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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
$1,331 SGD
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for 5 nights
$1,331 SGD for 5 nights
,
·
4.99 out of 5 average rating, 198 reviews
4.99 (198)
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 Aug
1–6 Aug
$999 SGD
$851 SGD
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for 5 nights
Free cancellation
New place to stay
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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
5–10 Aug
5–10 Aug
$2,272 SGD
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for 5 nights
$2,272 SGD for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 93 reviews
4.91 (93)
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
1–6 Aug
1–6 Aug
$1,829 SGD
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for 5 nights
$1,829 SGD for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Flat in Kissimmee
Vacation Condo with pool-20 Min from Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$967 SGD
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for 5 nights
$967 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
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Superhost
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
10 bedrooms
10 bedrooms
,
·
16 beds
16 beds
,
·
8 bathrooms
8 bathrooms
12–17 Oct
12–17 Oct
$3,171 SGD
$2,665 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
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 Aug – 2 Sept
28 Aug – 2 Sept
$2,581 SGD
$2,284 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Clermont
Modern Guesthouse Suite
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$717 SGD
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for 5 nights
$717 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Apartment in Kissimmee
*NEW* 3BR/2BA Condo w/ pool, steps to Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$787 SGD
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for 5 nights
$787 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
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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
18–23 Sept
18–23 Sept
$1,226 SGD
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for 5 nights
$1,226 SGD for 5 nights
5.0 out of 5 average rating, 80 reviews
5.0 (80)
Superhost
Superhost
Home in Four Corners
7 BD/ 5.5 BA/ Windsor Cay (1036 BP)
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
,
·
5.5 bathrooms
5.5 bathrooms
16–21 Aug
16–21 Aug
$2,767 SGD
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for 5 nights
$2,767 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
$1,699 SGD
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for 5 nights
$1,699 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
16–21 Aug
16–21 Aug
$1,301 SGD
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for 5 nights
$1,301 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
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Superhost
Superhost
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Aug
9–14 Aug
$1,044 SGD
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for 5 nights
$1,044 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Superhost
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms
7 bedrooms
,
·
6 single beds
6 single beds
,
·
4.5 bathrooms
4.5 bathrooms
14–19 Feb
14–19 Feb
$3,924 SGD
$3,291 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$938 SGD
$874 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.89 out of 5 average rating, 56 reviews
4.89 (56)
Guest favourite
Guest favourite
Home in Clermont
Stunning 5B/4.5B, Heated Pool & BBQ
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
2–7 Aug
2–7 Aug
$1,721 SGD
$1,372 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
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
8–13 Aug
8–13 Aug
$2,026 SGD
$1,672 SGD
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for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Home in Kissimmee
The Magical Wizard's Hideaway
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
2–7 Aug
2–7 Aug
$1,223 SGD
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for 5 nights
$1,223 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
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