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 Davenport
4.81 out of 5 average rating, 142 reviewsWelcoming fully equipped villa in Davenport
Home in Kissimmee
4.87 out of 5 average rating, 178 reviewsPersonal pool home 4/2close to Disney!
Home in Minneola
4.98 out of 5 average rating, 139 reviewsSpacious Getaway ~ Heated LED Pool & Ping Pong
Home in Four Corners
4.99 out of 5 average rating, 108 reviews*Luxurious Paradise Mansion: Pool, Spa & Cinema
Home in Clermont
4.79 out of 5 average rating, 170 reviewsABM Villa Private Pool-SPA Near all Parks Disney!
Home in Apopka
4.83 out of 5 average rating, 102 reviews2-bedroom home with pool near Kings Landings!
Home in Clermont
4.86 out of 5 average rating, 140 reviewsOur Poolhome by the Mouse house with Game Room.
Home in Kissimmee
4.96 out of 5 average rating, 137 reviewsMagical home! 15 minutes from all parks!
Weekly house rentals
Home in Montverde
4.95 out of 5 average rating, 44 reviewsCottage in the Hills
Home in Winter Garden
4.86 out of 5 average rating, 29 reviewsYour Enchanted Downtown Winter Garden Home
Home in Winter Garden
5 out of 5 average rating, 9 reviewsEntire clean comfortable house
Home in Winter Garden
4.95 out of 5 average rating, 21 reviewsWinter Garden Cottage w\fence
Home in Winter Garden
5 out of 5 average rating, 12 reviews1921 Winter Garden home 22 min from Magic Kingdom
Home in Clear Lake
4.92 out of 5 average rating, 422 reviewsPet OK/Big Backyard/Fast WiFi/Washer & Dryer.
Home in Ocoee
5 out of 5 average rating, 11 reviews2 br/2bath in Ocoee Florida/universal/disney/lake
Home in Winter Garden
4.97 out of 5 average rating, 39 reviewsCozy home in Winter Garden
Private house rentals
Home in Clermont
4.9 out of 5 average rating, 72 reviewsHouse in Clermont
Home in Clermont
5 out of 5 average rating, 26 reviewsLakefront home - country setting
Home in Orlando
5 out of 5 average rating, 81 reviewsOrlando Cactus House! 5min from Universal Studios
Home in Winter Garden
4.97 out of 5 average rating, 71 reviewsWATERFRONTWntrGdnHSE VIEWS Dock Wildlife 13mi Disn
Home in Ocoee
5 out of 5 average rating, 32 reviewsOrlando/Downtown/GameRoom/Disney/Lake
Home in Orlando
4.95 out of 5 average rating, 22 reviewsUnique Spacious Home w/ Pool near Downtown Orlando
Home in Ocoee
4.92 out of 5 average rating, 90 reviewsWelcome to your perfect home away from home.
Home in Winter Garden
4.78 out of 5 average rating, 9 reviewsCozy House in Winter Garden
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
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- Rentals with pools Winter Garden
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- Monthly Rentals Winter Garden
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