filters

Search results; Over 1,000 homes in Winter Garden

Descriptions are based on details hosts provide
Top guest favourite
Cottage in Winter Garden
The Heart of Winter Garden: Walk to shops & dining
2 bedrooms, 2 beds, 1 private bathroom
9–14 Sept
,
4.99 out of 5 average rating, 196 reviews
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
4.91 out of 5 average rating, 92 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Superhost
Place to stay in Oakland
On the West Orange Trail with pool
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Jul
Flat in Kissimmee
Family Orlando Condo Resort near Disney
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Jul
Top guest favourite
Flat in Windermere
Lake views from a private porch
4.99 out of 5 average rating, 116 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Jul
Guest favourite
Home in Clermont
Brand New 05 Bedrooms At Windsor Cay
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
30 Jul – 4 Aug
Townhouse in Kissimmee
Resort access with pool, jacuzzi, and arcade
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 6 beds, 3 bathrooms
9–14 Nov
Top guest favourite
Villa in Clermont
Visiting Family, Lakes, Golf, Olympus, the Mouse?
4.96 out of 5 average rating, 48 reviews, 2 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
Flat in Orlando
King Suite w Pool & Hot Tub Near Disney
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1 bathroom
11–16 Aug
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ West Lucaya (8984 SP)
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
Home in Kissimmee
Pool and jacuzzi on a lake
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Nov
Top guest favourite
Home in Clermont
Private pool, spa, and game room
4.98 out of 5 average rating, 48 reviews, 6 bedrooms, 9 beds, 4 bathrooms
26–31 Jul
Top guest favourite
Home in Kissimmee
Designer townhome 10 minutes from Disney
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
Superhost
Home in Kissimmee
Pool home with game room near Disney
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
31 Jul – 5 Aug
Top guest favourite
Guest suite in Clermont
Private suite with a large backyard
4.97 out of 5 average rating, 34 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Top guest favourite
Home in Kissimmee
Upscale gated home near Disney
4.98 out of 5 average rating, 83 reviews, 3 bedrooms, 4 beds, 3 bathrooms
29 Jul – 3 Aug
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
5.0 out of 5 average rating, 4 reviews, 1 bed, 1 bathroom
16–21 Jul
Top guest favourite
Home in Minneola
New! Resort Style Oasis ~ Heated Pool & Game Room
5.0 out of 5 average rating, 80 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Sept
Top guest favourite
Townhouse in Kissimmee
Comfy Villa | 5 Min to Dinsey! Hot Tub & BBQ*
5.0 out of 5 average rating, 18 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
31 Jul – 5 Aug