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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
Downtown Winter Garden, Florida
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
1–6 Sept
1–6 Sept
$1,106 SGD
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for 5 nights
$1,106 SGD for 5 nights
,
·
4.99 out of 5 average rating, 159 reviews
4.99 (159)
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
$1,838 SGD
Show price breakdown
for 5 nights
$1,838 SGD for 5 nights
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
New place to stay
New
,
·
10 bedrooms
10 bedrooms
,
·
14 beds
14 beds
,
·
8 bathrooms
8 bathrooms
14–19 Aug
14–19 Aug
$4,396 SGD
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for 5 nights
$4,396 SGD 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
16–21 Aug
16–21 Aug
$1,298 SGD
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for 5 nights
$1,298 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
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$2,279 SGD
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for 5 nights
$2,279 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
$1,703 SGD
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for 5 nights
$1,703 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Kissimmee
Jungle pool home w/ hot tub - close to Disney
New place to stay
New
,
·
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
17–22 Aug
17–22 Aug
$1,296 SGD
$1,108 SGD
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for 5 nights
Superhost
Superhost
Home in Clermont
Hidden Springs retreat w/ pool, spa & game room
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$1,470 SGD
$1,321 SGD
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for 5 nights
Extended stay discount
Superhost
Superhost
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
5 bathrooms
5 bathrooms
1–6 Aug
1–6 Aug
$1,960 SGD
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for 5 nights
$1,960 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Clermont
Modern Guesthouse Suite
4.97 out of 5 average rating, 38 reviews
4.97 (38)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$750 SGD
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for 5 nights
$750 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Kissimmee
Magic Palms Villa
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
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6 bedrooms
6 bedrooms
,
·
9 beds
9 beds
,
·
3 bathrooms
3 bathrooms
16–21 Aug
16–21 Aug
$2,308 SGD
$1,468 SGD
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for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
New place to stay
New
,
·
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
5 bathrooms
5 bathrooms
1–6 Aug
1–6 Aug
$1,513 SGD
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for 5 nights
$1,513 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
New place to stay
New
,
·
10 bedrooms
10 bedrooms
,
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16 beds
16 beds
,
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8 bathrooms
8 bathrooms
12–17 Oct
12–17 Oct
$3,272 SGD
$2,747 SGD
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for 5 nights
Book early to save
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
11–16 Aug
11–16 Aug
$1,334 SGD
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for 5 nights
$1,334 SGD for 5 nights
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, 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
$1,565 SGD
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for 5 nights
$1,565 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Townhouse in Four Corners
Gorgeous Villa w/ Mickey Room, Private Pool & More
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
13–18 Sept
13–18 Sept
$1,229 SGD
$1,144 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Townhouse in Clermont
Brand 2026 NEW 05 Bdrms At Windsor Cay
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
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5 bedrooms
5 bedrooms
,
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7 beds
7 beds
,
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4.5 bathrooms
4.5 bathrooms
10–15 Oct
10–15 Oct
$1,674 SGD
$1,542 SGD
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for 5 nights
Book early to save
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, 8 reviews
5.0 (8)
,
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5 bedrooms
5 bedrooms
,
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9 beds
9 beds
,
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5 bathrooms
5 bathrooms
23–28 Aug
23–28 Aug
$1,774 SGD
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for 5 nights
$1,774 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Lucaya Village (8-101)
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
16–21 Aug
16–21 Aug
$1,123 SGD
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for 5 nights
$1,123 SGD for 5 nights
Pay $0 today
Free cancellation
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