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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Flat in Orlando
Luxury 1BR & Resort Amenities - 6min to Epic-Uni
1 bedroom, 2 beds
5–10 Aug
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Stylish Disney Retreat | 15 Mins to Disney
3 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds
9–14 Aug
New place to stay
Top guest favourite
Guest house in Orlando
Private, fully equipped guest suite.
1 bedroom, 1 king bed
5–10 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Orlando
Spacious 2BR PetFriendly Oasis Sleeps 6, Pool &Gym
2 bedrooms, 3 beds
10–15 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Kissimmee
Resort Living | 4BR/3BA | Paradise Palms
4 bedrooms, 5 beds
8–13 Aug
New place to stay
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds
16–21 Aug
New place to stay
Flat in Kissimmee
Luxury living 10 Minutes from Disney
1 bed
29 Aug – 3 Sept
New place to stay
Top guest favourite
Room in Kissimmee
King/Heated Pool/Gym/Kitchen/Free parking #4
1 king bed
14–19 Sept
4.97 out of 5 average rating, 172 reviews
Tiny home in Kissimmee
Emerald Oasis Studio Minutes to Disney
1 bedroom, 1 bed
16–21 Aug
4.75 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Kissimmee
CHARMING EFFICIENCY BY THE LAKE
1 bedroom, 2 beds
3–8 Aug
4.96 out of 5 average rating, 191 reviews
Top guest favourite
Home in Davenport
Family-Friendly 3BR Home | Theme Parks, Golf, Pool
3 bedrooms, 4 beds
20–25 Oct
4.95 out of 5 average rating, 61 reviews
Top guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
1 bedroom, 2 queen beds
6–11 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Apartment in Kissimmee
3121 Modern Condo Near Disney | Storey Lake Resort
2 bedrooms, 4 beds
11–16 Oct
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Kissimmee
11 Min to Disney · Luxe 1BR · King Bed · Pool
1 bedroom, 1 king bed
18–23 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Bella Vida (4563 Cl)
4 bedrooms, 5 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
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, 5 reviews
Top guest favourite
Home in Davenport
The Ultimate Family Getaway Near Disney
3 bedrooms, 4 beds
16–21 Aug
4.94 out of 5 average rating, 16 reviews