filters

Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Townhouse in Kissimmee
BOOK your Disney inspired Lakefront retreat NOW!
2 bedrooms, 5 beds, 2.5 private bathrooms
12–17 Sept
,
5.0 out of 5 average rating, 277 reviews
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 bathrooms
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, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 10 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, 43 reviews
Guest favourite
Townhouse in Kissimmee
Elegant townhouse w/ pool & resort access
5 bedrooms, 8 beds, 5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 13 reviews
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
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
Guest favourite
Villa in Kissimmee
Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub
7 bedrooms, 11 beds, 6.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 167 reviews
Top guest favourite
Flat in Orlando
Villa Magical by Boho Luxe •Top1% |FreeParkShuttle
1 bedroom, 5 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds, 5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Superhero HQ: Private Pool & Spa Near Disney
5 bedrooms, 6 beds, 4.5 bathrooms
5–10 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
Top guest favourite
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
3 bedrooms, 4 beds, 2 bathrooms
16–21 Feb
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Kissimmee
Disney Pool Villa | Windsor Hills | Sleeps 8
3 bedrooms, 5 beds, 3 bathrooms
25–30 Oct
4.97 out of 5 average rating, 123 reviews
Superhost
Home in Kissimmee
3 Epic Theme Rooms • Sleeps 27 • Pool/Spa • Disney
9 bedrooms, 14 beds, 7.5 bathrooms
18–23 Sept
New place to stay
Superhost
Home in Clermont
2026 NEW Themed 5-Bedroom Home at Windsor Cay
5 bedrooms, 5 beds, 4 bathrooms
29 Nov – 4 Dec
Top guest favourite
Home in Kissimmee
9BR Family Villa | Pool, Games, Spa | Near Disney
9 bedrooms, 17 beds, 5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Kissimmee
Lakefront Pool Home Near Disney & Universal
3 bedrooms, 4 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Kissimmee
381 Fantastic Home Near Disney 5BD/5BT/14P
5 bedrooms, 8 beds, 5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 4 reviews