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Search results; Over 1,000 homes in Windermere

Home in Ocoee

Serenity Retreat

2 bedrooms, 2 beds, 2 bathrooms

10–15 Aug

$971 SGD for 5 nights

New place to stay

Home in Davenport

Highlands Reserve Retreat | Pool + Spa Near Disney

4 bedrooms, 5 beds, 2 bathrooms

2–7 Oct

$1,186 SGD for 5 nights

New place to stay

Superhost

Home in Four Corners

7 Bd/ 5.5 Ba/ Windsor Cay (1036 Bp)

7 bedrooms, 10 beds, 5.5 bathrooms

23–28 Aug

$1,989 SGD for 5 nights

Flat in Kissimmee

Vacation Condo with pool-20 Min from Disney

3 bedrooms, 4 beds, 2 bathrooms

23–28 Aug

$962 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Superhost

Home in Orlando

Next Epic Universe, OCC, Disney @Vista Cay home

3 bedrooms, 4 beds, 3.5 bathrooms

6–11 Aug

$1,530 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Superhost

Townhouse in Clermont

5 BD/ 4.5 BA/ Windsor Cay (16218 CC)

5 bedrooms, 7 beds, 4.5 bathrooms

18–23 Oct

$1,899 SGD for 5 nights

Superhost

Home in Clermont

Pool, hot tub & arcade - 19 mins to Disney

4 bedrooms, 5 beds, 2 bathrooms

10–15 Aug

Extended stay discount

5.0 out of 5 average rating, 4 reviews

Superhost

Home in Four Corners

2026 Themed 07 Bedrooms At Windsor Cay

7 bedrooms, 8 single beds, 5 bathrooms

23–28 Aug

Home in Kissimmee

Spacious Condo with Balcony & Golf View at Reunion

3 bedrooms, 4 beds, 3 bathrooms

7–12 Aug

$1,395 SGD for 5 nights

New place to stay

Top guest favourite

Room in Orlando

Cozy Private suite near OCC and Epic Universal

1 bed, 1 bathroom

8–13 Aug

5.0 out of 5 average rating, 19 reviews

Top guest favourite

Home in Ocoee

Lakefront in West Orlando Florida

3 bedrooms, 4 beds, 2 bathrooms

9–14 Aug

$2,260 SGD for 5 nights

4.91 out of 5 average rating, 93 reviews

Room in Ocoee

Bedroom and private bathroom

1 queen bed, 1.5 bathrooms

8–13 Aug

$386 SGD for 5 nights

New place to stay

Home in Davenport

Upstay Contemporary Retreat w Pool, BBQ & Backyard

5 bedrooms, 7 beds, 4 bathrooms

23–28 Aug

New place to stay

Flat in Orlando

Cute, cozy condo - Universal walk

2 bedrooms, 4 beds, 2 bathrooms

26 Sept – 1 Oct

$741 SGD for 5 nights

New place to stay

Top guest favourite

Townhouse in Davenport

4 Bd/3 Bt- Sleeps 8! Close Disney, Self Check-in

4 bedrooms, 5 beds, 3 bathrooms

15–20 Aug

5.0 out of 5 average rating, 24 reviews

Superhost

Townhouse in Kissimmee

4 Bd/ 3 Ba/ Lucaya Village (8-101)

4 bedrooms, 7 beds, 3 bathrooms

30 Aug – 4 Sept

$1,112 SGD for 5 nights

Superhost

Townhouse in Clermont

5BR Private Pool Home at Windsor Cay Near Disney

5 bedrooms, 7 beds, 4.5 bathrooms

16–21 Aug

$1,334 SGD for 5 nights

New place to stay

Home in Kissimmee

Disney World Retreat Oasis & Private Pool

5 bedrooms, 7 beds, 4 bathrooms

5–10 Aug

$2,141 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews