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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
3 bedrooms, 4 beds, 2 bathrooms
10–15 Jul
4.91 out of 5 average rating, 92 reviews
Top guest favourite
Flat in Windermere
Relaxing 2BR Lakeview Retreat Close to Attractions
2 bedrooms, 3 beds, 1 bathroom
13–18 Jul
4.99 out of 5 average rating, 116 reviews
Superhost
Apartment in Kissimmee
Stay Tropical At Caribe Cove
3 bedrooms, 5 beds, 2 bathrooms
17–22 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Clermont
Villa for 5 - Visiting family, Golfing, Downtown
2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.96 out of 5 average rating, 47 reviews
Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
4 bedrooms, 6 beds, 4.5 bathrooms
2–7 Aug
4.89 out of 5 average rating, 18 reviews
Top guest favourite
Apartment in Kissimmee
Heavenly Bliss - 3 bed 2 bath condo near Disney!
3 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
4.98 out of 5 average rating, 177 reviews
Top guest favourite
Home in Kissimmee
Brand New Designer Townhome | 10 Min to Disney
3 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 22 reviews
Superhost
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
New place to stay
Home in Kissimmee
Family Friendly Resort Townhome –Near Disney
3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Jul
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
1 bed, 1 bathroom
11–16 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Flat in Kissimmee
Comfortable 3BR Apt at Club Cortile Near Disney
3 bedrooms, 4 beds, 2 bathrooms
10–15 Jul
New place to stay
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ West Lucaya (8984 SP)
4 bedrooms, 6 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest suite in Clermont
Modern Guesthouse Suite
1 bedroom, 1 king bed, 1 bathroom
21–26 Jul
4.97 out of 5 average rating, 32 reviews
Guest favourite
Flat in Kissimmee
Magical Getaway: 2-BR Near Disney
2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms, 6 beds, 3 bathrooms
12–17 Jul
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Kissimmee
Windsor Hills 3BR Condo w/ 2 King Masters
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Flat in Kissimmee
Family Orlando Condo Resort near Disney
3 bedrooms, 5 beds, 2 bathrooms
13–18 Jul
New place to stay
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds, 3.5 bathrooms
11–16 Jul
New place to stay