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Search results; Over 1,000 homes in Kissimmee

Serviced apartment in Kissimmee
Professional-managed 2-bedroom + a loft in Orlando
3 bedrooms, 5 beds, 2 bathrooms
12–19 Aug
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5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
SL4895 - 5BR house with pool near Disney area
5 bedrooms, 7 beds
29 Aug – 3 Sept
New place to stay
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
22–27 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds
12–17 Aug
New place to stay
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds
24–29 Oct
5.0 out of 5 average rating, 5 reviews
Villa in Kissimmee
Spacious villa w/pool & spa & game room
5 bedrooms, 7 beds
27 Dec – 1 Jan
5.0 out of 5 average rating, 4 reviews
Superhost
Flat in Orlando
Spacious2BR PetsFriendly Oasis Sleeps 6, Pool&Gym
2 bedrooms, 3 beds
16–21 Aug
New place to stay
Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds
2–7 Nov
5.0 out of 5 average rating, 39 reviews
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds
30 Aug – 4 Sept
Superhost
Home in Four Corners
8BR house at Windsor Cay Resort
8 bedrooms, 8 beds
17–22 Aug
New place to stay
Home in Kissimmee
4BR Villa | Private Pool • Minutes to Disney
4 bedrooms, 5 beds
12–17 Aug
New place to stay
Top guest favourite
Home in Kissimmee
Beautiful Disney House at Storey Lake
4 bedrooms, 6 beds
16–21 Aug
4.98 out of 5 average rating, 52 reviews
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds
23–28 Aug
New place to stay
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Villa in Kissimmee
Cumbrian Dream 4 Bedroom Pool Home near Disney
4 bedrooms, 6 beds
25–30 Aug
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds
5–10 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 17 reviews
Superhost
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 3 reviews