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Search results; Over 1,000 homes in Kissimmee
Over 1,000 homes in Kissimmee
Top guest favourite
Guest favourite
Townhouse in Kissimmee
Disney Area Lakefront Townhome + Private Jacuzzi
2 bedrooms
,
·
3 beds
,
·
2.5 private bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,016 SGD
Show price breakdown
for 5 nights
$1,016 SGD for 5 nights
,
·
4.88 out of 5 average rating, 242 reviews
4.88 (242)
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
$1,177 SGD
$1,014 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Townhouse in Kissimmee
Disney Retreat w/ Private Pool & Resort Access
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
23–28 Aug
23–28 Aug
$1,259 SGD
$1,062 SGD
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for 5 nights
Extended stay discount
New place to stay
New
Superhost
Superhost
Home in Clermont
2026 Brand NEW 08 Bedrooms At Windsor Cay
8 bedrooms
8 bedrooms
,
·
9 single beds
9 single beds
,
·
6 bathrooms
6 bathrooms
13–18 Sept
13–18 Sept
$2,376 SGD
$2,004 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
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
6–11 Mar
6–11 Mar
$3,107 SGD
$2,620 SGD
Show price breakdown
for 5 nights
Book early to save
Free cancellation
Superhost
Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 Tb)
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
,
·
6 bathrooms
6 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
$1,814 SGD
Show price breakdown
for 5 nights
$1,814 SGD for 5 nights
New place to stay
New
Superhost
Superhost
Home in Four Corners
8BR house with private pool and game room
8 bedrooms
8 bedrooms
,
·
8 beds
8 beds
,
·
6 bathrooms
6 bathrooms
24–29 Aug
24–29 Aug
$2,315 SGD
$1,955 SGD
Show price breakdown
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
$1,821 SGD
Show price breakdown
for 5 nights
$1,821 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Home in Kissimmee
Kings Castle Retreat
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
5 bathrooms
5 bathrooms
23–28 Aug
23–28 Aug
$1,046 SGD
Show price breakdown
for 5 nights
$1,046 SGD for 5 nights
New place to stay
New
Superhost
Superhost
Home in Kissimmee
6 Bd/ 5 Ba/ Solara Resort (9038 Sr)
6 bedrooms
6 bedrooms
,
·
11 beds
11 beds
,
·
5 bathrooms
5 bathrooms
6–11 Sept
6–11 Sept
$1,947 SGD
Show price breakdown
for 5 nights
$1,947 SGD for 5 nights
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
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,264 SGD
$957 SGD
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for 5 nights
Top guest favourite
Guest favourite
Home in Kissimmee
Private Pool | Themed Rooms | Near Disney World!
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
28 Aug – 2 Sept
28 Aug – 2 Sept
$1,710 SGD
$1,346 SGD
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for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Superhost
Superhost
Home in Four Corners
8 Bd/ 6 Ba/ Windsor Cay (1025 Bw)
8 bedrooms
8 bedrooms
,
·
8 beds
8 beds
,
·
6 bathrooms
6 bathrooms
6–11 Sept
6–11 Sept
$2,524 SGD
$2,339 SGD
Show price breakdown
for 5 nights
Home in Kissimmee
Luxury Themed Retreat | Private Pool | 4mi-Disney
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
22–27 Aug
22–27 Aug
$936 SGD
Show price breakdown
for 5 nights
$936 SGD for 5 nights
New place to stay
New
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
$1,056 SGD
Show price breakdown
for 5 nights
$1,056 SGD for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Apartment in Kissimmee
Renovated Family Condo • Disney • Free Parking
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$991 SGD
$916 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 56 reviews
5.0 (56)
Superhost
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms
10 bedrooms
,
·
12 beds
12 beds
,
·
8 bathrooms
8 bathrooms
13–18 Sept
13–18 Sept
$3,011 SGD
$2,555 SGD
Show price breakdown
for 5 nights
Free cancellation
Home in Kissimmee
Superhero HQ: Private Pool & Spa Near Disney
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
4.5 bathrooms
4.5 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,003 SGD
Show price breakdown
for 5 nights
$2,003 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Townhouse in Kissimmee
5 Bd/ 4 Ba/ Storey Lake (4810 Sq. ft.)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,147 SGD
Show price breakdown
for 5 nights
$1,147 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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