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Search results; Over 1,000 homes in Winter Garden

Top guest favourite
Guest suite in Winter Garden
Private In-Law Suite Near Disney/Universal/DT
1 bedroom, 1 bed, 1 private bathroom
22–27 Aug
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4.84 out of 5 average rating, 423 reviews
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
New place to stay
Top guest favourite
Guest suite in Clermont
Modern Guesthouse Suite
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
4.97 out of 5 average rating, 38 reviews
Superhost
Flat in Orlando
Luxury 1BR & Resort Amenities + 6min to Epic-Unive
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
New place to stay
Top guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
4.89 out of 5 average rating, 56 reviews
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
1 bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Flat in Orlando
Luxury 1BR & Resort Amenities - 6min to Epic-Uni
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 4 reviews
Room in Ocoee
Bedroom and private bathroom
1 queen bed, 1.5 bathrooms
7–12 Aug
New place to stay
Top guest favourite
Flat in Ocoee
Quiet Comfy Apartment Orlando Area
1 bedroom, 1 queen bed, 1 bathroom
11–16 Aug
4.83 out of 5 average rating, 113 reviews
Superhost
Home in Kissimmee
Resort Living | 4BR/3BA | Paradise Palms
4 bedrooms, 5 beds, 3 bathrooms
1–6 Aug
New place to stay
Top guest favourite
Flat in Orlando
New 1 Bedroom Suite with full kitchen, Bathroom #1
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Guest suite in Clermont
Cozy Studio with Kitchen & Bathroom
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.97 out of 5 average rating, 34 reviews
Superhost
Room in Davenport
King Suite in Villa|Private Bath|Pool&Spa|Disney
1 king bed, 1 bathroom
1–6 Aug
New place to stay
Top guest favourite
Flat in Orlando
Modern Oasis | King Bed • Pool & Gym • Near Epic U
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 61 reviews
Guest favourite
Flat in Kissimmee
8050-112 Luxury 2BR Apt Kissimmee Orlando Disney
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Townhouse in Kissimmee
3 Bd/ 2.5 Ba/ Encantada Resort (3113 Yl)
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
1 bedroom, 2 queen beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms, 7 beds, 4.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 29 reviews
Guest favourite
Flat in Orlando
King Bed Haven, Amazing Pool, Gym, & Pet-Friendly
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 8 reviews