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Search results; Over 1,000 homes in Winter Garden
Over 1,000 homes in Winter Garden
Guest favourite
Guest favourite
Guest suite in Winter Garden
Private In-Law Suite Near Disney/Universal/DT
1 bedroom
,
·
1 bed
,
·
1 private bathroom
14–19 Jul
14–19 Jul
$651 SGD
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for 5 nights
$651 SGD for 5 nights
,
·
4.84 out of 5 average rating, 417 reviews
4.84 (417)
Top guest favourite
Guest favourite
Flat in Windermere
Relaxing 2BR Lakeview Retreat Close to Attractions
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$1,826 SGD
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for 5 nights
$1,826 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 116 reviews
4.99 (116)
Top guest favourite
Guest favourite
Villa in Clermont
Villa for 5 - Visiting family, Golfing, Downtown
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
3–8 Jul
3–8 Jul
$954 SGD
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for 5 nights
$954 SGD for 5 nights
4.96 out of 5 average rating, 46 reviews
4.96 (46)
Top guest favourite
Guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
25–30 Aug
25–30 Aug
$1,621 SGD
$1,368 SGD
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for 5 nights
Book early to save
Free cancellation
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Villa in Orlando
Charming Orlando Villa with Pool & Family Fun
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$1,930 SGD
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for 5 nights
$1,930 SGD for 5 nights
New place to stay
New
Superhost
Superhost
Townhouse in Kissimmee
3 BD/ 3 BA/ The Hub At Westside (3349 TT)
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
28 Jul – 2 Aug
28 Jul – 2 Aug
$1,137 SGD
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for 5 nights
$1,137 SGD for 5 nights
Free cancellation
New place to stay
New
Superhost
Superhost
Townhouse in Clermont
5 BD/ 5.5 BA/ Windsor Cay (16123 CL)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5.5 bathrooms
5.5 bathrooms
6–11 Aug
6–11 Aug
$2,335 SGD
$1,983 SGD
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for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
8–13 Jul
8–13 Jul
$1,568 SGD
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for 5 nights
$1,568 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Superhost
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
,
·
4 bathrooms
4 bathrooms
9–14 Sept
9–14 Sept
$1,555 SGD
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for 5 nights
$1,555 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
26–31 Jul
26–31 Jul
$2,037 SGD
$1,681 SGD
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for 5 nights
Extended stay discount
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favourite
Guest favourite
Home in Clermont
Brand 2026 Themed 05 Bedrooms At Windsor Cay
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
16–21 Nov
16–21 Nov
$1,962 SGD
$1,640 SGD
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for 5 nights
Book early to save
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Villa in Clermont
Modern 4BR South Facing Pool Home Near Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
6–11 Sept
6–11 Sept
$1,373 SGD
$1,271 SGD
Show price breakdown
for 5 nights
Extended stay discount
Free cancellation
Home in Kissimmee
Spacious Condo with Balcony & Golf View at Reunion
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
18–23 Jul
18–23 Jul
$1,475 SGD
Show price breakdown
for 5 nights
$1,475 SGD for 5 nights
Free cancellation
New place to stay
New
Townhouse in Clermont
3 BR home with private pool and wifi
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
29 Jul – 3 Aug
29 Jul – 3 Aug
$1,417 SGD
$1,143 SGD
Show price breakdown
for 5 nights
Extended stay discount
Free cancellation
Superhost
Superhost
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
8–13 Aug
8–13 Aug
$2,160 SGD
$1,923 SGD
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for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
6–11 Jul
6–11 Jul
$2,284 SGD
Show price breakdown
for 5 nights
$2,284 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 90 reviews
4.91 (90)
Superhost
Superhost
Townhouse in Kissimmee
5 BD/ 4 BA/ Story Lake (4810 ML)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
20–25 Jul
20–25 Jul
$1,554 SGD
Show price breakdown
for 5 nights
$1,554 SGD for 5 nights
Free cancellation
Superhost
Superhost
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$741 SGD
Show price breakdown
for 5 nights
$741 SGD for 5 nights
Free cancellation
New place to stay
New
Townhouse in Orlando
Sweet Orlando getaway Near Disney World/Universal.
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
11–16 Jul
11–16 Jul
$1,125 SGD
Show price breakdown
for 5 nights
$1,125 SGD for 5 nights
Free cancellation
New place to stay
New
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