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Search results; Over 1,000 homes in Kissimmee

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Guest favourite
Apartment in Kissimmee
Sunny 2 bedrooms, 2 bathrooms Kissimmee condo!
2 bedrooms, 4 beds, 2 private bathrooms
2–7 Oct
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4.78 out of 5 average rating, 116 reviews
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Home in Kissimmee
Bloom & Roam — Where Comfort Meets Vacation
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
New place to stay
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Superhost
Home in Kissimmee
Magical Stay Near Disney
4 bedrooms, 5 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Townhouse in Kissimmee
4806 Rc- 4Bd/ 3Ba - Beatiful Amazing Disney Home
4 bedrooms, 6 beds, 3 bathrooms
21–26 Sept
4.96 out of 5 average rating, 28 reviews
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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
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Top guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 47 reviews
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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
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Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Apartment in Kissimmee
Happy Place Retreat | Seven Dwarf's Resort
4 bedrooms, 7 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews
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Superhost
Home in Kissimmee
Resort Home | 4BR/3BA | Storey Lake
4 bedrooms, 5 beds, 3 bathrooms
9–14 Jan
New place to stay
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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
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Superhost
Home in Kissimmee
9BR house sleeps 24 with spa and pool
9 bedrooms, 14 beds, 5 bathrooms
29 Oct – 3 Nov
New place to stay
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Home in Kissimmee
Walk to Lazy River! Storey Lake 6BR Pool Home
6 bedrooms, 10 beds, 5 bathrooms
27 Sept – 2 Oct
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Superhost
Home in Kissimmee
Family fun with private pool & bathtub near disney
3 bedrooms, 5 beds, 2.5 bathrooms
28 Sept – 3 Oct
New place to stay
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Superhost
Flat in Kissimmee
Luxury Reunion Retreat Patio Views Near Disney
5 bedrooms, 6 beds, 4 bathrooms
20–25 Sept
New place to stay
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Superhost
Home in Kissimmee
Luxe Family Escape | Pool Oasis Near Disney
4 bedrooms, 6 beds, 3 bathrooms
25–30 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Kissimmee
Disney Area 4 BR| Private Pool & Free Water Park
4 bedrooms, 6 beds, 3 bathrooms
9–14 Oct
New place to stay
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Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds, 11.5 bathrooms
13–18 Oct
4.98 out of 5 average rating, 58 reviews
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Superhost
Home in Kissimmee
NEW 2026 Themed 9BR| Racing Simulator |Solara
9 bedrooms, 13 beds, 6.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews