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Vacation rentals in Winter Garden

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Winter Garden vacation rentals

Stay near Winter Garden's top sights

Winter Garden Downtown Pavilion and Farmers Market19 locals recommend
Crooked Can Brewing Company28 locals recommend
Chef's Table at the Edgewater & Tasting Room8 locals recommend
West Orange Trail Bikes and Blades7 locals recommend
Oakland Nature Preserve7 locals recommend
Axum Coffee5 locals recommend

Quick stats about vacation rentals in Winter Garden

  • Total rentals

    110 properties

  • Total number of reviews

    4.7K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Frequently Asked Questions

  • Where should I stay in Winter Garden?

    Make yourself at home in Winter Garden by choosing from our most frequently booked neighborhoods. We have over 210 vacation rentals in Tildenville, and over 40 vacation rentals in Johns Lake Point.

  • Are there vacation rentals with a dedicated workspace in Winter Garden?

    Yes! Work meets play with ease at over 40 vacation rentals in Winter Garden featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Winter Garden?

    Four-legged friends are welcome in Winter Garden. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there Winter Garden vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Winter Garden, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Winter Garden have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Winter Garden. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winter Garden have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Winter Garden. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Winter Garden?

    Winter Garden has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Winter Garden?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Orange County
  5. Winter Garden