filters

Search results; Over 1,000 homes in Windermere

Guesthouse in Windermere
Paradise nook near Orlando's theme parks
1 bedroom, 2 beds, 1 private bath
Aug 17 – 22
,
4.91 out of 5 average rating, 290 reviews
Superhost
Home in Gotha
Stylish Home • Sleeps 8 • Near Disney & Universal
3 bedrooms, 6 beds, 2.5 baths
Aug 16 – 21
New place to stay
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 baths
Aug 16 – 21
5.0 out of 5 average rating, 3 reviews
Top guest favorite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 baths
Aug 23 – 28
4.91 out of 5 average rating, 94 reviews
Guest favorite
Home in Orlando
Next Epic Universe, OCC, Disney @Vista Cay home
3 bedrooms, 4 beds, 3.5 baths
Aug 12 – 17
5.0 out of 5 average rating, 6 reviews
Top guest favorite
Home in Clermont
Cozy Clermont Retreat
6 bedrooms, 9 beds, 4 baths
Aug 21 – 26
4.98 out of 5 average rating, 51 reviews
Home in Clermont
New! Windsor Cay Resort | Private Pool | 5BR/5.5BA
5 bedrooms, 6 beds, 5.5 baths
Aug 16 – 21
New place to stay
Guest favorite
Townhouse in Kissimmee
3 Bd/ 2.5 Ba/ Encantada Resort (3113 Yl)
3 bedrooms, 4 beds, 2.5 baths
Aug 24 – 29
5.0 out of 5 average rating, 6 reviews
Superhost
Room in Gotha
Private Room • Exclusive Bathroom • MCO & Disney
1 queen bed, 1 bath
Aug 23 – 28
New place to stay
Top guest favorite
Apartment in Orlando
New 1 Bedroom Suite with full kitchen, Bathroom #1
1 bedroom, 2 beds, 1 bath
Aug 12 – 17
4.96 out of 5 average rating, 25 reviews
Guest favorite
Home in Kissimmee
2026 NEW 06 Bedrooms at Solara Resort/Private Pool
6 bedrooms, 9 beds, 4.5 baths
Oct 4 – 9
5.0 out of 5 average rating, 16 reviews
Top guest favorite
Home in Orlando
Walk to Epic Universe | New! 3BR/3.5BA | Vista cay
3 bedrooms, 5 beds, 3.5 baths
Aug 30 – Sep 4
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms, 5 beds, 2 baths
Aug 14 – 19
5.0 out of 5 average rating, 104 reviews
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds, 2 baths
Aug 23 – 28
New place to stay
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms, 5 beds, 2 baths
Oct 2 – 7
New place to stay
Top guest favorite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds, 3 baths
Aug 18 – 23
5.0 out of 5 average rating, 9 reviews
Home in Kissimmee
Spacious Condo with Balcony & Golf View at Reunion
3 bedrooms, 4 beds, 3 baths
Aug 13 – 18
Top guest favorite
Apartment in Kissimmee
Magical Getaway: 2BR Near Disney.
2 bedrooms, 3 beds, 2 baths
Aug 12 – 17
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
4 bedrooms, 8 beds, 5 baths
Aug 17 – 22
New place to stay