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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Ideal for Two Families • Sleeps 8 • Top Location
4 bedrooms, 6 beds, 3.5 private bathrooms
19–24 Oct
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4.97 out of 5 average rating, 264 reviews
Top guest favourite
Room in Kissimmee
King/Heated Pool/Gym/Kitchen/Free parking #4
4.96 out of 5 average rating, 171 reviews, 1 king bed, 1 bathroom
14–19 Sept
Guest favourite
Apartment in Kissimmee
Family Escape Near Theme Parks, Disney and Outlets
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
Superhost
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
Top guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Townhouse in Clermont
House for 2! Heated Pool, Private Patio, Queen Bed
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Aug
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Tiny home in Kissimmee
Emerald Oasis Studio Minutes to Disney
New place to stay, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Superhost
Apartment in Kissimmee
406 - Toy Story & Safari Dream Condo
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Superhost
Townhouse in Four Corners
Gorgeous Villa w/ Mickey Room, Private Pool & More
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 8 beds, 3 bathrooms
13–18 Sept
Guest favourite
Flat in Orlando
Luxury King, Close to Parks, PetFriendly,Pool, Gym
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Aug
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
8–13 Aug
Top guest favourite
Apartment in Kissimmee
New! Seven Eagles Hideaway at Reunion Resort
5.0 out of 5 average rating, 18 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Aug
Room in Orlando
Disney Shuttle Studio | Resort Pool & Parking
4.33 out of 5 average rating, 3 reviews, 1 king bed, 1 bathroom
24–29 Aug
Top guest favourite
Home in Davenport
6 bdrm/htd pool/jacuzzi/game room/free water park
5.0 out of 5 average rating, 22 reviews, 6 bedrooms, 6 beds, 4 bathrooms
8–13 Sept
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
Top guest favourite
Guest house in Kissimmee
Brand New Cozy Space - 15 Min From Disney & Shops.
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug