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Search results; Over 1,000 homes in Winter Garden

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
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4.99 out of 5 average rating, 196 reviews
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
4.91 out of 5 average rating, 92 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Superhost
Apartment in Kissimmee
Stay Tropical At Caribe Cove
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 2 bathrooms
25–30 Jul
Superhost
Place to stay in Oakland
Oakland Trails
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Jul
Superhost
Cottage in Kissimmee
Beauty and the Beast
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Guest favourite
Flat in Kissimmee
Magical Getaway: 2-BR Near Disney
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ West Lucaya (8984 SP)
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
Flat in Kissimmee
Family Orlando Condo Resort near Disney
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
13–18 Jul
Townhouse in Kissimmee
Disney, Resort Style, 4 BDRM, Sleeps 8, 3 Bath
4 bedrooms, 6 beds, 3 bathrooms
25–30 Oct
Top guest favourite
Flat in Kissimmee
Windsor Hills 3BR Condo w/ 2 King Masters
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Superhost
Home in Kissimmee
7 BD/ 6.5 BA Solara (9009 EM)
New place to stay, 7 bedrooms, 9 beds, 6 bathrooms
12–17 Jul
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Nov
Top guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 6 beds, 3 bathrooms
12–17 Jul
Top guest favourite
Flat in Kissimmee
Amazing 03 Bedrooms/ 03 Baths / Sleeps 08
4.97 out of 5 average rating, 35 reviews, 3 bedrooms, 5 beds, 3 bathrooms
25–30 Aug
Superhost
Home in Kissimmee
Greek Villa w/ Sunny Pool just 20 Min to Disney
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
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
13–18 Jul
Top guest favourite
Villa in Clermont
Villa for 5 - Visiting family, Golfing, Downtown
4.96 out of 5 average rating, 47 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
Superhost
Home in Clermont
Brand NEW 05 Bedrooms At Windsor Cay
5 bedrooms, 7 beds, 4 bathrooms
16–21 Sept