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Search results; Over 1,000 homes in Winter Garden

Guest favorite
Home in Winter Garden
Cozy Winter Garden Home 20 MINUTES FROM DISNEY
1 bedroom, 1 bed, 1 private bath
Aug 22 – 27
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4.92 out of 5 average rating, 225 reviews
Apartment in Winter Garden
Chic Studio Apt by Bike Trail & Downtown, Apt #4
1 bedroom, 1 queen bed, 1 bath
Aug 13 – 18
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 baths
Aug 16 – 21
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 baths
Sep 14 – 19
Superhost
Home in Gotha
Stylish Home • Sleeps 8 • Near Disney & Universal
3 bedrooms, 6 beds, 2.5 baths
Aug 16 – 21
New place to stay
Top guest favorite
Apartment in Apopka
The little Manatee Home - Lake & Wildlife Retreat
1 bedroom, 2 beds, 1 bath
Aug 19 – 24
4.98 out of 5 average rating, 65 reviews
Top guest favorite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 baths
Aug 23 – 28
4.91 out of 5 average rating, 94 reviews
Top guest favorite
Home in Kissimmee
Stylish Disney Retreat | 15 Mins to Disney
3 bedrooms, 4 beds, 3 baths
Aug 29 – Sep 3
5.0 out of 5 average rating, 5 reviews
Top guest favorite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
3 bedrooms, 5 beds, 2 baths
Aug 13 – 18
5.0 out of 5 average rating, 12 reviews
Top guest favorite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds, 3 baths
Aug 18 – 23
5.0 out of 5 average rating, 9 reviews
Guest favorite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15839 Cc)
5 bedrooms, 7 beds, 5.5 baths
Sep 3 – 8
5.0 out of 5 average rating, 21 reviews
Guest favorite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms, 5 beds, 2 baths
Aug 23 – 28
5.0 out of 5 average rating, 104 reviews
Top guest favorite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds, 2 baths
Sep 28 – Oct 3
4.98 out of 5 average rating, 40 reviews
Top guest favorite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms, 6 beds, 3 baths
Aug 16 – 21
5.0 out of 5 average rating, 28 reviews
Top guest favorite
Home in Davenport
Sunny-All-Day Pool Vacation Home
3 bedrooms, 4 beds, 2 baths
Aug 19 – 24
4.95 out of 5 average rating, 101 reviews
Guest favorite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 baths
Aug 22 – 27
5.0 out of 5 average rating, 12 reviews
Home in Kissimmee
Superhero HQ: Private Pool & Spa Near Disney
5 bedrooms, 6 beds, 4.5 baths
Aug 29 – Sep 3
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Clermont
Stunning 5B/4.5B, Heated Pool & BBQ
5 bedrooms, 7 beds, 4.5 baths
Oct 26 – 31
5.0 out of 5 average rating, 20 reviews
Superhost
Home in Four Corners
8 Bd/ 6 Ba/ Windsor Cay (1025 Bw)
8 bedrooms, 8 beds, 6 baths
Aug 19 – 24