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Homes in Winter Garden
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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
Guest house in Winter Garden
A place with a view
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
3–8 Aug
3–8 Aug
$912 SGD
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for 5 nights
$912 SGD for 5 nights
,
·
4.9 out of 5 average rating, 105 reviews
4.9 (105)
Top guest favourite
Guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
4.91 out of 5 average rating, 93 reviews
4.91 (93)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$2,273 SGD
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for 5 nights
$2,273 SGD 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
,
·
10 bedrooms
10 bedrooms
,
·
16 beds
16 beds
,
·
8 bathrooms
8 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,946 SGD
$2,486 SGD
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for 5 nights
Book early to save
Pay $0 today
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)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$1,669 SGD
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for 5 nights
$1,669 SGD for 5 nights
Superhost
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms
7 bedrooms
,
·
8 beds
8 beds
,
·
5 bathrooms
5 bathrooms
6–11 Aug
6–11 Aug
$2,253 SGD
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for 5 nights
$2,253 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Kissimmee
Sleeps 13-Park Shuttle-Themed Rooms-Solara Resort
New place to stay
New
,
·
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
5.5 bathrooms
5.5 bathrooms
1–6 Aug
1–6 Aug
$2,777 SGD
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for 5 nights
$2,777 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Four Corners
The Epic Escape Mansion 9Br near Disney/Universal
New place to stay
New
,
·
9 bedrooms
9 bedrooms
,
·
20 beds
20 beds
,
·
5 bathrooms
5 bathrooms
2–7 Aug
2–7 Aug
$2,588 SGD
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for 5 nights
$2,588 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 13 reviews
5.0 (13)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
8–13 Aug
8–13 Aug
$2,027 SGD
$1,672 SGD
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for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Clermont
Hidden Springs retreat w/ pool, spa & game room
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,466 SGD
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for 5 nights
$1,466 SGD for 5 nights
Home in Kissimmee
5BR Villa near Disney | Game Room, Pool & Hot Tub
New place to stay
New
,
·
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
3.5 bathrooms
3.5 bathrooms
3–8 Sept
3–8 Sept
$1,968 SGD
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for 5 nights
$1,968 SGD for 5 nights
Guest favourite
Guest favourite
Townhouse in Clermont
Brand 2026 NEW 05 Bdrms At Windsor Cay
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
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5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
9–14 Nov
9–14 Nov
$1,689 SGD
$1,556 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Villa in Clermont
Villa near Disney with complimentary spa heating!
5.0 out of 5 average rating, 10 reviews
5.0 (10)
,
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4 bedrooms
4 bedrooms
,
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6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
11–16 Aug
11–16 Aug
$1,336 SGD
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for 5 nights
$1,336 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, 20 reviews
5.0 (20)
,
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5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5.5 bathrooms
5.5 bathrooms
3–8 Aug
3–8 Aug
$2,731 SGD
$1,884 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, 9 reviews
5.0 (9)
,
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7 bedrooms
7 bedrooms
,
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10 beds
10 beds
,
·
5.5 bathrooms
5.5 bathrooms
31 Dec – 5 Jan
31 Dec – 5 Jan
$7,025 SGD
$5,712 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Clermont
Modern Guesthouse Suite
4.97 out of 5 average rating, 38 reviews
4.97 (38)
,
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1 bedroom
1 bedroom
,
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1 bed
1 bed
,
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1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$748 SGD
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for 5 nights
$748 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5.0 out of 5 average rating, 17 reviews
5.0 (17)
,
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5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
4.5 bathrooms
4.5 bathrooms
10–15 Oct
10–15 Oct
$1,522 SGD
$1,288 SGD
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for 5 nights
Book early to save
Top guest favourite
Guest favourite
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
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4 bedrooms
4 bedrooms
,
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6 beds
6 beds
,
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5 bathrooms
5 bathrooms
16–21 Aug
16–21 Aug
$1,766 SGD
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for 5 nights
$1,766 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
New place to stay
New
,
·
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
5 bathrooms
5 bathrooms
2–7 Aug
2–7 Aug
$1,548 SGD
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for 5 nights
$1,548 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
5.0 out of 5 average rating, 102 reviews
5.0 (102)
,
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3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
14–19 Aug
14–19 Aug
$2,347 SGD
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for 5 nights
$2,347 SGD for 5 nights
Pay $0 today
Free cancellation
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