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Search results; Over 1,000 homes in Kissimmee
Over 1,000 homes in Kissimmee
Apartment in Kissimmee
Condo with Private Balcony, Near Amenities | 333
2 bedrooms
,
·
2 beds
,
·
3 private bathrooms
29 Jul – 3 Aug
29 Jul – 3 Aug
$1,708 SGD
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for 5 nights
$1,708 SGD for 5 nights
,
·
Guest favourite
Guest favourite
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
16–21 Aug
16–21 Aug
$1,501 SGD
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for 5 nights
$1,501 SGD for 5 nights
Pay $0 today
Free cancellation
4.86 out of 5 average rating, 7 reviews
4.86 (7)
Superhost
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms
7 bedrooms
,
·
6 single beds
6 single beds
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,438 SGD
$2,073 SGD
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for 5 nights
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Pay $0 today
Free cancellation
New place to stay
New
Superhost
Superhost
Home in Orlando
Themed 5BR Villa Minutes from Disney & Universal
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
1–6 Sept
1–6 Sept
$2,666 SGD
$2,203 SGD
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for 5 nights
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Pay $0 today
Free cancellation
Superhost
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
30 Jul – 4 Aug
30 Jul – 4 Aug
$1,803 SGD
$1,596 SGD
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for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Kissimmee
7 Bd/5.5Ba Sleeps 16! Windsor at Westside (2100RD)
7 bedrooms
7 bedrooms
,
·
9 beds
9 beds
1–6 Aug
1–6 Aug
$2,840 SGD
$2,393 SGD
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for 5 nights
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Free cancellation
Guest favourite
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
12–17 Sept
12–17 Sept
$1,616 SGD
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for 5 nights
$1,616 SGD for 5 nights
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Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
6 bedrooms
6 bedrooms
,
·
10 beds
10 beds
27 Jul – 1 Aug
27 Jul – 1 Aug
$3,260 SGD
$2,750 SGD
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for 5 nights
New home discount
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Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
19–24 Jul
19–24 Jul
$2,032 SGD
$1,677 SGD
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for 5 nights
Extended stay discount
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Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Home in Kissimmee
Lakefront Charmer 8BR 6BA Home Cinema Pool/Spa
8 bedrooms
8 bedrooms
,
·
13 beds
13 beds
26–31 Jul
26–31 Jul
$3,301 SGD
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for 5 nights
$3,301 SGD for 5 nights
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Free cancellation
New place to stay
New
Superhost
Superhost
Townhouse in Kissimmee
5BR Waterfront Townhome w/ Pool Near Bronson Club
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
30 Jul – 4 Aug
30 Jul – 4 Aug
$1,463 SGD
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for 5 nights
$1,463 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
7–12 Feb
7–12 Feb
$2,888 SGD
$2,381 SGD
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for 5 nights
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Pay $0 today
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Superhost
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
18–23 Jul
18–23 Jul
$1,497 SGD
$1,169 SGD
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for 5 nights
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Free cancellation
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
19–24 Jul
19–24 Jul
$1,311 SGD
$1,183 SGD
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for 5 nights
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Free cancellation
New place to stay
New
Superhost
Superhost
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
28 Aug – 2 Sept
28 Aug – 2 Sept
$1,923 SGD
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for 5 nights
$1,923 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
5–10 Jan
5–10 Jan
$2,527 SGD
$2,093 SGD
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for 5 nights
Book early to save
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Superhost
Superhost
Home in Kissimmee
7 BD/ 5.5 BA/ Windsor at Westside (1897 NC)
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
3–8 Aug
3–8 Aug
$2,502 SGD
$2,087 SGD
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for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Villa in Kissimmee
Star Wars Loft, Themed Rooms, Summer Kitchen & PS5
7 bedrooms
7 bedrooms
,
·
13 beds
13 beds
3–8 Aug
3–8 Aug
$2,401 SGD
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for 5 nights
$2,401 SGD for 5 nights
Superhost
Superhost
Townhouse in Kissimmee
4 Bedrooms / 3 Bathrooms / Storey Lake (4821DS)
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
22–27 Aug
22–27 Aug
$1,296 SGD
$1,179 SGD
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for 5 nights
Pay $0 today
Free cancellation
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