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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
$1,378 SGD
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for 5 nights
$1,378 SGD for 5 nights
,
·
4.99 out of 5 average rating, 196 reviews
4.99 (196)
Top guest favourite
Guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
4.91 out of 5 average rating, 92 reviews
4.91 (92)
,
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
11–16 Jul
11–16 Jul
$2,279 SGD
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for 5 nights
$2,279 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Clermont
Brand New 05 Bedrooms At Windsor Cay
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
10–15 Aug
10–15 Aug
$1,756 SGD
$1,476 SGD
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for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
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7 bedrooms
7 bedrooms
,
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10 beds
10 beds
,
·
5.5 bathrooms
5.5 bathrooms
6–11 Mar
6–11 Mar
$4,222 SGD
$3,470 SGD
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for 5 nights
Pay $0 today
Free cancellation
Home in Clermont
Cozy Mod Escape |Sleeps 7| "Oak Tree House"
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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3 bedrooms
3 bedrooms
,
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5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
17–22 Jul
17–22 Jul
$1,475 SGD
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for 5 nights
$1,475 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Clermont
Family pool home w/ game room near Disney
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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4 bedrooms
4 bedrooms
,
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5 beds
5 beds
,
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2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,475 SGD
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for 5 nights
$1,475 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
New place to stay
New
,
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4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$1,209 SGD
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for 5 nights
$1,209 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Clermont
5 BD/ 5.5 BA/ Windsor Cay (15839 CC)
5.0 out of 5 average rating, 16 reviews
5.0 (16)
,
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5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5.5 bathrooms
5.5 bathrooms
26–31 Jul
26–31 Jul
$2,683 SGD
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for 5 nights
$2,683 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms
6 bedrooms
,
·
2 beds
2 beds
,
·
5 bathrooms
5 bathrooms
22–27 Aug
22–27 Aug
$2,291 SGD
$1,916 SGD
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for 5 nights
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Free cancellation
Top guest favourite
Guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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3 bedrooms
3 bedrooms
,
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5 beds
5 beds
,
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2 bathrooms
2 bathrooms
23–28 Jul
23–28 Jul
$1,923 SGD
$1,691 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Kissimmee
Luxury Home Orlando – approx. 10 min to Disney
4.98 out of 5 average rating, 83 reviews
4.98 (83)
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
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3 bathrooms
3 bathrooms
16–21 Aug
16–21 Aug
$1,020 SGD
$923 SGD
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for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
New place to stay
New
,
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10 bedrooms
10 bedrooms
,
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16 beds
16 beds
,
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8 bathrooms
8 bathrooms
15–20 Aug
15–20 Aug
$3,208 SGD
$2,952 SGD
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for 5 nights
Pay $0 today
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)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
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1 bathroom
1 bathroom
15–20 Jul
15–20 Jul
$839 SGD
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for 5 nights
$839 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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3 bedrooms
3 bedrooms
,
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5 beds
5 beds
,
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2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$1,306 SGD
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for 5 nights
$1,306 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Townhouse in Kissimmee
3 BD/ 3 BA/ The Hub At Westside (3349 TT)
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
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3 bedrooms
3 bedrooms
,
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5 beds
5 beds
,
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3 bathrooms
3 bathrooms
28 Jul – 2 Aug
28 Jul – 2 Aug
$1,176 SGD
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for 5 nights
$1,176 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Apopka
The little Manatee Home - Lake & Wildlife Retreat
4.98 out of 5 average rating, 58 reviews
4.98 (58)
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1 bedroom
1 bedroom
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2 beds
2 beds
,
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1 bathroom
1 bathroom
25–30 Aug
25–30 Aug
$728 SGD
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for 5 nights
$728 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
4.89 out of 5 average rating, 18 reviews
4.89 (18)
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4 bedrooms
4 bedrooms
,
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6 beds
6 beds
,
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4.5 bathrooms
4.5 bathrooms
2–7 Aug
2–7 Aug
$1,340 SGD
$1,185 SGD
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for 5 nights
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Free cancellation
Villa in Clermont
Modern 4BR South Facing Pool Home Near Disney
4 bedrooms
4 bedrooms
,
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5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
6–11 Sept
6–11 Sept
$1,363 SGD
$1,262 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
5.0 out of 5 average rating, 24 reviews
5.0 (24)
,
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4 bedrooms
4 bedrooms
,
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6 beds
6 beds
,
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3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$1,565 SGD
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for 5 nights
$1,565 SGD for 5 nights
Pay $0 today
Free cancellation
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