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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Guest suite in Kissimmee
Stylish guesthouse close to Disney
1 bedroom, 1 bed, 1 private bathroom
4–9 Aug
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4.94 out of 5 average rating, 252 reviews
Guest favourite
Flat in Kissimmee
8050-112 Luxury 2BR Apt Kissimmee Orlando Disney
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Superhost
Room in Davenport
King Suite in Villa|Private Bath|Pool&Spa|Disney
New place to stay, 1 king bed, 1 bathroom
2–7 Aug
Superhost
Home in Kissimmee
Resort Living | 4BR/3BA | Paradise Palms
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
Top guest favourite
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
Top guest favourite
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Nov
Guest favourite
Flat in Orlando
King Bed Haven, Amazing Pool, Gym, & Pet-Friendly
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
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
Townhouse in Kissimmee
Upstay Modern Home Near Disney with Pool
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
30 Aug – 4 Sept
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
16–21 Aug
Top guest favourite
Home in Davenport
Josh & Megan’s Place
4.99 out of 5 average rating, 91 reviews, 5 bedrooms, 10 beds, 5 bathrooms
2–7 Aug
Home in Davenport
3BR Home Near Disney | Private Pool + Coffee Bar
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
Superhost
Flat in Orlando
Luxury 1BR & Resort Amenities + 6min to Epic-Unive
New place to stay, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Aug
Guest favourite
Home in Kissimmee
Laguna Bay Retreat | Resort Amenities Near Disney
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Guest suite in Kissimmee
Feels like an elegant mini-hotel (F)
4.98 out of 5 average rating, 99 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Apartment in Kissimmee
Renovated Family Condo • Disney • Free Parking
5.0 out of 5 average rating, 49 reviews, 2 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
Superhost
Apartment in Kissimmee
406 - Toy Story & Safari Dream Condo
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept