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Search results; Over 1,000 homes in Winter Garden

Descriptions are based on details hosts provide
Top guest favourite
Cottage in Winter Garden
The Heart of Winter Garden: Walk to shops & dining
2 bedrooms, 2 beds, 1 private bathroom
9–14 Sept
,
4.99 out of 5 average rating, 196 reviews
Top guest favourite
Flat in Windermere
Relaxing 2BR Lakeview Retreat Close to Attractions
4.99 out of 5 average rating, 116 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Jul
Guest favourite
Home in Clermont
Themed kids’ rooms and a private pool
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
30 Jul – 4 Aug
Top guest favourite
Townhouse in Clermont
Newly renovated with a fenced yard
4.89 out of 5 average rating, 55 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Home in Clermont
Lux 6 bed with Pool/SPA
5.0 out of 5 average rating, 7 reviews, 6 bedrooms, 10 beds, 4 bathrooms
19–24 Jul
Superhost
Townhouse in Clermont
Harry Potter theater and private pool
5 bedrooms, 7 beds, 5.5 bathrooms
20–25 Sept
Top guest favourite
Townhouse in Kissimmee
4.3 miles from Disney with a pool
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 3 bathrooms
28 Jul – 2 Aug
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
18–23 Jul
Superhost
Home in Kissimmee
Pool home with game room near Disney
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
31 Jul – 5 Aug
Top guest favourite
Home in Clermont
Lake views and a deck near downtown
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 5 beds, 2 bathrooms
23–28 Jul
Guest favourite
Home in Orlando
Sleeps 6 | Car Rental | Prime DTO Location
4.99 out of 5 average rating, 78 reviews, 3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Clermont
Cozy Clermont Retreat
4.98 out of 5 average rating, 48 reviews, 6 bedrooms, 9 beds, 4 bathrooms
26–31 Jul
Villa in Clermont
Modern 4BR South Facing Pool Home Near Disney
4 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
Top guest favourite
Home in Kissimmee
Luxury Home Orlando – approx. 10 min to Disney
4.98 out of 5 average rating, 83 reviews, 3 bedrooms, 4 beds, 3 bathrooms
29 Jul – 3 Aug
Superhost
Townhouse in Kissimmee
Screened-in pool with a water view
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug
Superhost
Townhouse in Davenport
Private pool, minutes from Disney World
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
Guest favourite
Home in Clermont
5 BD/ 5.5 BA/ Windsor Cay (15839 CC)
5.0 out of 5 average rating, 17 reviews, 5 bedrooms, 7 beds, 5.5 bathrooms
26–31 Jul
Superhost
Home in Clermont
Family pool home w/ game room near Disney
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
Superhost
Townhouse in Davenport
NEW Disney Resort Free Waterpark Private Pool Gym
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
27 Sept – 2 Oct