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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Disney Themed Condo 5 Miles to Disney World
2 bedrooms, 4 beds, 2 private bathrooms
29 Jun – 4 Jul
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4.89 out of 5 average rating, 113 reviews
Top guest favourite
Guest house in Kissimmee
Brand New Cozy Space - 15 Min From Disney & Shops.
1 bedroom, 1 bed, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
6 bedrooms, 9 beds, 4.5 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Townhouse in Kissimmee
NEW! Disney 15 Min • Lucaya 3BR in Kissimmee
3 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Home in Kissimmee
17 min to Disney • Universal • Cozy Retreat • Lake
3 bedrooms, 6 beds, 2.5 bathrooms
26–31 Jul
4.95 out of 5 average rating, 20 reviews
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
New place to stay
Top guest favourite
Home in Kissimmee
Luxury Home Orlando – approx. 10 min to Disney
3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
4.98 out of 5 average rating, 83 reviews
Top guest favourite
Home in Davenport
The Ultimate Family Getaway Near Disney
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
1 bedroom, 2 queen beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest house in Orlando
Private, fully equipped guest suite.
1 bedroom, 1 king bed, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Tiny home in Kissimmee
Cozy Couples Cottage- Relaxing Summer Retreat
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
4.96 out of 5 average rating, 91 reviews
Top guest favourite
Flat in Orlando
Luxury King Bed, Close to Park, PetFriendly, Pool
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cottage in Kissimmee
Mickey & Friends House
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.95 out of 5 average rating, 21 reviews
Superhost
Apartment in Kissimmee
406 - Toy Story & Safari Dream Condo
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
Greek Villa w/ Sunny Pool just 20 Min to Disney
4 bedrooms, 5 beds, 3 bathrooms
31 Jul – 5 Aug
New place to stay
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
8–13 Aug
Top guest favourite
Flat in Kissimmee
Amazing 03 Bedrooms/ 03 Baths / Sleeps 08
3 bedrooms, 5 beds, 3 bathrooms
25–30 Aug
4.97 out of 5 average rating, 36 reviews