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Search results; Over 1,000 homes in Winter Garden

Top guest favourite
Home in Winter Garden
Cozy Winter Garden Home 20 MINUTES FROM DISNEY
1 bedroom, 1 bed, 1 private bathroom
2–7 Aug
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4.92 out of 5 average rating, 224 reviews
Top guest favourite
Flat in Kissimmee
Amazing 03 Bedrooms/ 03 Baths / Sleeps 08
4.97 out of 5 average rating, 34 reviews, 3 bedrooms, 5 beds, 3 bathrooms
10–15 Aug
Top guest favourite
Place to stay in Windermere
A room very close to the Disney parks
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Jul
Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
4.88 out of 5 average rating, 17 reviews, 4 bedrooms, 6 beds, 4.5 bathrooms
16–21 Aug
Superhost
Townhouse in Clermont
Private Pool, BBQ | Steps to Clubhouse
New place to stay, 3 bedrooms, 5 beds, 3 bathrooms
5–10 Aug
Guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2 bathrooms
14–19 Jul
Flat in Orlando
King Suite w Pool & Hot Tub Near Disney
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Jul
Top guest favourite
Home in Clermont
Cozy Clermont Retreat
4.98 out of 5 average rating, 47 reviews, 6 bedrooms, 9 beds, 4 bathrooms
6–11 Jul
Superhost
Apartment in Davenport
2BR Resort Condo Near Disney – Family Ready
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Home in Minneola
New! Resort Style Oasis ~ Heated Pool & Game Room
5.0 out of 5 average rating, 79 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
Guest favourite
Home in Clermont
Blessing House Near the Parks
4.83 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 3 bathrooms
11–16 Jul
Superhost
Townhouse in Kissimmee
3 BD/ 3 BA/ The Hub At Westside (3349 TT)
New place to stay, 3 bedrooms, 5 beds, 3 bathrooms
28 Jul – 2 Aug
Top guest favourite
Home in Kissimmee
Disney 15 min Away | Private Pool | 4 Themed Rooms
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5.0 out of 5 average rating, 13 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Flat in Orlando
3BR Stylish King Family• Pets • Pool • Gym Near Ep
5.0 out of 5 average rating, 45 reviews, 3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
Flat in Clermont
Private Oakside Retreat in Clermont
New place to stay, 1 bedroom, 1 bed, 1 bathroom
2–7 Jul
Top guest favourite
Townhouse in Kissimmee
Luxury Coastal Margaritaville Retreat - Pool View!
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
Villa in Orlando
Charming Orlando Villa with Pool & Family Fun
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
2–7 Aug