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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
$914 SGD
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for 5 nights
$914 SGD for 5 nights
,
·
4.9 out of 5 average rating, 105 reviews
4.9 (105)
Flat in Winter Garden
Chic Studio Apt by Bike Trail & Downtown, Apt #4
New place to stay
New
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$1,001 SGD
$853 SGD
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for 5 nights
Superhost
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
22–27 Jul
22–27 Jul
$609 SGD
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for 5 nights
$609 SGD for 5 nights
Top guest favourite
Guest favourite
Guest suite in Clermont
Modern Guesthouse Suite
4.97 out of 5 average rating, 36 reviews
4.97 (36)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
28 Jul – 2 Aug
28 Jul – 2 Aug
$707 SGD
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for 5 nights
$707 SGD for 5 nights
Top guest favourite
Guest favourite
Villa in Clermont
Visiting Family, Lakes, Golf, Olympus, the Mouse?
4.96 out of 5 average rating, 48 reviews
4.96 (48)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$992 SGD
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for 5 nights
$992 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Orlando
New 1 Bedroom Suite with full kitchen, Bathroom #1
4.96 out of 5 average rating, 24 reviews
4.96 (24)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Jul
22–27 Jul
$647 SGD
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for 5 nights
$647 SGD for 5 nights
Top guest favourite
Guest favourite
Room in Ocoee
Updated 1 bedroom/ 1 bathroom
5.0 out of 5 average rating, 30 reviews
5.0 (30)
,
·
1 queen bed
1 queen bed
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Aug
1–6 Aug
$475 SGD
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for 5 nights
$475 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Clermont
Modern & Cozy Studio-Apartment
5.0 out of 5 average rating, 10 reviews
5.0 (10)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$682 SGD
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for 5 nights
$682 SGD for 5 nights
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
12–17 Oct
12–17 Oct
$3,287 SGD
$2,759 SGD
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for 5 nights
Top guest favourite
Guest favourite
Townhouse in Clermont
Home for 2! Heated Pool, Private Patio, Queen Bed
5.0 out of 5 average rating, 20 reviews
5.0 (20)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$811 SGD
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for 5 nights
$811 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Kissimmee
Amazing 03 Bedrooms/ 03 Baths / Sleeps 08
4.97 out of 5 average rating, 36 reviews
4.97 (36)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
25–30 Aug
25–30 Aug
$1,086 SGD
$923 SGD
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for 5 nights
Top guest favourite
Guest favourite
Apartment in Kissimmee
New! Seven Eagles Hideaway at Reunion Resort
5.0 out of 5 average rating, 18 reviews
5.0 (18)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
5–10 Aug
5–10 Aug
$1,137 SGD
$908 SGD
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for 5 nights
Top guest favourite
Guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
5.0 out of 5 average rating, 9 reviews
5.0 (9)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,099 SGD
$953 SGD
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for 5 nights
Superhost
Superhost
Townhouse in Davenport
3BD/2.5BATH Family Getaway in a Prime Location
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$974 SGD
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for 5 nights
$974 SGD for 5 nights
Superhost
Superhost
Room in Davenport
Suite in Villa|Private Bath|Pool&Spa|Disney
New place to stay
New
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$472 SGD
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for 5 nights
$472 SGD for 5 nights
Top guest favourite
Guest favourite
Townhouse in Clermont
The gold cottage
4.89 out of 5 average rating, 55 reviews
4.89 (55)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$934 SGD
$837 SGD
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for 5 nights
Top guest favourite
Guest favourite
Guest house in Orlando
Detached suite in Mills 50 food paradise
5.0 out of 5 average rating, 134 reviews
5.0 (134)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
23–28 Jul
23–28 Jul
$670 SGD
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for 5 nights
$670 SGD for 5 nights
Top guest favourite
Guest favourite
Townhouse in Kissimmee
3 BD/ 3 BA/ The Hub At Westside (3349 TT)
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
2–7 Aug
2–7 Aug
$1,007 SGD
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for 5 nights
$1,007 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Clermont
Downtown Clermont Scenic Retreat
5.0 out of 5 average rating, 13 reviews
5.0 (13)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,155 SGD
$1,023 SGD
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for 5 nights
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