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Search results; Over 1,000 homes in Kissimmee
Over 1,000 homes in Kissimmee
Photo 1 of 29
Cottage in Kissimmee
C1 Free Early Check ins / Late Check outs*
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
21–26 Sept
21–26 Sept
$740 SGD
Show price breakdown
for 5 nights
$740 SGD for 5 nights
,
·
4.61 out of 5 average rating, 207 reviews
4.61 (207)
Photo 1 of 29
Superhost
Superhost
Home in Kissimmee
Magical Stay Near Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,170 SGD
$1,082 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
20–25 Sept
20–25 Sept
$2,211 SGD
$1,371 SGD
Show price breakdown
for 5 nights
Extended stay discount
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Photo 1 of 29
Superhost
Superhost
Home in Kissimmee
NEW Lois Ann's Disney Landing 4 miles to entrance!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
1–6 Nov
1–6 Nov
$915 SGD
Show price breakdown
for 5 nights
$915 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 29
Home in Kissimmee
Bloom & Roam — Where Comfort Meets Vacation
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
4–9 Oct
4–9 Oct
$818 SGD
Show price breakdown
for 5 nights
$818 SGD for 5 nights
Free cancellation
New place to stay
New
Photo 1 of 29
Home in Kissimmee
Disney Area 4 BR| Private Pool & Free Water Park
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
20–25 Sept
20–25 Sept
$950 SGD
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for 5 nights
$950 SGD for 5 nights
New place to stay
New
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Davenport
Sunny-All-Day Pool Vacation Home
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
29 Oct – 3 Nov
29 Oct – 3 Nov
$1,587 SGD
$1,377 SGD
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 106 reviews
4.95 (106)
Photo 1 of 29
Superhost
Superhost
Home in Davenport
Family & Pet-Friendly Pool Home | Near Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
17–22 Oct
17–22 Oct
$1,114 SGD
$1,001 SGD
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for 5 nights
Book early to save
New place to stay
New
Photo 1 of 15
Featured hotel
Featured hotel
Hotel in Kissimmee
Family double queen room
1 bedroom
1 bedroom
,
·
2 queen beds
2 queen beds
18–23 Sept
18–23 Sept
$716 SGD
Show price breakdown
for 5 nights
$716 SGD for 5 nights
+$74 SGD Airbnb credit
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Kissimmee
4BR Disney & Universal Themed Villa Reunion Resort
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
15–20 Nov
15–20 Nov
$3,833 SGD
$2,786 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Photo 1 of 27
Home in Kissimmee
Disney Luxury Escape Private Pool 4BR BBQ
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
21–26 Oct
21–26 Oct
$1,384 SGD
Show price breakdown
for 5 nights
$1,384 SGD for 5 nights
Free cancellation
New place to stay
New
Photo 1 of 29
Top guest favourite
Guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
31 Jan – 5 Feb
31 Jan – 5 Feb
$1,630 SGD
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for 5 nights
$1,630 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 45 reviews
5.0 (45)
Photo 1 of 29
Superhost
Superhost
Home in Kissimmee
Lake View | Theater+Games | Pool+Spa | Themed Room
6 bedrooms
6 bedrooms
,
·
9 beds
9 beds
1–6 Oct
1–6 Oct
$3,567 SGD
Show price breakdown
for 5 nights
$3,567 SGD for 5 nights
Free cancellation
New place to stay
New
Photo 1 of 29
Guest favourite
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
16–21 Nov
16–21 Nov
$1,745 SGD
$1,524 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Kissimmee
10 Minutes to Disney | Heated Pool, Arcade, Kings
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
4–9 Oct
4–9 Oct
$1,349 SGD
$1,233 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 158 reviews
4.99 (158)
Photo 1 of 29
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
28 Sept – 3 Oct
28 Sept – 3 Oct
$2,349 SGD
$1,979 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Photo 1 of 29
Home in Kissimmee
Private pool, water park
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
24–29 Sept
24–29 Sept
$1,055 SGD
Show price breakdown
for 5 nights
$1,055 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 29
Superhost
Superhost
Home in Kissimmee
Luxe Family Escape | Pool Oasis Near Disney
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
5–10 Oct
5–10 Oct
$1,206 SGD
Show price breakdown
for 5 nights
$1,206 SGD for 5 nights
New place to stay
New
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
24–29 Oct
24–29 Oct
$846 SGD
$749 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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