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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
Home in Clermont
Cozy Mod Escape |Sleeps 7| "Oak Tree House"
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 5 beds, 2 bathrooms
17–22 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
Top guest favourite
Place to stay in Windermere
A room very close to the Disney parks
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Mar – 2 Apr
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
Superhost
Townhouse in Clermont
Private Pool, BBQ | Steps to Clubhouse
New place to stay, 3 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
Top guest favourite
Place to stay in Ocoee
Updated 1 bedroom/ 1 bathroom
5.0 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Aug
Home in Orlando
Walk to Epic Universe | New! 3BR/3.5BA | Vista cay
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
24–29 Aug
Top guest favourite
Home in Minneola
New! Resort Style Oasis ~ Heated Pool & Game Room
5.0 out of 5 average rating, 80 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Sept
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
5.0 out of 5 average rating, 4 reviews, 1 bed, 1 bathroom
13–18 Jul
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
Top guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5.0 out of 5 average rating, 29 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
2–7 Aug
Flat in Kissimmee
The Balcony Retreat at Storey Lake
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
Guest favourite
Home in Clermont
Blessing House Near the Parks
4.86 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 3 bathrooms
22–27 Aug
Villa in Clermont
Modern 4BR South Facing Pool Home Near Disney
4 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
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
Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
4.89 out of 5 average rating, 19 reviews, 4 bedrooms, 6 beds, 4.5 bathrooms
2–7 Aug
Superhost
Home in Clermont
Brand NEW 05 Bedrooms At Windsor Cay
5 bedrooms, 7 beds, 4 bathrooms
27 Sept – 2 Oct