Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Luxury 3 Bed/2 Bath Condo 4 miles from WDW
3 bedrooms, 4 beds, 2 private bathrooms
19–24 Jul
,
4.88 out of 5 average rating, 128 reviews
Home in Kissimmee
Oversized Spa | Arcade Room | Kids Bedrooms | 030
6 bedrooms, 10 beds, 6 bathrooms
5–10 Jul
4.83 out of 5 average rating, 6 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
Home in Kissimmee
Orlando Dream Escape | Piscina Privada | Disney
3 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
2026 Themed NEW 08 Bedrooms At Solara Resort
8 bedrooms, 11 beds, 7.5 bathrooms
30 Nov – 5 Dec
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Disney 15 Min! 4 BR Themed Home With Private Pool
4 bedrooms, 5 beds, 3 bathrooms
3–8 Jul
New place to stay
Superhost
Home in Kissimmee
5 BD/ 4 BA Sleeps 16! Cumbrian Lakes (4645CL)
5 bedrooms, 11 beds, 3.5 bathrooms
27 Jul – 1 Aug
4.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Fun Palm Way
4 bedrooms, 8 beds, 2 bathrooms
12–17 Jul
Home in Kissimmee
Disney Theme 7 Bedroom Home, Pool, Spa, Game Room
7 bedrooms, 12 beds, 5 bathrooms
13–18 Jul
New place to stay
Home in Davenport
Pelicans Landing
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
New place to stay
Superhost
Home in Kissimmee
Ultimate Privacy, Pool & Spa, Theater, Near Disney
5 bedrooms, 6 beds, 4 bathrooms
5–10 Jul
New place to stay
Superhost
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
6 bedrooms, 9 beds, 4.5 bathrooms
23–28 Aug
New place to stay
Guest favourite
Apartment in Kissimmee
Spacious 3-bedrooms condo - 10 mins to Disney
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Davenport
3 Epic Theme Rooms • Sleeps 19 • Pool/Spa • Disney
7 bedrooms, 14 beds, 5.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Kissimmee
Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ
4 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Davenport
6BR Oasis w/ Private Pool, Game Room & Lanai
6 bedrooms, 8 beds, 6 bathrooms
26–31 Jul
5.0 out of 5 average rating, 4 reviews
Home in Four Corners
Windsor Island Retreat | 4BR with Pool and BBQ
4 bedrooms, 7 beds, 3.5 bathrooms
26–31 Jul
4.75 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
New! Dickie's Dream Reunion
5 bedrooms, 9 beds, 3 bathrooms
25–30 Jul
5.0 out of 5 average rating, 4 reviews