filters

Search results; Over 1,000 homes in Kissimmee

Photo 1 of 29
Guest favourite
Holiday home in Kissimmee
*Free Early Check ins / Late Check outs*
2 bedrooms, 3 beds, 2 shared bathrooms
21–26 Sept
,
4.9 out of 5 average rating, 251 reviews
Photo 1 of 29
Superhost
Home in Kissimmee
Magical Stay Near Disney
4 bedrooms, 5 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 27
Top guest favourite
Home in Kissimmee
Lakefront Pool Home Near Disney & Universal
3 bedrooms, 4 beds, 3 bathrooms
13–18 Oct
5.0 out of 5 average rating, 11 reviews
Photo 1 of 29
Home in Kissimmee
Disney Area 4 BR| Private Pool & Free Water Park
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
New place to stay
Photo 1 of 29
Home in Kissimmee
Bloom & Roam — Where Comfort Meets Vacation
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
New place to stay
Photo 1 of 29
Superhost
Home in Kissimmee
NEW Lois Ann's Disney Landing 4 miles to entrance!
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 3 reviews
Photo 1 of 15
Featured hotel
Hotel in Kissimmee
Family double queen room
1 bedroom, 2 queen beds, 1 bathroom
18–23 Sept
Photo 1 of 29
Top guest favourite
Home in Davenport
Sunny-All-Day Pool Vacation Home
3 bedrooms, 4 beds, 2 bathrooms
29 Oct – 3 Nov
4.95 out of 5 average rating, 106 reviews
Photo 1 of 29
Top guest favourite
Home in Kissimmee
4BR Disney & Universal Themed Villa Reunion Resort
4 bedrooms, 6 beds, 4 bathrooms
15–20 Nov
5.0 out of 5 average rating, 22 reviews
Photo 1 of 29
Top guest favourite
Home in Kissimmee
10 Minutes to Disney | Heated Pool, Arcade, Kings
4 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.99 out of 5 average rating, 158 reviews
Photo 1 of 29
Superhost
Home in Kissimmee
Lake View | Theater+Games | Pool+Spa | Themed Room
6 bedrooms, 9 beds, 5 bathrooms
1–6 Oct
New place to stay
Photo 1 of 29
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 bathrooms
16–21 Nov
5.0 out of 5 average rating, 9 reviews
Photo 1 of 29
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 reviews
Photo 1 of 29
Home in Kissimmee
Walk to Lazy River! Storey Lake 6BR Pool Home
6 bedrooms, 10 beds, 5 bathrooms
7–12 Nov
Photo 1 of 29
Superhost
Home in Kissimmee
Luxe Family Escape | Pool Oasis Near Disney
4 bedrooms, 6 beds, 3 bathrooms
25–30 Oct
New place to stay
Photo 1 of 29
Guest favourite
Home in Kissimmee
15 Bd / 16.5 Ba/ Sonoma Resort (4061 Sb)
15 bedrooms, 14 beds, 16.5 bathrooms
5–10 Nov
4.83 out of 5 average rating, 6 reviews
Photo 1 of 29
Guest favourite
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 9 reviews
Photo 1 of 29
Top guest favourite
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 12 reviews
Photo 1 of 24
Guest favourite
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds, 3 bathrooms
19–24 Sept
5.0 out of 5 average rating, 5 reviews