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Search results; Over 1,000 homes in Winter Garden

Top guest favourite
Home in Winter Garden
Downtown Winter Garden, Florida
2 bedrooms, 2 beds, 1 private bathroom
1–6 Sept
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4.99 out of 5 average rating, 159 reviews
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.92 out of 5 average rating, 95 reviews
Top guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.9 out of 5 average rating, 58 reviews
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Clermont
Modern & Cozy Studio-Apartment
1 bedroom, 2 beds, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest suite in Clermont
Modern Guesthouse Suite
1 bedroom, 1 king bed, 1 bathroom
27 Aug – 1 Sept
4.98 out of 5 average rating, 43 reviews
Rooms in Apopka
Spacious close to everything Orlando has to offer
4 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
New place to stay
Superhost
Rooms in Oakland
Oakland Trails
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Apopka
The little Manatee Home - Lake & Wildlife Retreat
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.98 out of 5 average rating, 66 reviews
Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 105 reviews
Top guest favourite
Flat in Kissimmee
Vacation Condo with pool-20 Min from Disney
2 bedrooms, 5 beds, 2 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Guest house in Orlando
Modern Private Studio near Orlando attractions
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Flat in Kissimmee
Magical Getaway: 2-BR Near Disney
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 11 reviews
Townhouse in Kissimmee
Magical Family Retreat 4B, 3.5B, Spa, 4M Disney!
4 bedrooms, 8 beds, 3.5 bathrooms
28 Aug – 2 Sept
New place to stay
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
1 bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Gotha
Stylish Home • Sleeps 8 • Near Disney & Universal
3 bedrooms, 6 beds, 2.5 bathrooms
16–21 Aug
New place to stay
Home in Kissimmee
Premium house, 4 bedrooms, sleeps 10, Kissimme
4 bedrooms, 8 beds, 3 bathrooms
24–29 Aug
New place to stay
Top guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 12 reviews