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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Villa in Kissimmee
"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool
8 bedrooms, 13 beds, 6 private bathrooms
4–9 Oct
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4.96 out of 5 average rating, 199 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
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
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
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
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
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
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
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
Superhost
Home in Davenport
Private Pool & Spa | Single-Story 4BR | Disney |
4 bedrooms, 4 beds, 3 bathrooms
31 Oct – 5 Nov
New place to stay
Top guest favourite
Townhouse in Kissimmee
5BR to Gather, Relax and Make Memories (2640ST)
5 bedrooms, 6 beds, 4 bathrooms
11–16 Oct
5.0 out of 5 average rating, 38 reviews
Superhost
Home in Kissimmee
12BR Luxury Disney Villa/Sleeps 29/Arcade/Pool
12 bedrooms, 22 beds, 11.5 bathrooms
29 Sept – 4 Oct
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
Guest favourite
Home in Davenport
Star Wars & Wizard Themed XL Pool Home Near Disney
4 bedrooms, 5 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 8 reviews
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
Doppio Villa Near Parks | Private Pool & Game Room
5 bedrooms, 5 beds, 4 bathrooms
20–25 Sept
5.0 out of 5 average rating, 37 reviews
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
Superhost
Home in Kissimmee
Luxury NEW 09 Bedroom/Pool At Solara Resort
9 bedrooms, 9 beds, 6.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Flat in Kissimmee
Luxury Reunion Retreat Patio Views Near Disney
5 bedrooms, 6 beds, 4 bathrooms
13–18 Sept
New place to stay