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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
$2,612 SGD
$2,379 SGD
Show price breakdown
for 5 nights
,
·
4.99 out of 5 average rating, 151 reviews
4.99 (151)
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
16–21 Aug
16–21 Aug
$2,462 SGD
$2,181 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 94 reviews
4.98 (94)
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
$1,020 SGD
$935 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
14–19 Sept
14–19 Sept
$2,137 SGD
$1,825 SGD
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for 5 nights
Book early to save
Free cancellation
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
$934 SGD
Show price breakdown
for 5 nights
$934 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Superhost
Superhost
Home in Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms
6 bedrooms
,
·
2 beds
2 beds
,
·
5 bathrooms
5 bathrooms
28 Nov – 3 Dec
28 Nov – 3 Dec
$2,676 SGD
$2,223 SGD
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for 5 nights
Book early to save
Free cancellation
Guest favourite
Guest favourite
Home in Kissimmee
7 Bd/ 7 Ba/ Solara Resort (2327 Sr)
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
,
·
6.5 bathrooms
6.5 bathrooms
5–10 Dec
5–10 Dec
$3,121 SGD
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for 5 nights
$3,121 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Villa in Kissimmee
Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub
7 bedrooms
7 bedrooms
,
·
11 beds
11 beds
,
·
6.5 bathrooms
6.5 bathrooms
30 Aug – 5 Sept
30 Aug – 5 Sept
$3,188 SGD
$2,356 SGD
Show price breakdown
for 6 nights
Free cancellation
4.96 out of 5 average rating, 164 reviews
4.96 (164)
Top guest favourite
Guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$1,399 SGD
$1,124 SGD
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for 5 nights
4.98 out of 5 average rating, 40 reviews
4.98 (40)
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
$971 SGD
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for 5 nights
$971 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
15 bedrooms
15 bedrooms
,
·
21 beds
21 beds
,
·
16.5 bathrooms
16.5 bathrooms
22–27 Aug
22–27 Aug
$7,944 SGD
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for 5 nights
$7,944 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Home in Kissimmee
Chic 8BR All Suites with Pool and Game Room
8 bedrooms
8 bedrooms
,
·
10 beds
10 beds
,
·
8 bathrooms
8 bathrooms
10–15 Aug
10–15 Aug
$2,125 SGD
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for 5 nights
$2,125 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Superhost
Superhost
Townhouse in Kissimmee
Unique Villa w/ Hot Tub & Minutes From Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
17–22 Aug
17–22 Aug
$1,224 SGD
$1,052 SGD
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for 5 nights
Free cancellation
New place to stay
New
Superhost
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,100 SGD
Show price breakdown
for 5 nights
$1,100 SGD for 5 nights
Free cancellation
Home in Kissimmee
Oversized Spa | Arcade Room | Kids Bedrooms | 030
6 bedrooms
6 bedrooms
,
·
10 beds
10 beds
,
·
6 bathrooms
6 bathrooms
8–13 Sept
8–13 Sept
$4,190 SGD
$3,768 SGD
Show price breakdown
for 5 nights
Free cancellation
4.86 out of 5 average rating, 7 reviews
4.86 (7)
Superhost
Superhost
Home in Kissimmee
Windsor Hills, Disney/Universal, Extended Pool/SPA
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
10–15 Aug
10–15 Aug
$2,366 SGD
Show price breakdown
for 5 nights
$2,366 SGD for 5 nights
Villa in Kissimmee
Spacious villa w/pool & spa & game room
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5 bathrooms
5 bathrooms
27 Dec – 1 Jan
27 Dec – 1 Jan
$4,911 SGD
$3,956 SGD
Show price breakdown
for 5 nights
Extended stay discount
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Townhouse in Kissimmee
4 Suites, Private Jacuzzi & Prime Location
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
19–24 Aug
19–24 Aug
$1,158 SGD
Show price breakdown
for 5 nights
$1,158 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Home in Kissimmee
2026 NEW Brand NEW 07 Bedrooms At Solara Resort
7 bedrooms
7 bedrooms
,
·
12 beds
12 beds
,
·
6 bathrooms
6 bathrooms
11–16 Jan
11–16 Jan
$3,706 SGD
$3,119 SGD
Show price breakdown
for 5 nights
Book early to save
Free cancellation
4.96 out of 5 average rating, 23 reviews
4.96 (23)
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