Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Guest house in Kissimmee
Nature Kissed Casita. Embrace the chill!
1 bedroom, 2 beds, 1 private bathroom
16–21 Jul
,
4.94 out of 5 average rating, 78 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5 beds
12–17 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
21 beds
20–25 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
6 single beds
7–12 Dec
New place to stay
Superhost
Home in Kissimmee
7 BD/ 7.5 BA/ Sonoma Resort (3901 OA)
7 beds
26–31 Jul
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ Bella Vida (4563 CL)
5 beds
8–13 Aug
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
Woodland Oasis: Brand-new Home 15 Min to Disney
6 beds
14–19 Aug
New place to stay
Guest favourite
Home in Kissimmee
Majestic, 15BR 15BA,Sleeps40,Theater/Extra Parking
26 beds
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Kissimmee
Heated Pool~Game Room~Modern~Resort~Disney Magic
5 beds
27 Jul – 1 Aug
New place to stay
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
6 beds
19–24 Jul
New place to stay
Superhost
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
12 beds
1–6 Aug
New place to stay
Top guest favourite
Home in Kissimmee
10 Min to Disney | Heated Pool, Games, King Bed
6 beds
9–14 Aug
4.99 out of 5 average rating, 147 reviews
Superhost
Home in Kissimmee
Storey Lake Retreat | Private Pool w/ Spa + BBQ
7 beds
9–14 Nov
New place to stay
Top guest favourite
Townhouse in Kissimmee
2640ST-Amazing home in the BEST resort near Disney
6 beds
5–10 Aug
5.0 out of 5 average rating, 33 reviews
Superhost
Home in Orlando
Themed 5BR Villa Minutes from Disney & Universal
7 beds
1–6 Sept
Top guest favourite
Home in Kissimmee
17 min to Disney • Universal • Cozy Retreat • Lake
6 beds
19–24 Jul
4.95 out of 5 average rating, 19 reviews
Guest favourite
Home in Orlando
Brand-New 12BR | Game Room | Themed Rooms - 11079
18 beds
2–7 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
6 beds
16–21 Aug
4.9 out of 5 average rating, 20 reviews
Guest favourite
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
9 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 5 reviews