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Homes in Osceola County
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Search results; Over 1,000 homes
Over 1,000 homes
Top guest favourite
Guest favourite
Villa in Osceola County
*Private Golf-Front Oasis with Pool, Spa & Cinema
5 bedrooms
,
·
9 beds
,
·
4.5 private bathrooms
23–28 Aug
23–28 Aug
$2,216 SGD
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for 5 nights
$2,216 SGD for 5 nights
,
·
4.99 out of 5 average rating, 152 reviews
4.99 (152)
Top guest favourite
Guest favourite
Home in Osceola County
Large Private Home on Golf course by Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
6 bathrooms
6 bathrooms
23–28 Aug
23–28 Aug
$2,463 SGD
$2,181 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 94 reviews
4.98 (94)
Superhost
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
,
·
4.5 bathrooms
4.5 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,175 SGD
$1,775 SGD
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for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms
7 bedrooms
,
·
6 single beds
6 single beds
,
·
4.5 bathrooms
4.5 bathrooms
23–28 Aug
23–28 Aug
$2,435 SGD
$2,070 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
22–27 Aug
22–27 Aug
$1,276 SGD
$1,094 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Guest favourite
Guest favourite
Townhouse in Kissimmee
3 Bd/ 2.5 Ba/ Encantada Resort (3113 Yl)
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
24–29 Aug
24–29 Aug
$895 SGD
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for 5 nights
$895 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4285 Qs)
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,062 SGD
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for 5 nights
$1,062 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Home in Kissimmee
10 Min to Disney | Heated Pool, Games, King Bed
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$1,542 SGD
$1,264 SGD
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for 5 nights
Free cancellation
4.99 out of 5 average rating, 154 reviews
4.99 (154)
Superhost
Superhost
Home in Kissimmee
The Most Fun House, Tons of Room and a Huge Pool!
12 bedrooms
12 bedrooms
,
·
24 beds
24 beds
,
·
15 bathrooms
15 bathrooms
17–22 Aug
17–22 Aug
$16,059 SGD
$11,922 SGD
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for 5 nights
New place to stay
New
Home in Kissimmee
Solara Resort 4BR Home Near Disney | Private Pool
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,203 SGD
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for 5 nights
$1,203 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
2.5 bathrooms
2.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,825 SGD
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for 5 nights
$1,825 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Home in Kissimmee
Golden Haven | 5BR | Pool | 12 Min to Disney
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
17–22 Aug
17–22 Aug
$2,236 SGD
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for 5 nights
$2,236 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Superhost
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
4 bedrooms
4 bedrooms
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·
8 beds
8 beds
,
·
5 bathrooms
5 bathrooms
17–22 Aug
17–22 Aug
$1,739 SGD
$1,313 SGD
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for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
5–10 Sept
5–10 Sept
$1,418 SGD
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for 5 nights
$1,418 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
22–27 Aug
22–27 Aug
$1,404 SGD
$1,092 SGD
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for 5 nights
Extended stay discount
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
22–27 Aug
22–27 Aug
$933 SGD
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for 5 nights
$933 SGD for 5 nights
4.9 out of 5 average rating, 10 reviews
4.9 (10)
Superhost
Superhost
Home in Kissimmee
2026 Themed New 08 Bedrooms At Solara Resort
8 bedrooms
8 bedrooms
,
·
11 beds
11 beds
,
·
7 bathrooms
7 bathrooms
7–12 Nov
7–12 Nov
$3,098 SGD
$2,840 SGD
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for 5 nights
Book early to save
Free cancellation
Guest favourite
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
24–29 Oct
24–29 Oct
$1,370 SGD
Show price breakdown
for 5 nights
$1,370 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Superhost
Superhost
Flat in Kissimmee
3 Bd/ 2 Ba/ Storey Lake (3141-308 Pc)
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
26–31 Aug
26–31 Aug
$1,272 SGD
$933 SGD
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for 5 nights
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