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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
Cottage in Winter Garden
The Heart of Winter Garden: Walk to shops & dining
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
9–14 Sept
9–14 Sept
$1,371 SGD
Show price breakdown
for 5 nights
$1,371 SGD for 5 nights
,
·
4.99 out of 5 average rating, 197 reviews
4.99 (197)
Flat in Winter Garden
Chic Studio Apt by Bike Trail & Downtown, Apt #4
New place to stay
New
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,002 SGD
$853 SGD
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for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
5.0 out of 5 average rating, 11 reviews
5.0 (11)
,
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3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$1,837 SGD
Show price breakdown
for 5 nights
$1,837 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
4.91 out of 5 average rating, 93 reviews
4.91 (93)
,
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$2,277 SGD
Show price breakdown
for 5 nights
$2,277 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Davenport
In Resort Themed Home /Pvt Pool / Game room 273961
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5.5 bathrooms
5.5 bathrooms
21–26 Aug
21–26 Aug
$1,268 SGD
Show price breakdown
for 5 nights
$1,268 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
5.0 out of 5 average rating, 26 reviews
5.0 (26)
,
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4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
2–7 Aug
2–7 Aug
$1,564 SGD
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for 5 nights
$1,564 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay
New
,
·
7 bedrooms
7 bedrooms
,
·
6 beds
6 beds
,
·
4.5 bathrooms
4.5 bathrooms
21–26 Sept
21–26 Sept
$2,460 SGD
$2,091 SGD
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for 5 nights
Pay $0 today
Free cancellation
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
New place to stay
New
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
9–14 Aug
9–14 Aug
$1,297 SGD
Show price breakdown
for 5 nights
$1,297 SGD for 5 nights
Superhost
Superhost
Home in Four Corners
Family Home w/ Pvt Pool & Game Room | Walk to Club
New place to stay
New
,
·
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
9–14 Aug
9–14 Aug
$1,578 SGD
Show price breakdown
for 5 nights
$1,578 SGD for 5 nights
Superhost
Superhost
Home in Clermont
Family pool home w/ game room near Disney
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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4 bedrooms
4 bedrooms
,
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5 beds
5 beds
,
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2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$1,390 SGD
$1,253 SGD
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for 5 nights
Top guest favourite
Guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 13 reviews
5.0 (13)
,
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
8–13 Aug
8–13 Aug
$2,031 SGD
$1,676 SGD
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for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Orlando
Brand-new 5BR Paradiso Minecraft adventure villa
New place to stay
New
,
·
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
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5 bathrooms
5 bathrooms
1–6 Aug
1–6 Aug
$3,183 SGD
$2,626 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Townhouse in Orlando
Fun Family Townhome with Pool and Game Room!
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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5 bedrooms
5 bedrooms
,
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9 beds
9 beds
,
·
5 bathrooms
5 bathrooms
23–28 Aug
23–28 Aug
$1,773 SGD
Show price breakdown
for 5 nights
$1,773 SGD for 5 nights
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
20–25 Sept
20–25 Sept
$1,658 SGD
Show price breakdown
for 5 nights
$1,658 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Flat in Kissimmee
3 BD/ 2 BA/ Windsor Palms Resort (2305-205)
3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Aug
5–10 Aug
$941 SGD
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for 5 nights
$941 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Townhouse in Clermont
Brand 2026 NEW 05 Bdrms At Windsor Cay
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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5 bedrooms
5 bedrooms
,
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7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,580 SGD
$1,458 SGD
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for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Villa in Clermont
Villa near Disney with complimentary spa heating!
5.0 out of 5 average rating, 10 reviews
5.0 (10)
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4 bedrooms
4 bedrooms
,
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6 beds
6 beds
,
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2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$1,333 SGD
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for 5 nights
$1,333 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Orlando
Walk to Epic Universe | New! 3BR/3.5BA | Vista cay
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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3 bedrooms
3 bedrooms
,
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5 beds
5 beds
,
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3.5 bathrooms
3.5 bathrooms
24–29 Aug
24–29 Aug
$1,570 SGD
$1,435 SGD
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for 5 nights
Free cancellation
Superhost
Superhost
Townhouse in Davenport
Luxury Stay 5BR at Windsor Island - Near Disney
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5.5 bathrooms
5.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,924 SGD
$1,610 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
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