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Search results; Over 1,000 homes in Windermere

Top guest favourite

Home in Ocoee

Lakefront in West Orlando Florida

3 bedrooms, 4 beds, 2 bathrooms

9–14 Aug

$2,258 SGD for 5 nights

Free cancellation

4.91 out of 5 average rating, 93 reviews

Home in Ocoee

Serenity Retreat

2 bedrooms, 2 beds, 2 bathrooms

10–15 Aug

$970 SGD for 5 nights

New place to stay

Room in Clermont

Quarto com banheiro privativo próximo a Disney

1 bed, 1 bathroom

5–10 Aug

$358 SGD for 5 nights

New place to stay

Superhost

Townhouse in Kissimmee

SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney

4 bedrooms, 8 beds, 3.5 bathrooms

9–14 Aug

$988 SGD for 5 nights

New place to stay

Flat in Kissimmee

Vacation Condo with pool-20 Min from Disney

3 bedrooms, 4 beds, 2 bathrooms

9–14 Aug

$961 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Home in Four Corners

Luxury 05 Bedroom at Windsor Cay

5 bedrooms, 7 beds, 4.5 bathrooms

25–30 Aug

$1,182 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 29 reviews

Superhost

Home in Orlando

Next Epic Universe, OCC, Disney @Vista Cay home

3 bedrooms, 4 beds, 3.5 bathrooms

3–8 Aug

$1,528 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 4 reviews

Superhost

Home in Four Corners

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

7 bedrooms, 10 beds, 5.5 bathrooms

23–28 Aug

$2,132 SGD for 5 nights

Superhost

Home in Four Corners

2026 Themed 07 Bedrooms At Windsor Cay

7 bedrooms, 8 single beds, 5 bathrooms

28 Aug – 2 Sept

$2,197 SGD for 5 nights

Book early to save

Free cancellation

Home in Kissimmee

Disney Area Resort Retreat | Pool, Spa & Mini Golf

3 bedrooms, 7 beds, 2.5 bathrooms

22–27 Aug

$843 SGD for 5 nights

Free cancellation

New place to stay

Guest favourite

Townhouse in Kissimmee

3 Bd/ 3 Ba/ The Hub At Westside (3349 Tt)

3 bedrooms, 5 beds, 3 bathrooms

13–18 Aug

5.0 out of 5 average rating, 6 reviews

Superhost

Townhouse in Clermont

5 Bd/ 5.5 Ba/ Windsor Cay (16123 Cl)

5 bedrooms, 7 beds, 5.5 bathrooms

23–28 Aug

$1,699 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Superhost

Flat in Orlando

Stunning 4 Bd/ 2 Ba Vista Cay (5048-402 Sl)

4 bedrooms, 6 beds, 2 bathrooms

3–8 Aug

$2,614 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Guest favourite

Home in Kissimmee

NEW! Disney-Themed Escape | Private Pool | Villans

8 bedrooms, 13 beds, 6 bathrooms

9–14 Aug

Free cancellation

5.0 out of 5 average rating, 5 reviews

Flat in Orlando

Cute, cozy condo - Universal walk

2 bedrooms, 4 beds, 2 bathrooms

26 Sept – 1 Oct

$743 SGD for 5 nights

New place to stay

Guest favourite

Home in Clermont

2026 NEW Themed 05 Bedrooms At Windsor Cay

5 bedrooms, 8 beds, 4 bathrooms

7–12 Feb

Book early to save

Free cancellation

5.0 out of 5 average rating, 6 reviews

Guest favourite

Home in Orlando

11BR BrandNew | ThemedRooms | Cinema | Game- 11121

11 bedrooms, 15 beds, 11.5 bathrooms

13–18 Aug

5.0 out of 5 average rating, 7 reviews

Home in Kissimmee

Chic 8BR All Suites with Pool and Game Room

8 bedrooms, 10 beds, 8 bathrooms

9–14 Aug

5.0 out of 5 average rating, 3 reviews