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Search results; Over 1,000 homes in Windermere

Guest house in Windermere
Paradise nook near Orlando's theme parks
1 bedroom, 2 beds, 1 private bathroom
17–22 Aug
,
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 bathrooms
16–21 Aug
New place to stay
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms, 7 beds, 4.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 31 reviews
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 bathrooms
14–19 Sept
Superhost
Home in Four Corners
8BR house sleeps 20 near Disney attractions
8 bedrooms, 8 beds, 6 bathrooms
17–22 Aug
New place to stay
Superhost
Flat in Orlando
New luxury 3BD in Vista Cay · 5 min Epic Universe
3 bedrooms, 6 beds, 2 bathrooms
21–26 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Flat in Orlando
Stunning 4 Bd/ 2 Ba Vista Cay (5048-402 Sl)
4 bedrooms, 6 beds, 2 bathrooms
13–18 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Orlando
Next Epic Universe, OCC, Disney @Vista Cay home
3 bedrooms, 4 beds, 3.5 bathrooms
14–19 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Townhouse in Kissimmee
Unique Villa w/ Hot Tub & Minutes From Disney
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Aug
New place to stay
Superhost
Home in Kissimmee
Resort Living | 4BR/3BA | Paradise Palms
4 bedrooms, 5 beds, 3 bathrooms
12–17 Sept
4.67 out of 5 average rating, 3 reviews
Top guest favourite
Home in Kissimmee
Stylish Disney Retreat | 15 Mins to Disney
3 bedrooms, 4 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds, 3 bathrooms
23–28 Aug
Superhost
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds, 3.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Orlando
Luxury 1BR & Resort Amenities - 6min to Epic-Uni
1 bedroom, 2 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 40 reviews
Home in Kissimmee
Spacious Condo with Balcony & Golf View at Reunion
3 bedrooms, 4 beds, 3 bathrooms
15–20 Aug