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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Home in Kissimmee
Cozy House with Pool. Kissimmee/Orlando
3 bedrooms, 5 beds, 2 private bathrooms
9–14 Aug
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4.91 out of 5 average rating, 268 reviews
Top guest favourite
Room in Kissimmee
King/Heated Pool/Gym/Kitchen/Free parking #4
1 king bed, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 171 reviews
Guest favourite
Apartment in Kissimmee
Family Escape Near Theme Parks, Disney and Outlets
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
Jungle pool home w/ hot tub - close to Disney
4 bedrooms, 7 beds, 3 bathrooms
17–22 Aug
New place to stay
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 5 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
Superhost
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Townhouse in Clermont
House for 2! Heated Pool, Private Patio, Queen Bed
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 20 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
Tiny home in Kissimmee
Emerald Oasis Studio Minutes to Disney
1 bedroom, 1 bed, 1 bathroom
2–7 Aug
New place to stay
Guest favourite
Flat in Orlando
Luxury King, Close to Parks, PetFriendly,Pool, Gym
1 bedroom, 2 beds, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 10 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
Flat in Kissimmee
11 Min to Disney · Luxe 1BR · King Bed · Pool
1 bedroom, 1 king bed, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Four Corners
Reunion Elegant Disney Condo + Resort Amenities
3 bedrooms, 4 beds, 3 bathrooms
1–6 Aug
New place to stay
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms, 6 beds, 2 bathrooms
19–24 Aug
New place to stay
Flat in Kissimmee
Chic Studio Near Disney l Resort Pool l Sleeps 4
2 beds, 1 bathroom
31 Aug – 5 Sept
New place to stay
Top guest favourite
Guest house in Kissimmee
Brand New Cozy Space - 15 Min From Disney & Shops.
1 bedroom, 1 bed, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Guest suite in Kissimmee
Feels like an elegant mini-hotel (F)
1 bedroom, 1 king bed, 1 bathroom
23–28 Sept
4.98 out of 5 average rating, 99 reviews
Top guest favourite
Apartment in Kissimmee
New! Seven Eagles Hideaway at Reunion Resort
1 bedroom, 1 king bed, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 18 reviews