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
27 Aug – 1 Sept
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4.96 out of 5 average rating, 188 reviews
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
New place to stay
Home in Kissimmee
Home Near Disney with pool, theater & games.
3 bedrooms, 5 beds, 1 bathroom
1–6 Jul
New place to stay
Home in Kissimmee
Orlando Dream Escape | Piscina Privada | Disney
3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Golf & Disney · Pool Home · Sleeps 8 · Fast WiFi
3 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
New place to stay
Superhost
Home in Kissimmee
Private Pool·BBQ·Game Room·Near Theme Parks
4 bedrooms, 6 beds, 2 bathrooms
30 Jul – 4 Aug
New place to stay
Home in Kissimmee
Disney Theme 7 Bedroom Home, Pool, Spa, Game Room
7 bedrooms, 12 beds, 5 bathrooms
13–18 Jul
New place to stay
Townhouse in Davenport
Windsor IsIand | 5 Br 14ppl | Pool, WATER PARK
5 bedrooms, 8 beds, 4.5 bathrooms
1–6 Jul
New place to stay
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
1–6 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Kissimmee
Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ
4 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Kissimmee
Ultimate Privacy, Pool & Spa, Theater, Near Disney
5 bedrooms, 6 beds, 4 bathrooms
5–10 Jul
New place to stay
Superhost
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Serene Retreat w Private Pool & Resort Access
5 bedrooms, 6 beds, 5.5 bathrooms
7–12 Aug
New place to stay
Superhost
Home in Davenport
3 Epic Theme Rooms • Sleeps 19 • Pool/Spa • Disney
7 bedrooms, 14 beds, 5.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 3 reviews
Home in Four Corners
Windsor Island Retreat | 4BR with Pool and BBQ
4 bedrooms, 7 beds, 3.5 bathrooms
26–31 Jul
4.75 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Kissimmee
⁕ Disney parks! Luxury resort villa • Private pool
4 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
4.96 out of 5 average rating, 155 reviews
Superhost
Home in Kissimmee
New! Dickie's Dream Reunion
5 bedrooms, 9 beds, 3 bathrooms
25–30 Jul
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Cinematic Magic Escape w/ Private Pool & Grill
4 bedrooms, 5 beds, 2.5 bathrooms
16–23 Aug
Superhost
Home in Kissimmee
6 mins to Disney • Game/Themed Rooms • Pool & Spa
6 bedrooms, 12 beds, 5 bathrooms
5–10 Jul
New place to stay