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Search results; Over 1,000 homes in Kissimmee

Superhost
Villa in Kissimmee
Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
4 bedrooms, 6 beds, 3.5 private bathrooms
11–16 Oct
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4.89 out of 5 average rating, 18 reviews
Top guest favourite
Flat in Orlando
Luxury 1BR & Resort Amenities - 6min to Epic-Uni
1 bedroom, 2 beds, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest house in Orlando
Private, fully equipped guest suite.
1 bedroom, 1 king bed, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 14 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
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
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 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
Top guest favourite
Guest suite in Kissimmee
CHARMING EFFICIENCY BY THE LAKE
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.96 out of 5 average rating, 190 reviews
Flat in Kissimmee
Luxury living 10 Minutes from Disney
1 bed, WC
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, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 12 reviews
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds, 4 bathrooms
23–28 Aug
New place to stay
Superhost
Home in Kissimmee
Resort Living | 4BR/3BA | Paradise Palms
4 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
New place to stay
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
Home in Kissimmee
Golden Haven | Heater Pool | 5 Beds | Near Disney
5 bedrooms, 7 beds, 4.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Kissimmee
Renovated Family Condo • Disney • Free Parking
2 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 51 reviews
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, 12 reviews
Top guest favourite
Townhouse in Kissimmee
3 Bd/ 2.5 Ba/ Encantada Resort (3113 Yl)
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
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, 3 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 8 reviews
Home in Davenport
3BR Home Near Disney | Private Pool + Coffee Bar
3 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
New place to stay