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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
$1,324 SGD
Show price breakdown
for 5 nights
$1,324 SGD for 5 nights
,
·
4.99 out of 5 average rating, 198 reviews
4.99 (198)
Flat in Winter Garden
Chic Studio Apt by Bike Trail & Downtown, Apt #4
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$994 SGD
$846 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
Superhost
Superhost
Home in Clermont
Pool, hot tub & arcade - 19 mins to Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$1,457 SGD
$1,310 SGD
Show price breakdown
for 5 nights
Extended stay discount
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$1,603 SGD
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for 5 nights
$1,603 SGD for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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
$1,049 SGD
$973 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
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
8–13 Aug
8–13 Aug
$1,904 SGD
$1,571 SGD
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for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Superhost
Superhost
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Aug
9–14 Aug
$1,056 SGD
$988 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 Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
5 bathrooms
5 bathrooms
16–21 Aug
16–21 Aug
$2,250 SGD
Show price breakdown
for 5 nights
$2,250 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Home in Ocoee
Serenity Retreat
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$970 SGD
Show price breakdown
for 5 nights
$970 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–12 Aug
5–12 Aug
$2,663 SGD
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for 7 nights
$2,663 SGD for 7 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Superhost
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms
7 bedrooms
,
·
8 single beds
8 single beds
,
·
5 bathrooms
5 bathrooms
28 Aug – 2 Sept
28 Aug – 2 Sept
$2,499 SGD
$2,197 SGD
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for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1036 Bp)
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
,
·
5.5 bathrooms
5.5 bathrooms
23–28 Aug
23–28 Aug
$2,132 SGD
Show price breakdown
for 5 nights
$2,132 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Townhouse in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (16123 Cl)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5.5 bathrooms
5.5 bathrooms
23–28 Aug
23–28 Aug
$1,699 SGD
Show price breakdown
for 5 nights
$1,699 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Superhost
Superhost
Flat in Orlando
New luxury 3BD in Vista Cay · 5 min Epic Universe
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
21–26 Aug
21–26 Aug
$1,205 SGD
Show price breakdown
for 5 nights
$1,205 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
8 bedrooms
8 bedrooms
,
·
13 beds
13 beds
,
·
6 bathrooms
6 bathrooms
9–14 Aug
9–14 Aug
$2,783 SGD
$2,185 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Flat in Clermont
The Nest-Lake Sumner
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$981 SGD
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for 5 nights
$981 SGD for 5 nights
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
3–8 Aug
3–8 Aug
$1,007 SGD
Show price breakdown
for 5 nights
$1,007 SGD for 5 nights
4.96 out of 5 average rating, 49 reviews
4.96 (49)
Guest favourite
Guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
21–26 Oct
21–26 Oct
$1,524 SGD
Show price breakdown
for 5 nights
$1,524 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
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
3–8 Aug
3–8 Aug
$1,551 SGD
Show price breakdown
for 5 nights
$1,551 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 27 reviews
5.0 (27)
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