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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Townhouse in Kissimmee
Boho Bliss Escape• Poolside•Minutes from Adventure
3 bedrooms, 4 beds, 3 private bathrooms
28 Sept – 3 Oct
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4.93 out of 5 average rating, 149 reviews
Flat in Kissimmee
Close to everything, spacious, and comfortable
3 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
New place to stay
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
Home in Kissimmee
Bloom & Roam — Where Comfort Meets Vacation
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
New place to stay
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
20–25 Sept
5.0 out of 5 average rating, 24 reviews
Superhost
Home in Kissimmee
Comfy Villa W/ Pool & FREE BBQ | Near Disney
4 bedrooms, 6 beds, 3 bathrooms
5–10 Oct
New place to stay
Top guest favourite
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds, 3.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 6 reviews
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
Home in Kissimmee
Walk to Lazy River! Storey Lake 6BR Pool Home
6 bedrooms, 9 beds, 5 bathrooms
7–12 Nov
Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds, 11.5 bathrooms
15–20 Nov
5.0 out of 5 average rating, 57 reviews
Guest favourite
Apartment in Kissimmee
Lake view Near Disney Resort w Lazy River 108
3 bedrooms, 5 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds, 2 bathrooms
1–6 Nov
4.98 out of 5 average rating, 46 reviews
Guest favourite
Apartment in Kissimmee
Happy Place Retreat | Seven Dwarf's Resort
4 bedrooms, 7 beds, 3 bathrooms
15–20 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
9BR house sleeps 24 with spa and pool
9 bedrooms, 14 beds, 5 bathrooms
15–20 Sept
New place to stay
Superhost
Home in Kissimmee
Private pool, resorts, 9 minutes to Disney
4 bedrooms, 7 beds, 3 bathrooms
26 Sept – 1 Oct
New place to stay
Guest favourite
Townhouse in Kissimmee
Upstay Modern Home Near Disney with Pool
4 bedrooms, 5 beds, 4.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 14 reviews
Guest favourite
Apartment in Kissimmee
406 - Toy Story & Safari Dream Condo
3 bedrooms, 4 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
6–11 Apr
4.94 out of 5 average rating, 18 reviews
Superhost
Rooms in Kissimmee
4164 Themed 5BR Near Disney w/ Pool
5 bedrooms, 8 beds, 4 bathrooms
16–21 Sept