filters

Search results; Over 1,000 homes in Winter Garden

Guest favourite
Home in Winter Garden
Cozy Winter Garden Home 20 MINUTES FROM DISNEY
1 bedroom, 1 bed, 1 private bathroom
2–7 Aug
,
4.91 out of 5 average rating, 223 reviews
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
4.91 out of 5 average rating, 90 reviews
Home in Kissimmee
Home Near Disney with pool, theater & games.
3 bedrooms, 5 beds, 1 bathroom
1–6 Jul
New place to stay
Superhost
Guest house in Orlando
Modern Boutique Retreat Near MCO Airport
1 bedroom, 2 beds, 1 bathroom
1–6 Jul
New place to stay
Superhost
Home in Clermont
Private pool & hot tub - 19 mins to Disney
4 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
New place to stay
Home in Kissimmee
Spacious Condo with Balcony & Golf View at Reunion
3 bedrooms, 4 beds, 3 bathrooms
18–23 Jul
New place to stay
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds, 4 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 5 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, 28 reviews
Home in Davenport
Pelicans Landing
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
New place to stay
Home in Kissimmee
Disney Theme 7 Bedroom Home, Pool, Spa, Game Room
7 bedrooms, 12 beds, 5 bathrooms
26–31 Jul
New place to stay
Guest favourite
Home in Clermont
Brand 2026 Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 7 beds, 4 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
Ultimate Privacy, Pool & Spa, Theater, Near Disney
5 bedrooms, 6 beds, 4 bathrooms
5–10 Jul
New place to stay
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
1 bed, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Kissimmee
Elegant 5B & 3B Private Pool Villa near Disney
5 bedrooms, 8 beds, 3 bathrooms
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Apopka
The little Manatee Home - Lake & Wildlife Retreat
1 bedroom, 2 beds, 1 bathroom
11–16 Jul
4.98 out of 5 average rating, 51 reviews
Villa in Davenport
RL236 – 4BR Villa w/ Private Pool Gated Community
4 bedrooms, 5 beds, 2 bathrooms
23–29 Aug
Top guest favourite
Flat in Windermere
Relaxing 2BR Lakeview Retreat Close to Attractions
2 bedrooms, 3 beds, 1 bathroom
13–18 Jul
4.99 out of 5 average rating, 116 reviews
Top guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms, 6 beds, 3 bathrooms
12–17 Jul
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Villa in Clermont
Villa for 5 - Mins to Mickey, Golf, Pickleball, DT
2 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
4.95 out of 5 average rating, 44 reviews