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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
$838 SGD
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for 5 nights
$838 SGD for 5 nights
,
·
4.89 out of 5 average rating, 169 reviews
4.89 (169)
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
27 Jul – 1 Aug
27 Jul – 1 Aug
$2,278 SGD
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for 5 nights
$2,278 SGD for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 93 reviews
4.91 (93)
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
10–15 Aug
10–15 Aug
$1,750 SGD
$1,471 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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
$3,255 SGD
$2,734 SGD
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for 5 nights
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Pay $0 today
Free cancellation
New place to stay
New
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
26–31 Jul
26–31 Jul
$993 SGD
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for 5 nights
$993 SGD for 5 nights
4.96 out of 5 average rating, 48 reviews
4.96 (48)
Top guest favourite
Guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
25–30 Aug
25–30 Aug
$1,590 SGD
$1,342 SGD
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for 5 nights
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Pay $0 today
Free cancellation
5.0 out of 5 average rating, 29 reviews
5.0 (29)
Top guest favourite
Guest favourite
Townhouse in Kissimmee
3 BD/ 3 BA/ The Hub At Westside (3349 TT)
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
13–18 Aug
13–18 Aug
$1,060 SGD
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for 5 nights
$1,060 SGD for 5 nights
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Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
2–7 Aug
2–7 Aug
$1,564 SGD
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for 5 nights
$1,564 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
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
28 Jul – 2 Aug
28 Jul – 2 Aug
$708 SGD
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$708 SGD for 5 nights
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Free cancellation
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Guest favourite
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$1,331 SGD
$1,176 SGD
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for 5 nights
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5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
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
$2,110 SGD
$1,852 SGD
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for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Superhost
Superhost
Home in Clermont
Family pool home w/ game room near Disney
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
$1,531 SGD
$1,390 SGD
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for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,280 SGD
$1,131 SGD
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for 5 nights
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Free cancellation
4.9 out of 5 average rating, 20 reviews
4.9 (20)
Guest favourite
Guest favourite
Home in Clermont
8 BD/ 6 BA / Windsor Cay (15989 CC)
8 bedrooms
8 bedrooms
,
·
12 beds
12 beds
,
·
6 bathrooms
6 bathrooms
2–7 Nov
2–7 Nov
$2,553 SGD
$2,201 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
2–7 Aug
2–7 Aug
$1,549 SGD
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for 5 nights
$1,549 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Home in Clermont
Cozy Mod Escape | Sleeps 7 | "Oak Tree House"
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
21–26 Jul
21–26 Jul
$1,392 SGD
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for 5 nights
$1,392 SGD for 5 nights
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Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
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2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$1,201 SGD
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for 5 nights
$1,201 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Superhost
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
30 Jul – 4 Aug
30 Jul – 4 Aug
$1,773 SGD
$1,647 SGD
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for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Townhouse in Davenport
Luxury Stay 5BR at Windsor Island - Near Disney
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5.5 bathrooms
5.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,924 SGD
$1,610 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
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