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Search results; Over 1,000 homes in Winter Garden
Over 1,000 homes in Winter Garden
Superhost
Superhost
Home in Winter Garden
Downtown Winter Garden Luxury Retreat (NO Parties)
3 bedrooms
,
·
3 beds
,
·
1 private bathroom
7–12 Sept
7–12 Sept
$1,595 SGD
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for 5 nights
$1,595 SGD for 5 nights
,
·
4.9 out of 5 average rating, 29 reviews
4.9 (29)
Superhost
Superhost
Home in Montverde
3BD Montverde Lakeview Escape Near Orlando
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$1,968 SGD
$1,638 SGD
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for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$1,077 SGD
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for 5 nights
$1,077 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
1–6 Sept
1–6 Sept
$1,505 SGD
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for 5 nights
$1,505 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Home in Clermont
25 miles to Disney Contry side house
4 bedrooms
4 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$1,468 SGD
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for 5 nights
$1,468 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Superhost
Superhost
Home in Four Corners
8 BD/ 5.5 BA/ Windsor Cay (1016 BW)
8 bedrooms
8 bedrooms
,
·
13 beds
13 beds
,
·
5.5 bathrooms
5.5 bathrooms
15–20 Sept
15–20 Sept
$2,347 SGD
$2,142 SGD
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for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Rooms in Oakland
Oakland Trails
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$935 SGD
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for 5 nights
$935 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Home in Clermont
Cozy Clermont Retreat
6 bedrooms
6 bedrooms
,
·
9 beds
9 beds
,
·
4 bathrooms
4 bathrooms
1–6 Sept
1–6 Sept
$2,436 SGD
$2,176 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 51 reviews
4.98 (51)
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
1–6 Sept
1–6 Sept
$803 SGD
$689 SGD
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for 5 nights
Home in Clermont
Cozy Luxurious downtown lakeview home in Clermont
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
3–8 Nov
3–8 Nov
$1,916 SGD
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for 5 nights
$1,916 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Superhost
Superhost
Home in Kissimmee
6 Bd/ 5 Ba/ Solara Resort (9038 Sr)
6 bedrooms
6 bedrooms
,
·
11 beds
11 beds
,
·
5 bathrooms
5 bathrooms
6–11 Sept
6–11 Sept
$2,408 SGD
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for 5 nights
$2,408 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Kissimmee
Premium house, 4 bedrooms, sleeps 10, Kissimme
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
1–6 Sept
1–6 Sept
$1,927 SGD
Show price breakdown
for 5 nights
$1,927 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Minneola
New! Resort Style Oasis ~ Heated Pool & Game Room
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2.5 bathrooms
2.5 bathrooms
25–30 Oct
25–30 Oct
$1,361 SGD
$1,159 SGD
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for 5 nights
5.0 out of 5 average rating, 85 reviews
5.0 (85)
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
$1,342 SGD
$1,243 SGD
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for 5 nights
Extended stay discount
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
6–11 Sept
6–11 Sept
$1,161 SGD
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for 5 nights
$1,161 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Superhost
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms
10 bedrooms
,
·
12 beds
12 beds
,
·
8 bathrooms
8 bathrooms
13–18 Sept
13–18 Sept
$3,005 SGD
$2,551 SGD
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for 5 nights
Pay $0 today
Free cancellation
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
5–10 Oct
5–10 Oct
$1,539 SGD
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for 5 nights
$1,539 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Superhost
Superhost
Townhouse in Kissimmee
3 Bd/ 3 Ba/ The Hub At Westside (3228 Tt)
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
7–12 Sept
7–12 Sept
$1,040 SGD
Show price breakdown
for 5 nights
$1,040 SGD for 5 nights
Pay $0 today
Free cancellation
Townhouse in Kissimmee
Disney Retreat w/ Private Pool & Resort Access
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
1–6 Sept
1–6 Sept
$1,901 SGD
$1,569 SGD
Show price breakdown
for 5 nights
Extended stay discount
New place to stay
New
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