Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Villa in Kissimmee
Villa Sol Peaceful Family Pool/Hot Tub Home
4 bedrooms, 7 beds, 3 private bathrooms
16–21 Jul
,
5.0 out of 5 average rating, 137 reviews
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
New place to stay
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
6–11 Mar
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Lux Sonoma Retreat w Private Pool & Outdoor BBQ
14 bedrooms, 21 beds, 11 bathrooms
19–24 Jul
New place to stay
Superhost
Home in Kissimmee
Sleeps 16·Pvt Pool+Spa·Gaming Tables·Clubhouse
6 bedrooms, 8 beds, 4.5 bathrooms
24–29 Aug
New place to stay
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
8 bedrooms, 13 beds, 6 bathrooms
6–11 Jul
New place to stay
Home in Kissimmee
Santosh Cove Retreat
4 bedrooms, 5 beds, 3.5 bathrooms
31 Aug – 5 Sept
New place to stay
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds, 4 bathrooms
26–31 Jan
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Townhouse in Clermont
Mario Arcade & Wizard Magic @ Windsor Cay
5 bedrooms, 8 beds, 5.5 bathrooms
13–18 Jan
New place to stay
Superhost
Townhouse in Kissimmee
5 BD/ 4 BA/ Story Lake (4810 ML)
5 bedrooms, 7 beds, 4 bathrooms
20–25 Jul
Home in Kissimmee
Lake Front House, Themed Br, Game Room, 16 Guests
7 bedrooms, 9 beds, 4.5 bathrooms
28 Dec – 2 Jan
4.73 out of 5 average rating, 220 reviews
Superhost
Home in Kissimmee
5 BD/ 4.5 BA/ Encore at Reunion (266 SS)
5 bedrooms, 6 beds, 4 bathrooms
5–10 Jul
Home in Kissimmee
Disney Theme 7 Bedroom Home, Pool, Spa, Game Room
7 bedrooms, 12 beds, 5 bathrooms
26–31 Jul
New place to stay
Superhost
Townhouse in Kissimmee
4 Bedrooms / 3 Bathrooms / Storey Lake (4821DS)
4 bedrooms, 6 beds, 3 bathrooms
18–23 Jul
Home in Kissimmee
Disney 15 min Away | Private Pool | 4 Themed Rooms
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
8–13 Aug
5.0 out of 5 average rating, 8 reviews
Home in Kissimmee
Home Near Disney with pool, theater & games.
3 bedrooms, 5 beds, 1 bathroom
1–6 Jul
New place to stay
Home in Four Corners
One-in-a-Minion 9BR Sleeps 24 | Pool | Near Disney
9 bedrooms, 18 beds, 5 bathrooms
8–13 Jul
New place to stay