House holiday rentals in Winter Garden
Find and book unique houses on Airbnb
Top-rated house rentals in Winter Garden
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Winter Garden
House rentals with a pool
Home in Orlando
4.93 out of 5 average rating, 146 reviewsLakefront presidential suite / resort pool
Home in Mount Dora
4.95 out of 5 average rating, 132 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
Home in Kissimmee
4.86 out of 5 average rating, 224 reviews3 bedroom Villa in Kissimmee
Home in Kirkman South
4.97 out of 5 average rating, 345 reviewsShadow Bay Luxe / Private Pool Near Universal
Home in Orlando
4.87 out of 5 average rating, 179 reviewsPool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney
Home in Four Corners
4.95 out of 5 average rating, 159 reviewsLuxurious Golf Front Oasis: Pool, Spa, View&Cinema
Home in Orlando
4.9 out of 5 average rating, 282 reviewsMid-century Modern Villa w/ Pool Near Universal
Home in Kissimmee
4.96 out of 5 average rating, 136 reviewsMagical home! 15 minutes from all parks!
Weekly house rentals
Home in Clermont
4.9 out of 5 average rating, 71 reviewsHouse in Clermont
Home in Montverde
4.95 out of 5 average rating, 43 reviewsCottage in the Hills
Home in Winter Garden
4.85 out of 5 average rating, 27 reviewsYour Enchanted Downtown Winter Garden Home
Home in Montverde
4.97 out of 5 average rating, 121 reviewsThe Legacy House - your home away from home.
Home in Winter Garden
4.97 out of 5 average rating, 70 reviewsWATERFRONTWntrGdnHSE VIEWS Dock Wildlife 13mi Disn
Home in Winter Garden
5 out of 5 average rating, 7 reviewsEntire clean comfortable house
Home in Winter Garden
4.94 out of 5 average rating, 18 reviewsWinter Garden Cottage w\fence
Home in Winter Garden
4.97 out of 5 average rating, 36 reviewsCozy home in Winter Garden
Private house rentals
Home in Clermont
5 out of 5 average rating, 26 reviewsLakefront home - country setting
Home in Orlando
5 out of 5 average rating, 74 reviewsOrlando Cactus House! 5min from Universal Studios
Home in Clermont
5 out of 5 average rating, 97 reviewsCozy Home near Waterfront Park
Home in Ocoee
5 out of 5 average rating, 31 reviewsOrlando/Downtown/GameRoom/Disney/Lake
Home in Orlando
4.95 out of 5 average rating, 19 reviewsUnique Spacious Home w/ Pool near Downtown Orlando
Home in Windermere
5 out of 5 average rating, 8 reviewsBeautiful Family Home with Pool near Disney
Home in Ocoee
4.94 out of 5 average rating, 87 reviewsWelcome to your perfect home away from home.
Home in Groveland
5 out of 5 average rating, 31 reviewsIsland life on the lakes
Quick stats about house rentals in Winter Garden
Total rentals
60 properties
Total number of reviews
2.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- St Petersburg Holiday rentals
- Daytona Beach Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
- Kissimmee Holiday rentals
- Miami Beach Holiday rentals
- Miami Holiday rentals
- Fort Lauderdale Holiday rentals
- Orlando Holiday rentals
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- Rentals with a washing machine and dryer Winter Garden
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- Monthly Rentals Winter Garden
- Townhouse rentals Orange County
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