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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Home in Kissimmee
Margaritaville Cottage 10 Minutes to DisneyWorld!
2 bedrooms, 3 beds, 2 private bathrooms
2–7 Aug
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5.0 out of 5 average rating, 161 reviews
Guest favourite
Townhouse in Kissimmee
3 Bd/ 3 Ba/ The Hub At Westside (3349 Tt)
3 bedrooms, 5 beds, 3 bathrooms
13–18 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Flat in Orlando
Luxury 1BR & Resort Amenities + 6min to Epic-Unive
1 bedroom, 2 beds, 1 bathroom
4–9 Aug
New place to stay
Top guest favourite
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
3 bedrooms, 4 beds, 2 bathrooms
16–21 Nov
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Room in Kissimmee
King/Heated Pool/Gym/Kitchen/Free parking #4
1 king bed, 1 bathroom
14–19 Sept
4.97 out of 5 average rating, 172 reviews
Top guest favourite
Apartment in Kissimmee
Renovated Family Condo • Disney • Free Parking
2 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 49 reviews
Flat in Kissimmee
Luxury living 10 Minutes from Disney
1 bed, WC
23–28 Aug
New place to stay
Home in Kissimmee
Stylish Disney Retreat | 15 Mins to Disney
3 bedrooms, 4 beds, 3 bathrooms
9–14 Aug
5.0 out of 5 average rating, 4 reviews
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds, 4 bathrooms
16–21 Aug
New place to stay
Guest favourite
Guest house in Buenaventura Lakes
Orlando Studio Haven | Cerca de Disney
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Kissimmee
Amazing 03 Bedrooms/ 03 Baths / Sleeps 08
3 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Tiny home in Kissimmee
Cozy Couples Cottage- Relaxing Summer Retreat
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
4.96 out of 5 average rating, 93 reviews
Tiny home in Kissimmee
Emerald Oasis Studio Minutes to Disney
1 bedroom, 1 bed, 1 bathroom
11–16 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Orlando
Luxury King, Close to Parks, PetFriendly,Pool, Gym
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 12 reviews
Superhost
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds, 3.5 bathrooms
9–14 Aug
New place to stay
Home in Davenport
3BR Home Near Disney | Private Pool + Coffee Bar
3 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
New place to stay
Top guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
1 bedroom, 2 queen beds, 1 bathroom
6–11 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest suite in Kissimmee
CHARMING EFFICIENCY BY THE LAKE
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 190 reviews
Top guest favourite
Flat in Orlando
Top5% VillaTerracotta: Boho Chic |FreeParkShuttle
1 bedroom, 3 beds, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 79 reviews