Holiday rentals near Winter Garden

We found 274 holiday rentals — enter your dates for availability

Find the perfect holiday rental that's close to Winter Garden. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as a fireplace and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value