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Search results; Over 1,000 homes in Kissimmee

Superhost
Villa in Kissimmee
Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
8 bedrooms, 10 beds, 4.5 private bathrooms
11–16 Oct
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4.85 out of 5 average rating, 259 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
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, 42 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
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
Superhost
Home in Kissimmee
12BR Luxury Disney Villa/Sleeps 29/Arcade/Pool
12 bedrooms, 22 beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
Guest favourite
Townhouse in Kissimmee
Elegant townhouse w/ pool & resort access
5 bedrooms, 8 beds
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
3 bedrooms, 4 beds
16–21 Feb
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Kissimmee
9BR Family Villa | Pool, Games, Spa | Near Disney
9 bedrooms, 17 beds
11–16 Sept
5.0 out of 5 average rating, 44 reviews
Home in Kissimmee
Superhero HQ: Private Pool & Spa Near Disney
5 bedrooms, 6 beds
5–10 Oct
5.0 out of 5 average rating, 3 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
Superhost
Home in Davenport
Private Pool & Spa | Single-Story 4BR | Disney |
4 bedrooms, 4 beds
31 Oct – 5 Nov
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
Top guest favourite
Townhouse in Kissimmee
5BR to Gather, Relax and Make Memories (2640ST)
5 bedrooms, 6 beds
11–16 Oct
5.0 out of 5 average rating, 38 reviews
Home in Davenport
The Palm w/ themed rooms private pool near Disney
4 bedrooms, 6 beds
11–16 Oct
New place to stay
Guest favourite
Home in Davenport
Star Wars & Wizard Themed XL Pool Home Near Disney
4 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds
13–18 Dec
4.93 out of 5 average rating, 14 reviews
Superhost
Home in Clermont
2026 NEW Themed 5-Bedroom Home at Windsor Cay
5 bedrooms, 5 beds
29 Nov – 4 Dec