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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Home in Kissimmee
Resort Style 3Br/2.5Ba w/ Private Jacuzzi, and BBQ
3 bedrooms, 5 beds, 2.5 private bathrooms
31 Aug – 5 Sept
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4.9 out of 5 average rating, 127 reviews
Superhost
Home in Kissimmee
Jungle pool home w/ hot tub - close to Disney
4 bedrooms, 7 beds
17–22 Aug
New place to stay
Top guest favourite
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
3 bedrooms, 4 beds
16–21 Nov
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Room in Kissimmee
King/Heated Pool/Gym/Kitchen/Free parking #4
1 king bed
14–19 Sept
4.96 out of 5 average rating, 171 reviews
Superhost
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
3 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds
1–6 Aug
Superhost
Apartment in Kissimmee
406 - Toy Story & Safari Dream Condo
3 bedrooms, 4 beds
3–8 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
1 bedroom, 2 queen beds
2–7 Aug
5.0 out of 5 average rating, 9 reviews
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
4 bedrooms, 5 beds
29 Aug – 3 Sept
New place to stay
Top guest favourite
Flat in Orlando
Luxury King, Close to Parks, PetFriendly,Pool, Gym
1 bedroom, 2 beds
15–20 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Kissimmee
New! Seven Eagles Hideaway at Reunion Resort
1 bedroom, 1 king bed
5–10 Aug
4.95 out of 5 average rating, 19 reviews
Tiny home in Kissimmee
Emerald Oasis Studio Minutes to Disney
1 bedroom, 1 bed
2–7 Aug
New place to stay
Guest favourite
Flat in Orlando
The Vue | Cozy Apartment | Central Orlando!
1 bedroom, 1 queen bed
1–6 Aug
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Townhouse in Clermont
House for 2! Heated Pool, Private Patio, Queen Bed
1 bedroom, 1 queen bed
12–17 Sept
5.0 out of 5 average rating, 21 reviews
Superhost
Apartment in Four Corners
Reunion Elegant Disney Condo + Resort Amenities
3 bedrooms, 4 beds
1–6 Aug
New place to stay
Top guest favourite
Townhouse in Kissimmee
3 BD/ 3 BA/ The Hub At Westside (3349 TT)
3 bedrooms, 5 beds
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Kissimmee
Laguna Bay Retreat | Resort Amenities Near Disney
2 bedrooms, 3 beds
1–6 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Kissimmee
2026 NEW 06 Bedrooms at Solara Resort/Private Pool
6 bedrooms, 9 beds
24–29 Aug
5.0 out of 5 average rating, 14 reviews