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Search results; Over 1,000 homes in Kissimmee

Flat in Kissimmee
Professional-managed 2-bedroom + a loft in Orlando
3 bedrooms, 5 beds, 2 bathrooms
14–21 Sept
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5.0 out of 5 average rating, 4 reviews
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
Guest favourite
Townhouse in Kissimmee
Magical Family Retreat 4B, 3.5B, Spa, 4M Disney!
4 bedrooms, 8 beds, 3.5 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews
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
Superhost
Home in Kissimmee
Luxe Family Escape | Pool Oasis Near Disney
4 bedrooms, 6 beds, 3 bathrooms
29 Sept – 4 Oct
New place to stay
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 Davenport
The Palm w/ themed rooms private pool near Disney
4 bedrooms, 6 beds, 3 bathrooms
11–16 Oct
New place to stay
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
Top guest favourite
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 12 reviews
Villa in Kissimmee
Luxury Villa for 18 Private Pool & Games Room 4688
7 bedrooms, 13 beds, 5.5 bathrooms
28 Sept – 3 Oct
New place to stay
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, 23 reviews
Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1028 Bp)
7 bedrooms, 10 beds, 5 bathrooms
20–25 Sept
Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 sq ft)
7 bedrooms, 10 beds, 6 bathrooms
1–6 Oct
Top guest favourite
Home in Davenport
Magical FL Stay, Pool & Themed Rooms Near “Disney”
3 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 7 reviews
Luxe
Villa in Orlando
Luxe Sanctuary w/ Game Room & Jacuzzi | Intl Drive
10 bedrooms, 18 beds, 9 bathrooms
19–24 Sept
4.97 out of 5 average rating, 93 reviews
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
Superhost
Home in Kissimmee
8BR Disney Themed Rooms | Pool & Billiards
8 bedrooms, 12 beds, 5 bathrooms
14–19 Sept
New place to stay
Top guest favourite
Townhouse in Kissimmee
Townhome in Kissimmee near parks
3 bedrooms, 4 beds, 2.5 bathrooms
26 Sept – 1 Oct
4.97 out of 5 average rating, 78 reviews