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Search results; Over 1,000 homes in Kissimmee

Featured hotel
Hotel in Kissimmee
Family double queen room
1 bedroom, 2 queen beds
13–18 Sept
Top guest favourite
Home in Kissimmee
Private Pool | Themed Rooms | Near Disney World!
5 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds
18–23 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Kissimmee
Amazing 3Bdrms/2,5bath At Encantada
3 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Kissimmee
Immersive 15 Bd/ 16.5 Ba/ Sonoma Resort (4071Sb)
15 bedrooms, 22 beds
18–23 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Townhouse in Kissimmee
4806 Rc- 4Bd/ 3Ba - Beatiful Amazing Disney Home
4 bedrooms, 6 beds
20–25 Sept
4.96 out of 5 average rating, 28 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4887 Rc)
4 bedrooms, 6 beds
18–23 Sept
New place to stay
Superhost
Home in Kissimmee
6 BD/ 6 BA/ Encore Resort at Reunion (480 Ld)
6 bedrooms, 7 beds
3–8 Oct
New place to stay
Home in Davenport
The Palm w/ themed rooms private pool near Disney
4 bedrooms, 6 beds
11–16 Oct
New place to stay
Top guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds
1–6 Nov
4.98 out of 5 average rating, 43 reviews
Luxe
Villa in Orlando
Luxe Sanctuary w/ Game Room & Jacuzzi | Intl Drive
10 bedrooms, 18 beds
19–24 Sept
4.97 out of 5 average rating, 93 reviews
Guest favourite
Villa in Kissimmee
Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub
7 bedrooms, 11 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 167 reviews
Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1028 Bp)
7 bedrooms, 10 beds
12–17 Sept
Superhost
Flat in Kissimmee
Luxury Reunion Retreat Patio Views Near Disney
5 bedrooms, 6 beds
13–18 Sept
New place to stay
Superhost
Home in Kissimmee
NEW 2026 Themed 9BR| Racing Simulator |Solara
9 bedrooms, 13 beds
20–25 Sept
New place to stay
Superhost
Home in Kissimmee
4BR house with private pool in Magic Village
4 bedrooms, 6 beds
13–18 Sept