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Search results; Over 1,000 homes in Winter Garden
Over 1,000 homes in Winter Garden
Guest favourite
Guest favourite
Flat in Winter Garden
Stay A While
1 bedroom
,
·
3 beds
,
·
1 private bathroom
5–10 Aug
5–10 Aug
$837 SGD
Show price breakdown
for 5 nights
$837 SGD for 5 nights
,
·
4.89 out of 5 average rating, 169 reviews
4.89 (169)
Superhost
Superhost
Place to stay in Oakland
Oakland Trails
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
17–22 Jul
17–22 Jul
$1,126 SGD
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for 5 nights
$1,126 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
19–24 Jul
19–24 Jul
$2,275 SGD
Show price breakdown
for 5 nights
$2,275 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 92 reviews
4.91 (92)
Superhost
Superhost
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$716 SGD
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for 5 nights
$716 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Flat in Kissimmee
Family Orlando Condo Resort near Disney
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
16–21 Jul
16–21 Jul
$1,199 SGD
Show price breakdown
for 5 nights
$1,199 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Home in Clermont
Brand New 05 Bedrooms At Windsor Cay
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
30 Jul – 4 Aug
30 Jul – 4 Aug
$1,785 SGD
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for 5 nights
$1,785 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Flat in Orlando
King Suite w Pool & Hot Tub Near Disney
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
11–16 Aug
11–16 Aug
$593 SGD
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for 5 nights
$593 SGD for 5 nights
Book early to save
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Villa in Clermont
Visiting Family, Lakes, Golf, Olympus, the Mouse?
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
15–20 Jul
15–20 Jul
$1,119 SGD
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for 5 nights
$1,119 SGD for 5 nights
4.96 out of 5 average rating, 48 reviews
4.96 (48)
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$1,160 SGD
Show price breakdown
for 5 nights
$1,160 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ West Lucaya (8984 SP)
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$1,033 SGD
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for 5 nights
$1,033 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favourite
Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4.5 bathrooms
4.5 bathrooms
16–21 Aug
16–21 Aug
$1,258 SGD
$1,148 SGD
Show price breakdown
for 5 nights
Free cancellation
4.9 out of 5 average rating, 20 reviews
4.9 (20)
Townhouse in Kissimmee
Disney, Resort Style, 4 BDRM, Sleeps 8, 3 Bath
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
29 Nov – 4 Dec
29 Nov – 4 Dec
$1,205 SGD
Show price breakdown
for 5 nights
$1,205 SGD for 5 nights
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
26–31 Jul
26–31 Jul
$2,417 SGD
$2,213 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 48 reviews
4.98 (48)
Superhost
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
1 bed
1 bed
,
·
1 bathroom
1 bathroom
16–21 Jul
16–21 Jul
$609 SGD
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for 5 nights
$609 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Home in Kissimmee
Brand New Designer Townhome | 10 Min to Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$904 SGD
Show price breakdown
for 5 nights
$904 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 23 reviews
5.0 (23)
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
29 Jul – 3 Aug
29 Jul – 3 Aug
$1,018 SGD
$921 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 83 reviews
4.98 (83)
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
31 Jul – 5 Aug
31 Jul – 5 Aug
$2,442 SGD
Show price breakdown
for 5 nights
$2,442 SGD for 5 nights
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
18–23 Sept
18–23 Sept
$1,347 SGD
$1,216 SGD
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for 5 nights
5.0 out of 5 average rating, 80 reviews
5.0 (80)
Superhost
Superhost
Home in Kissimmee
Greek Villa w/ Sunny Pool just 20 Min to Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
19–24 Jul
19–24 Jul
$1,300 SGD
Show price breakdown
for 5 nights
$1,300 SGD for 5 nights
New place to stay
New
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