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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Cottage in Kissimmee
Bright & Cozy Cottage Near Disney
1 bedroom, 2 beds, 1 private bathroom
26–31 Aug
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4.95 out of 5 average rating, 536 reviews
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
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
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
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
Top guest favourite
Townhouse in Clermont
Home 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
Top guest favourite
Townhouse in Kissimmee
Family Friendly | Pool + Hot Tub | Near Disney
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
2–7 Aug
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
8–13 Aug
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
21–26 Sept
Top guest favourite
Home in Kissimmee
5BR Mario& Princess Peach•Pool•Theater•Free Resort
4.99 out of 5 average rating, 118 reviews, 5 bedrooms, 10 beds, 4 bathrooms
17–22 Aug
Guest favourite
Flat in Orlando
Luxury King, Close to Parks, PetFriendly,Pool, Gym
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 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
Superhost
Townhouse in Kissimmee
5BR Waterfront Townhome w/ Pool Near Bronson Club
New place to stay, 5 bedrooms, 6 beds, 4 bathrooms
23–28 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
Guest favourite
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
5.0 out of 5 average rating, 5 reviews, 6 bedrooms, 9 beds, 4.5 bathrooms
30 Aug – 4 Sept
Superhost
Cottage in Kissimmee
Beauty and the Beast
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
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
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
7–12 Oct