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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Beautiful 2/2 Gem, 2 mi to Disney with Water Park!
2 bedrooms, 3 beds, 2 private bathrooms
17–22 Aug
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4.82 out of 5 average rating, 324 reviews
Home in Kissimmee
Premium house, 4 bedrooms, sleeps 10, Kissimme
4 bedrooms, 8 beds, 3 bathrooms
24–29 Aug
New place to stay
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 bathrooms
24–29 Oct
5.0 out of 5 average rating, 6 reviews
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds, 3 bathrooms
2–7 Nov
5.0 out of 5 average rating, 40 reviews
Guest favourite
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Davenport
7 Bd/ 5.5 Ba/ Windsor Island Resort (3409 Lw)
7 bedrooms, 5.5 bathrooms
20–25 Aug
New place to stay
Guest favourite
Home in Kissimmee
ECR409 - Home 10 minutes from Disney @Encore
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Kissimmee
4895 5BR home sleeps 14 Themed rooms | Storey Lake
5 bedrooms, 7 beds, 4 bathrooms
29 Aug – 3 Sept
Guest favourite
Villa in Kissimmee
Spacious villa w/pool & spa & game room
5 bedrooms, 7 beds, 5 bathrooms
27 Dec – 1 Jan
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Disney Villa | Theater, Pool & Game Room Sleeps 22
9 bedrooms, 13 beds, 6.5 bathrooms
23–28 Aug
New place to stay
Guest favourite
Home in Kissimmee
Immersive 15 Bd/ 16.5 Ba/ Sonoma Resort (4071Sb)
15 bedrooms, 22 beds, 16.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds, 5 bathrooms
16–21 Aug
New place to stay
Top guest favourite
Home in Four Corners
Zen luxury 6BR at Encore Resort next to Disney 372
6 bedrooms, 8 beds, 6 bathrooms
23–28 Aug
4.98 out of 5 average rating, 81 reviews
Superhost
Flat in Kissimmee
3 Bd/ 2 Ba/ Storey Lake (3141-308 Pc)
3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Superhost
Home in Four Corners
8 Bd/ 6 Ba/ Windsor Cay (1025 Bw)
8 bedrooms, 8 beds, 6 bathrooms
6–11 Sept
Superhost
Home in Four Corners
8BR house sleeps 20 near Disney attractions
8 bedrooms, 8 beds, 6 bathrooms
17–22 Aug
New place to stay
Top guest favourite
Home in Kissimmee
2602SN - Stunning Home 4 Ensuites Near Disney
5 bedrooms, 5 beds, 5 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 39 reviews