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Search results; Over 1,000 homes in Winter Garden
Over 1,000 homes in Winter Garden
Top guest favourite
Guest favourite
Home in Winter Garden
Cozy Winter Garden Home 20 MINUTES FROM DISNEY
1 bedroom
,
·
1 bed
,
·
1 private bathroom
2–7 Aug
2–7 Aug
$1,137 SGD
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for 5 nights
$1,137 SGD for 5 nights
,
·
4.92 out of 5 average rating, 224 reviews
4.92 (224)
Guest favourite
Guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
5.0 out of 5 average rating, 10 reviews
5.0 (10)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
6–11 Jul
6–11 Jul
$3,019 SGD
Show price breakdown
for 5 nights
$3,019 SGD for 5 nights
Top guest favourite
Guest favourite
Villa in Clermont
Villa for 5 - Visiting family, Golfing, Downtown
4.96 out of 5 average rating, 46 reviews
4.96 (46)
,
·
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
Top guest favourite
Guest favourite
Flat in Windermere
Relaxing 2BR Lakeview Retreat Close to Attractions
4.99 out of 5 average rating, 116 reviews
4.99 (116)
,
·
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
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5.0 out of 5 average rating, 28 reviews
5.0 (28)
,
·
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
Pay $0 today
Free cancellation
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
Pay $0 today
Free cancellation
Villa in Orlando
Charming Orlando Villa with Pool & Family Fun
New place to stay
New
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$1,935 SGD
Show price breakdown
for 5 nights
$1,935 SGD for 5 nights
Superhost
Superhost
Apartment in Davenport
2BR Resort Condo Near Disney – Family Ready
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$1,059 SGD
$832 SGD
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for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Townhouse in Kissimmee
3 BD/ 3 BA/ The Hub At Westside (3349 TT)
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
28 Jul – 2 Aug
28 Jul – 2 Aug
$1,137 SGD
Show price breakdown
for 5 nights
$1,137 SGD for 5 nights
Pay $0 today
Free cancellation
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
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for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
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
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Clermont
Brand 2026 Themed 05 Bedrooms At Windsor Cay
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
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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
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
5.0 out of 5 average rating, 23 reviews
5.0 (23)
,
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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
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
4.91 out of 5 average rating, 90 reviews
4.91 (90)
,
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
6–11 Jul
6–11 Jul
$2,284 SGD
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for 5 nights
$2,284 SGD for 5 nights
Pay $0 today
Free cancellation
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
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for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
Home in Kissimmee
Spacious Condo with Balcony & Golf View at Reunion
New place to stay
New
,
·
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
Pay $0 today
Free cancellation
Superhost
Superhost
Cottage in Kissimmee
Beauty and the Beast
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$741 SGD
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for 5 nights
$741 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
New place to stay
New
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
8–13 Aug
8–13 Aug
$2,160 SGD
$1,949 SGD
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for 5 nights
Pay $0 today
Free cancellation
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
Pay $0 today
Free cancellation
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