filters

Search results; Over 1,000 homes in Kissimmee

Photo 1 of 29
Home in Kissimmee
Dreamy Waterside Villa | Heated Pool & Near Disney
3 bedrooms, 4 beds, 2 private bathrooms
11–16 Oct
,
4.81 out of 5 average rating, 146 reviews
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 29
Superhost
Home in Kissimmee
NEW Lois Ann's Disney Landing 4 miles to entrance!
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
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
Photo 1 of 29
Top guest favourite
Home in Kissimmee
Marvelous place to relax, w/ pool, near all parks!
3 bedrooms, 4 beds, 2 bathrooms
7–12 Jan
5.0 out of 5 average rating, 7 reviews
Photo 1 of 29
Home in Kissimmee
Bloom & Roam — Where Comfort Meets Vacation
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
New place to stay
Photo 1 of 29
Home in Kissimmee
Disney Area 4 BR| Private Pool & Free Water Park
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
New place to stay
Photo 1 of 29
Top guest favourite
Home in Davenport
Sunny-All-Day Pool Vacation Home
3 bedrooms, 4 beds, 2 bathrooms
29 Oct – 3 Nov
4.95 out of 5 average rating, 106 reviews
Photo 1 of 29
Top guest favourite
Home in Kissimmee
4BR Disney & Universal Themed Villa Reunion Resort
4 bedrooms, 6 beds, 4 bathrooms
15–20 Nov
5.0 out of 5 average rating, 22 reviews
Photo 1 of 29
Superhost
Home in Davenport
Family & Pet-Friendly Pool Home | Near Disney
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Oct
New place to stay
Photo 1 of 29
Superhost
Home in Kissimmee
Lake View | Theater+Games | Pool+Spa | Themed Room
6 bedrooms, 9 beds, 5 bathrooms
1–6 Oct
New place to stay
Photo 1 of 29
Townhouse in Kissimmee
Themed Disney Getaway, Pool & Amazing Location
4 bedrooms, 7 beds, 3 bathrooms
20–25 Sept
New place to stay
Photo 1 of 29
Guest favourite
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 9 reviews
Photo 1 of 29
Top guest favourite
Home in Kissimmee
10 Minutes to Disney | Heated Pool, Arcade, Kings
4 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.99 out of 5 average rating, 158 reviews
Photo 1 of 29
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
Photo 1 of 29
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 bathrooms
10–15 Nov
5.0 out of 5 average rating, 9 reviews
Photo 1 of 29
Top guest favourite
Townhouse in Kissimmee
4806 Rc- 4Bd/ 3Ba - Beatiful Amazing Disney Home
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.96 out of 5 average rating, 28 reviews
Photo 1 of 29
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds, 4.5 bathrooms
1–6 Mar
5.0 out of 5 average rating, 24 reviews