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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 Winter Garden, Florida
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
1–6 Sept
1–6 Sept
$1,234 SGD
$1,088 SGD
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for 5 nights
,
·
4.99 out of 5 average rating, 159 reviews
4.99 (159)
Superhost
Superhost
Home in Montverde
3BD Montverde Lakeview Escape Near Orlando
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
20–25 Aug
20–25 Aug
$1,908 SGD
$1,590 SGD
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for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Flat in Winter Garden
Chic Studio Apt by Bike Trail & Downtown, Apt #4
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
20–25 Aug
20–25 Aug
$841 SGD
$720 SGD
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for 5 nights
Superhost
Superhost
Home in Clermont
2026 Brand NEW 08 Bedrooms At Windsor Cay
8 bedrooms
8 bedrooms
,
·
9 single beds
9 single beds
13–18 Sept
13–18 Sept
$2,376 SGD
$2,004 SGD
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for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Townhouse in Kissimmee
3 Bd/ 2.5 Ba/ Encantada Resort (3113 Yl)
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
24–29 Aug
24–29 Aug
$889 SGD
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for 5 nights
$889 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
23–28 Aug
23–28 Aug
$1,042 SGD
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for 5 nights
$1,042 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
20–25 Aug
20–25 Aug
$1,494 SGD
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for 5 nights
$1,494 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Top guest favourite
Guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
25–30 Aug
25–30 Aug
$1,866 SGD
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for 5 nights
$1,866 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Superhost
Superhost
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,108 SGD
$1,035 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
21–26 Aug
21–26 Aug
$926 SGD
$862 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.9 out of 5 average rating, 58 reviews
4.9 (58)
Top guest favourite
Guest favourite
Flat in Apopka
The little Manatee Home - Lake & Wildlife Retreat
1 bedroom
1 bedroom
,
·
2 beds
2 beds
24–29 Aug
24–29 Aug
$598 SGD
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for 5 nights
$598 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 66 reviews
4.98 (66)
Superhost
Superhost
Home in Kissimmee
Disney Oasis Bungalow with Palm-lined relaxation!
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
23–28 Aug
23–28 Aug
$687 SGD
$623 SGD
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for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Superhost
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms
10 bedrooms
,
·
12 beds
12 beds
13–18 Sept
13–18 Sept
$3,011 SGD
$2,555 SGD
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for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
23–28 Aug
23–28 Aug
$2,085 SGD
$1,910 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 106 reviews
5.0 (106)
Guest favourite
Guest favourite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15839 Cc)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
3–8 Sept
3–8 Sept
$2,396 SGD
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for 5 nights
$2,396 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
31 Oct – 5 Nov
31 Oct – 5 Nov
$1,367 SGD
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for 5 nights
$1,367 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
23–28 Nov
23–28 Nov
$2,215 SGD
$1,842 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 33 reviews
4.97 (33)
Superhost
Superhost
Apartment in Kissimmee
Neverland Hideaway At Caribe Cove
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
21–26 Aug
21–26 Aug
$878 SGD
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for 5 nights
$878 SGD for 5 nights
New place to stay
New
Townhouse in Kissimmee
Disney Retreat w/ Private Pool & Resort Access
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
23–28 Aug
23–28 Aug
$1,259 SGD
$1,062 SGD
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for 5 nights
Extended stay discount
New place to stay
New
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