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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
Home in Ocoee
Serenity Retreat
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Guest suite in Clermont
Modern Guesthouse Suite
4.97 out of 5 average rating, 38 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Superhost
Flat in Orlando
Luxury 1BR & Resort Amenities + 6min to Epic-Unive
New place to stay, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Townhouse in Clermont
The gold cottage
4.89 out of 5 average rating, 56 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
5.0 out of 5 average rating, 4 reviews, 1 bed, 1 bathroom
1–6 Aug
Superhost
Flat in Orlando
Luxury 1BR & Resort Amenities - 6min to Epic-Uni
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Flat in Ocoee
Quiet Comfy Apartment Orlando Area
4.83 out of 5 average rating, 113 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Aug
Room in Ocoee
Bedroom and private bathroom
New place to stay, 1 queen bed, 1.5 bathrooms
7–12 Aug
Superhost
Flat in Orlando
Upscale 2BR/2BA Getaway | Minutes to Orlando Parks
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Flat in Orlando
New 1 Bedroom Suite with full kitchen, Bathroom #1
4.96 out of 5 average rating, 24 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Guest suite in Clermont
Cozy Studio with Kitchen & Bathroom
4.97 out of 5 average rating, 34 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Superhost
Home in Kissimmee
Resort Living | 4BR/3BA | Paradise Palms
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
Top guest favourite
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
Guest favourite
Flat in Kissimmee
8050-112 Luxury 2BR Apt Kissimmee Orlando Disney
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Room in Orlando
Cozy Private suite near OCC and Epic Universal
5.0 out of 5 average rating, 17 reviews, 1 bed, 1 bathroom
8–13 Aug
Top guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Superhost
Room in Davenport
King Suite in Villa|Private Bath|Pool&Spa|Disney
New place to stay, 1 king bed, 1 bathroom
1–6 Aug
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
25–30 Aug