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Search results; Over 1,000 homes in Kissimmee

Apartment in Kissimmee
Club Wyndham Cypress Palms Two Bedroom Suite
2 bedrooms, 4 beds, 2 shared bathrooms
26–31 Aug
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4.82 out of 5 average rating, 1213 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
29 Aug – 3 Sept
New place to stay
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
4 bedrooms, 6 beds
22–27 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
7 BD/ 7.5 BA/ Sonoma Resort (3901 OA)
7 bedrooms, 7 beds
26–31 Jul
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
5 bedrooms, 7 beds
2–7 Aug
New place to stay
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
6 bedrooms, 6 beds
20–25 Aug
New place to stay
Top guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds
5–10 Jan
5.0 out of 5 average rating, 16 reviews
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
4 bedrooms, 8 beds
1–6 Aug
New place to stay
Superhost
Home in Kissimmee
Magic Palms Villa
6 bedrooms, 9 beds
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Townhouse in Clermont
5BR Private Pool Home at Windsor Cay Near Disney
5 bedrooms, 7 beds
10–15 Aug
New place to stay
Superhost
Home in Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms, 2 beds
19–24 Dec
Superhost
Home in Kissimmee
13-Min Disney | Priv Pool | 5BR Storey Lake Resort
5 bedrooms, 4 beds
2–7 Aug
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
19–24 Jul
5.0 out of 5 average rating, 12 reviews
Home in Kissimmee
Woodland Oasis: Brand-new Home 15 Min to Disney
3 bedrooms, 6 beds
14–19 Aug
New place to stay
Superhost
Townhouse in Kissimmee
4 Bedrooms / 3 Bathrooms / Storey Lake (4821DS)
4 bedrooms, 6 beds
26–31 Jul
Guest favourite
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
6 bedrooms, 9 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
Magic Escape Orlando
4 bedrooms, 6 beds
8–13 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ Bella Vida (4563 CL)
4 bedrooms, 5 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 7 reviews