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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Close To Disney! 3 Bedroom Condo in Windsor Palms
3 bedrooms, 4 beds, 2 private bathrooms
28 Jul – 2 Aug
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4.95 out of 5 average rating, 230 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
5.0 out of 5 average rating, 9 reviews, 7 bedrooms, 10 beds, 5.5 bathrooms
5–10 Aug
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5.0 out of 5 average rating, 16 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
21–26 Aug
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
13–18 Aug
Guest favourite
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
5.0 out of 5 average rating, 5 reviews, 7 bedrooms, 10 beds, 6.5 bathrooms
13–18 Sept
Superhost
Home in Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms, 2 beds, 5 bathrooms
9–14 Oct
Superhost
Home in Kissimmee
13-Min Disney | Priv Pool | 5BR Storey Lake Resort
5 bedrooms, 4 beds, 4 bathrooms
2–7 Aug
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
New place to stay, 6 bedrooms, 6 beds, 5.5 bathrooms
20–25 Aug
Home in Davenport
Modern 4BR w/ Private Pool - Minutes from Disney
New place to stay, 4 bedrooms, 6 beds, 3 bathrooms
19–24 Jul
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
8–13 Aug
Home in Kissimmee
Woodland Oasis: Brand-new Home 15 Min to Disney
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
14–19 Aug
Superhost
Home in Kissimmee
6BR Disney Escape Pool, SPA, Gaming Room and fun
5.0 out of 5 average rating, 3 reviews, 6 bedrooms, 7 beds, 6 bathrooms
26–31 Jul
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
2–7 Aug
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
New place to stay, 6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds, 4 bathrooms
1–6 Aug
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
Home in Kissimmee
Beautiful Resort Home Near Disney | Pool
4 bedrooms, 6 beds, 3 bathrooms
2–7 Aug
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
24–29 Aug