultimate 5BR Villa with Pool & Spa (1555FD) Pet Policy This 5-bedroom villa in Four Corners is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    £76
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 5

    Luxury 2 Bedroom Condo Home 216

    4.5 Kissimmee, FL
    Luxury 2 Bedroom Condo Home 216 Pet Policy This 2-bedroom vacation rental in Kissimmee allows dogs of any size for no additional fee. Cats may also be allowed by request. To avoid an additional cleaning fee, please keep pets off of the beds and furniture. Visit Website
    Winter Garden, FL, US