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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
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
$1,372 SGD
Show price breakdown
for 5 nights
$1,372 SGD for 5 nights
,
·
4.99 out of 5 average rating, 198 reviews
4.99 (198)
Home in Ocoee
Serenity Retreat
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$1,063 SGD
Show price breakdown
for 5 nights
$1,063 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)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$750 SGD
Show price breakdown
for 5 nights
$750 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Townhouse in Clermont
The gold cottage
4.89 out of 5 average rating, 55 reviews
4.89 (55)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$953 SGD
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for 5 nights
$953 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Ocoee
Quiet Comfy Apartment Orlando Area
4.83 out of 5 average rating, 113 reviews
4.83 (113)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
11–16 Aug
11–16 Aug
$695 SGD
Show price breakdown
for 5 nights
$695 SGD for 5 nights
Superhost
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$595 SGD
Show price breakdown
for 5 nights
$595 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Townhouse in Kissimmee
3 BD/ 3 BA/ The Hub At Westside (3349 TT)
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
13–18 Aug
13–18 Aug
$1,059 SGD
Show price breakdown
for 5 nights
$1,059 SGD for 5 nights
Free cancellation
Superhost
Superhost
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Sept
1–6 Sept
$1,108 SGD
$1,012 SGD
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for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Orlando
Modern Oasis | King Bed • Pool & Gym • Near Epic U
5.0 out of 5 average rating, 61 reviews
5.0 (61)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,121 SGD
$909 SGD
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for 5 nights
Extended stay discount
Top guest favourite
Guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
5.0 out of 5 average rating, 9 reviews
5.0 (9)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,101 SGD
$954 SGD
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for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Apopka
The little Manatee Home - Lake & Wildlife Retreat
4.98 out of 5 average rating, 60 reviews
4.98 (60)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
25–30 Aug
25–30 Aug
$728 SGD
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for 5 nights
$728 SGD for 5 nights
Free cancellation
Room in St. Cloud
Peaceful private room
New place to stay
New
,
·
1 bed
1 bed
,
·
WC
WC
1–6 Jan
1–6 Jan
$185 SGD
$153 SGD
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for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Orlando
Luxe Stay | King Bed • Pool • Gym • 10 min to Epic
5.0 out of 5 average rating, 17 reviews
5.0 (17)
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Aug
19–24 Aug
$1,048 SGD
$851 SGD
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for 5 nights
Extended stay discount
Top guest favourite
Guest favourite
Room in Davenport
Come to the Disney neighborhood
5.0 out of 5 average rating, 33 reviews
5.0 (33)
,
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2 queen beds
2 queen beds
,
·
WC
WC
1–6 Aug
1–6 Aug
$472 SGD
$324 SGD
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for 5 nights
Top guest favourite
Guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5.0 out of 5 average rating, 29 reviews
5.0 (29)
,
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5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
25–30 Aug
25–30 Aug
$1,517 SGD
$1,284 SGD
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for 5 nights
Book early to save
Free cancellation
Top guest favourite
Guest favourite
Flat in Orlando
New 1 Bedroom Suite with full kitchen, Bathroom #1
4.96 out of 5 average rating, 24 reviews
4.96 (24)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$633 SGD
Show price breakdown
for 5 nights
$633 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Orlando
The Palm | Stylish Stay Close to Downtown Orlando
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$902 SGD
$834 SGD
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for 5 nights
Top guest favourite
Guest favourite
Flat in Orlando
Top5% VillaTerracotta: Boho Chic |FreeParkShuttle
5.0 out of 5 average rating, 77 reviews
5.0 (77)
,
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1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$973 SGD
$862 SGD
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for 5 nights
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
Show price breakdown
for 5 nights
$1,298 SGD for 5 nights
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