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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Townhouse in Kissimmee
Comfortable home w/ resort pool | 10 min to Disney
3 bedrooms, 4 beds, 2 private bathrooms
9–14 Aug
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4.92 out of 5 average rating, 74 reviews
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
7 bedrooms, 9 beds
4–9 Aug
New place to stay
Superhost
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds
9–14 Aug
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds
11–16 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds
28 Aug – 2 Sept
Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1036 Bp)
7 bedrooms, 10 beds
23–28 Aug
Home in Kissimmee
Brisa Family Retreat with Private Pool
3 bedrooms, 4 beds
17–22 Aug
New place to stay
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
8–13 Aug
5.0 out of 5 average rating, 14 reviews
Home in Kissimmee
Golden Haven | Heated Pool | 7 Beds | Near Disney
5 bedrooms, 7 beds
14–19 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
8 bedrooms, 13 beds
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
12BR Luxury Disney Villa/Sleeps 29/Arcade/Pool
12 bedrooms, 22 beds
5–10 Aug
New place to stay
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds
10–15 Aug
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds
16–21 Aug
New place to stay
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
7–12 Mar
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
BRAND NEW - 5Bed / 5Bat - Villa Star Wars
5 bedrooms, 7 beds
4–9 Aug
4.25 out of 5 average rating, 4 reviews
Top guest favourite
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds
16–21 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds
9–14 Aug
Home in Kissimmee
9BR Fairytale Kingdom Sleeps 24 Pool Near Disney
9 bedrooms, 20 beds
24–29 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Kissimmee
Stylish 4BR | Private Pool | Patio | Game Room
4 bedrooms, 4 beds
14–19 Aug
5.0 out of 5 average rating, 10 reviews