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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
Home in Winter Garden
Downtown Bungalow with fire pit and putting green
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
1–6 Sept
1–6 Sept
$1,777 SGD
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for 5 nights
$1,777 SGD for 5 nights
,
·
4.97 out of 5 average rating, 131 reviews
4.97 (131)
Guest favourite
Guest favourite
Home in Clermont
Brand New 05 Bedrooms At Windsor Cay
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
30 Sept – 5 Oct
30 Sept – 5 Oct
$1,764 SGD
$1,482 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)
Guest favourite
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
5–10 Aug
5–10 Aug
$3,397 SGD
$2,810 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Guest house in Winter Garden
A place with a view
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
3–8 Aug
3–8 Aug
$914 SGD
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for 5 nights
$914 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 104 reviews
4.9 (104)
Superhost
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
10 bedrooms
10 bedrooms
,
·
16 beds
16 beds
8–13 Sept
8–13 Sept
$2,990 SGD
$2,521 SGD
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for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Clermont
Lux 6 bed with Pool/SPA
6 bedrooms
6 bedrooms
,
·
10 beds
10 beds
19–24 Jul
19–24 Jul
$1,377 SGD
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for 5 nights
$1,377 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
23–28 Jul
23–28 Jul
$1,921 SGD
$1,689 SGD
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for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Top guest favourite
Guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
25–30 Aug
25–30 Aug
$1,582 SGD
$1,337 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 29 reviews
5.0 (29)
Top guest favourite
Guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
2–7 Aug
2–7 Aug
$1,563 SGD
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for 5 nights
$1,563 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 25 reviews
5.0 (25)
Superhost
Superhost
Townhouse in Clermont
5 BD/ 5.5 BA/ Windsor Cay (16123 CL)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
20–25 Sept
20–25 Sept
$1,889 SGD
$1,571 SGD
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for 5 nights
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Free cancellation
Guest favourite
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
21–26 Aug
21–26 Aug
$1,509 SGD
$1,278 SGD
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for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Superhost
Superhost
Home in Clermont
Family pool home w/ game room near Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,530 SGD
$1,390 SGD
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for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Superhost
Superhost
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
1–6 Sept
1–6 Sept
$1,115 SGD
$1,017 SGD
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for 5 nights
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Free cancellation
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
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,280 SGD
$1,132 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)
Top guest favourite
Guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
19–24 Jul
19–24 Jul
$2,276 SGD
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for 5 nights
$2,276 SGD for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 92 reviews
4.91 (92)
Guest favourite
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
11–16 Oct
11–16 Oct
$2,108 SGD
$1,757 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Home in Kissimmee
Luxury Home Orlando – approx. 10 min to Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
8–13 Aug
8–13 Aug
$1,018 SGD
$922 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 83 reviews
4.98 (83)
Villa in Clermont
Modern 4BR South Facing Pool Home Near Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
6–11 Sept
6–11 Sept
$1,362 SGD
$1,261 SGD
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for 5 nights
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Free cancellation
Top guest favourite
Guest favourite
Flat in Kissimmee
Amazing 03 Bedrooms/ 03 Baths / Sleeps 08
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
25–30 Aug
25–30 Aug
$1,081 SGD
$918 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 36 reviews
4.97 (36)
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