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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
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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
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for 5 nights
4.98 out of 5 average rating, 94 reviews
4.98 (94)
Superhost
Superhost
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
21–26 Sept
21–26 Sept
$2,469 SGD
$2,098 SGD
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for 5 nights
Book early to save
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top 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
$944 SGD
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for 5 nights
$944 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favourite
Guest favourite
Home in Kissimmee
2026 NEW 06 Bedrooms at Solara Resort/Private Pool
6 bedrooms
6 bedrooms
,
·
9 beds
9 beds
,
·
4.5 bathrooms
4.5 bathrooms
4–9 Oct
4–9 Oct
$2,279 SGD
$1,905 SGD
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for 5 nights
Book early to save
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Guest favourite
Guest favourite
Apartment in Kissimmee
406 - Toy Story & Safari Dream Condo
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$1,124 SGD
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for 5 nights
$1,124 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Townhouse in Kissimmee
3 bedrooms with private baths - 12 mins to Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
11–16 Aug
11–16 Aug
$855 SGD
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for 5 nights
$855 SGD for 5 nights
4.94 out of 5 average rating, 118 reviews
4.94 (118)
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
7 bedrooms
7 bedrooms
,
·
9 beds
9 beds
,
·
6.5 bathrooms
6.5 bathrooms
8–13 Aug
8–13 Aug
$2,598 SGD
$2,056 SGD
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for 5 nights
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
$7,945 SGD
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for 5 nights
$7,945 SGD for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Superhost
Superhost
Home in Kissimmee
Sleeps 60 21 BR/20 Bath 2 Pools Playground Cinema
21 bedrooms
21 bedrooms
,
·
30 beds
30 beds
,
·
20 bathrooms
20 bathrooms
17–22 Sept
17–22 Sept
$9,816 SGD
$8,136 SGD
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for 5 nights
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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
$1,259 SGD
$1,080 SGD
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for 5 nights
New place to stay
New
Superhost
Superhost
Home in Kissimmee
Clubhouse Birdie: Resort Home near Disney
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
5 bathrooms
5 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$2,760 SGD
$2,361 SGD
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for 5 nights
Extended stay discount
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Superhost
Superhost
Apartment in Kissimmee
304_Mickey's Slide & Chef Remy Escape
2 bedrooms
2 bedrooms
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·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$1,100 SGD
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for 5 nights
$1,100 SGD for 5 nights
New place to stay
New
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
$2,639 SGD
$2,194 SGD
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for 5 nights
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Top guest favourite
Guest favourite
Home in Davenport
Royal Retreat Disney Themed Pool Home, Arcade, Theater
8 bedrooms
8 bedrooms
,
·
17 beds
17 beds
,
·
5 bathrooms
5 bathrooms
26–31 Aug
26–31 Aug
$3,639 SGD
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for 5 nights
$3,639 SGD for 5 nights
4.95 out of 5 average rating, 111 reviews
4.95 (111)
Home in Kissimmee
Oversized Spa | Arcade Room | Kids Bedrooms | 030
6 bedrooms
6 bedrooms
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10 beds
10 beds
,
·
6 bathrooms
6 bathrooms
8–13 Sept
8–13 Sept
$4,191 SGD
$3,768 SGD
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for 5 nights
4.86 out of 5 average rating, 7 reviews
4.86 (7)
Home in Kissimmee
Brisa Family Retreat with Private Pool
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
16–21 Aug
16–21 Aug
$1,668 SGD
$1,512 SGD
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for 5 nights
Extended stay discount
New place to stay
New
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
11–16 Aug
11–16 Aug
$1,533 SGD
$1,163 SGD
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for 5 nights
Extended stay discount
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Superhost
Superhost
Home in Kissimmee
Luxury NEW 09 Bedroom/Pool At Solara Resort
9 bedrooms
9 bedrooms
,
·
13 beds
13 beds
,
·
6.5 bathrooms
6.5 bathrooms
10–15 Aug
10–15 Aug
$2,967 SGD
$2,541 SGD
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for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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