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Search results; Over 1,000 homes in Winter Garden

Top guest favourite
Home in Winter Garden
Downtown Bungalow with fire pit and putting green
2 bedrooms, 2 beds, 1 private bathroom
1–6 Sept
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4.97 out of 5 average rating, 132 reviews
Flat in Winter Garden
Chic Studio Apt by Bike Trail & Downtown, Apt #4
1 bedroom, 1 queen bed, 1 bathroom
4–9 Aug
New place to stay
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
1 bed, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 4 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
Top guest favourite
Flat in Orlando
New 1 Bedroom Suite with full kitchen, Bathroom #1
1 bedroom, 2 beds, 1 bathroom
4–9 Aug
4.96 out of 5 average rating, 24 reviews
Flat in Clermont
Cozy 4 U-Lake Sumner
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
New place to stay
Top guest favourite
Guest suite in Clermont
Cozy Studio with Kitchen & Bathroom
1 bedroom, 2 beds, 1 bathroom
4–9 Aug
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Guest suite in Clermont
Modern Guesthouse Suite
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 40 reviews
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
New place to stay
Flat in Orlando
Cute, cozy condo - Universal walk
2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
New place to stay
Top guest favourite
Flat in Orlando
Luxury 1BR & Resort Amenities - 6min to Epic-Uni
1 bedroom, 2 beds, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 6 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
Room in Ocoee
Bedroom and private bathroom
1 queen bed, 1.5 bathrooms
7–12 Aug
New place to stay
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.91 out of 5 average rating, 93 reviews
Flat in Orlando
Luxe King En-Suite• Universal/Epic 6 mins• Getaway
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 3 reviews
Place to stay in Orlando
Comfortable Bedroom, bathroom, closet included.
1 bedroom, 1 double bed, 1.5 bathrooms
4–9 Aug
Top guest favourite
Guest house in Orlando
Private, fully equipped guest suite.
1 bedroom, 1 king bed, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Townhouse in Clermont
House for 2! Heated Pool, Private Patio, Queen Bed
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
1 bedroom, 2 queen beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 12 reviews