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Homes in Osceola County
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Search results; Over 1,000 homes
Over 1,000 homes
Guest favourite
Guest favourite
Apartment in Osceola County
Stunning Orlando Condo 3 BR/2 bath, pets OK
3 bedrooms
,
·
4 beds
,
·
2 private bathrooms
4–9 Sept
4–9 Sept
$987 SGD
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for 5 nights
$987 SGD for 5 nights
,
·
4.9 out of 5 average rating, 127 reviews
4.9 (127)
Top guest favourite
Guest favourite
Home in Osceola County
Large Private Home on Golf course by Disney
4.98 out of 5 average rating, 91 reviews
4.98 (91)
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4 bedrooms
4 bedrooms
,
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5 beds
5 beds
,
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6 bathrooms
6 bathrooms
12–17 Aug
12–17 Aug
$2,432 SGD
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for 5 nights
$2,432 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
,
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9 bedrooms
9 bedrooms
,
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20 beds
20 beds
,
·
5 bathrooms
5 bathrooms
9–14 Aug
9–14 Aug
$2,701 SGD
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for 5 nights
$2,701 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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7 bedrooms
7 bedrooms
,
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6 beds
6 beds
,
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4.5 bathrooms
4.5 bathrooms
14–19 Feb
14–19 Feb
$3,922 SGD
$3,289 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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4 bedrooms
4 bedrooms
,
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6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
22–27 Aug
22–27 Aug
$1,589 SGD
$1,148 SGD
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for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Kissimmee
8 Bedrooms/ 5 Bathrooms/ Storey Lake (4582NL)
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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8 bedrooms
8 bedrooms
,
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12 beds
12 beds
,
·
5 bathrooms
5 bathrooms
3–8 Aug
3–8 Aug
$1,902 SGD
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for 5 nights
$1,902 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
3–8 Aug
3–8 Aug
$2,784 SGD
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for 5 nights
$2,784 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
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4 bedrooms
4 bedrooms
,
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5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
14–19 Sept
14–19 Sept
$1,248 SGD
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for 5 nights
$1,248 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Davenport
Home Away from Home + 2 suites
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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5 bedrooms
5 bedrooms
,
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6 beds
6 beds
,
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3 bathrooms
3 bathrooms
21–26 Oct
21–26 Oct
$1,537 SGD
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for 5 nights
$1,537 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Kissimmee
2026 Themed 07 Bedrooms/Sleeps 18 At Solara Resort
4.97 out of 5 average rating, 29 reviews
4.97 (29)
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7 bedrooms
7 bedrooms
,
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12 beds
12 beds
,
·
7 bathrooms
7 bathrooms
28 Aug – 2 Sept
28 Aug – 2 Sept
$2,677 SGD
$2,234 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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15 bedrooms
15 bedrooms
,
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21 beds
21 beds
,
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16.5 bathrooms
16.5 bathrooms
22–27 Aug
22–27 Aug
$8,029 SGD
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for 5 nights
$8,029 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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8 bedrooms
8 bedrooms
,
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13 beds
13 beds
,
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6 bathrooms
6 bathrooms
9–14 Aug
9–14 Aug
$2,823 SGD
$2,540 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
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2.5 bathrooms
2.5 bathrooms
1–6 Sept
1–6 Sept
$1,104 SGD
$1,011 SGD
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for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Kissimmee
Jungle pool home w/ hot tub - close to Disney
New place to stay
New
,
·
4 bedrooms
4 bedrooms
,
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7 beds
7 beds
,
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3 bathrooms
3 bathrooms
11–16 Sept
11–16 Sept
$1,712 SGD
$1,502 SGD
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for 5 nights
Book early to save
Top guest favourite
Guest favourite
Flat in Kissimmee
Amazing 03 Bedrooms/ 03 Baths / Sleeps 08
4.97 out of 5 average rating, 37 reviews
4.97 (37)
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3 bedrooms
3 bedrooms
,
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5 beds
5 beds
,
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3 bathrooms
3 bathrooms
25–30 Aug
25–30 Aug
$976 SGD
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for 5 nights
$976 SGD for 5 nights
Book early to save
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Kissimmee
The Most Fun House, Tons of Room and a Huge Pool!
New place to stay
New
,
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12 bedrooms
12 bedrooms
,
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24 beds
24 beds
,
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15 bathrooms
15 bathrooms
5–10 Aug
5–10 Aug
$21,391 SGD
$17,262 SGD
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for 5 nights
Free cancellation
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
New place to stay
New
,
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5 bedrooms
5 bedrooms
,
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7 beds
7 beds
,
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4 bathrooms
4 bathrooms
7–12 Aug
7–12 Aug
$1,497 SGD
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for 5 nights
$1,497 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
New place to stay
New
,
·
6 bedrooms
6 bedrooms
,
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6 beds
6 beds
,
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5.5 bathrooms
5.5 bathrooms
20–25 Aug
20–25 Aug
$2,150 SGD
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for 5 nights
$2,150 SGD for 5 nights
Free cancellation
Home in Kissimmee
4BR Bright home with private pool
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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4 bedrooms
4 bedrooms
,
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7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$1,674 SGD
$1,204 SGD
Show price breakdown
for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
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