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Homes in Winter Garden
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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
Designer Guest Suite Near Disney/Universal/DT
1 bedroom
,
·
3 beds
,
·
1 private bathroom
13–18 Aug
13–18 Aug
$994 SGD
$590 SGD
Show price breakdown
for 5 nights
,
·
4.84 out of 5 average rating, 415 reviews
4.84 (415)
Flat in Winter Garden
Chic Studio Apt by Bike Trail & Downtown, Apt #4
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$846 SGD
$725 SGD
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for 5 nights
Guest favourite
Guest favourite
Townhouse in Kissimmee
3 Bd/ 2.5 Ba/ Encantada Resort (3113 Yl)
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
24–29 Aug
24–29 Aug
$933 SGD
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for 5 nights
$933 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
9–14 Aug
9–14 Aug
$2,255 SGD
Show price breakdown
for 5 nights
$2,255 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 94 reviews
4.91 (94)
Top guest favourite
Guest favourite
Home in Kissimmee
Luxury Home Orlando – approx. 10 min to Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$902 SGD
$838 SGD
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for 5 nights
4.98 out of 5 average rating, 86 reviews
4.98 (86)
Superhost
Superhost
Home in Clermont
Game room + pool home near Orlando's top parks
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$1,564 SGD
$1,401 SGD
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for 5 nights
Extended stay discount
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
10–15 Aug
10–15 Aug
$1,878 SGD
$1,412 SGD
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for 5 nights
Extended stay discount
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Superhost
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
,
·
4.5 bathrooms
4.5 bathrooms
14–19 Sept
14–19 Sept
$2,138 SGD
$1,827 SGD
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for 5 nights
Book early to save
Free cancellation
Guest favourite
Guest favourite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15839 Cc)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5.5 bathrooms
5.5 bathrooms
3–8 Sept
3–8 Sept
$2,413 SGD
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for 5 nights
$2,413 SGD for 5 nights
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Superhost
Superhost
Townhouse in Clermont
5BR Private Pool Home at Windsor Cay Near Disney
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
16–21 Aug
16–21 Aug
$1,332 SGD
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for 5 nights
$1,332 SGD for 5 nights
New place to stay
New
Townhouse in Davenport
Solterra resort townhouse w/ private pool
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
10–15 Oct
10–15 Oct
$1,242 SGD
$1,028 SGD
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for 5 nights
Extended stay discount
New place to stay
New
Guest favourite
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
22–27 Aug
22–27 Aug
$1,058 SGD
Show price breakdown
for 5 nights
$1,058 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
16–21 Aug
16–21 Aug
$1,504 SGD
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for 5 nights
$1,504 SGD for 5 nights
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Top guest favourite
Guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$1,753 SGD
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for 5 nights
$1,753 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Superhost
Superhost
Home in Davenport
Luxury 7-BD Villa - Pool, Theater, and Game Room
7 bedrooms
7 bedrooms
,
·
14 beds
14 beds
,
·
5.5 bathrooms
5.5 bathrooms
23–28 Aug
23–28 Aug
$1,903 SGD
Show price breakdown
for 5 nights
$1,903 SGD for 5 nights
New place to stay
New
Superhost
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms
7 bedrooms
,
·
8 single beds
8 single beds
,
·
5 bathrooms
5 bathrooms
28 Nov – 3 Dec
28 Nov – 3 Dec
$3,076 SGD
$2,594 SGD
Show price breakdown
for 5 nights
Book early to save
Free cancellation
Home in Kissimmee
Simply Magical | 13 PPL | Pool | Mini Golf | Games
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
9–14 Aug
9–14 Aug
$1,843 SGD
Show price breakdown
for 5 nights
$1,843 SGD for 5 nights
Free cancellation
New place to stay
New
Superhost
Superhost
Home in Kissimmee
7490 Magic Village 8 guests 4,5 baths 8 min Disney
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4.5 bathrooms
4.5 bathrooms
9–14 Aug
9–14 Aug
$1,702 SGD
$1,425 SGD
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for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,321 SGD
Show price breakdown
for 5 nights
$1,321 SGD for 5 nights
New place to stay
New
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