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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Serviced apartment in Kissimmee
LUXURY and VINTAGE space to enjoy your vacation!!
3 bedrooms, 4 beds, 2 private bathrooms
25–30 Jul
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4.81 out of 5 average rating, 36 reviews
Guest favourite
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds
16–21 Aug
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
1–6 Sept
5.0 out of 5 average rating, 9 reviews
Home in Kissimmee
Santosh Cove Retreat
4 bedrooms, 5 beds
18–23 Dec
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms, 6 beds
19–24 Jul
New place to stay
Superhost
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 3 reviews
Home in Davenport
Disney Pool Villa | Sleeps 13| Game Room
4 bedrooms, 11 beds
13–18 Sept
New place to stay
Home in Kissimmee
Mayson's Cozy Nest
3 bedrooms, 4 beds
13–18 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Kissimmee
Cozy apt close to everything! pet friendly
3 bedrooms, 4 beds
7–12 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Flat in Kissimmee
Comfortable 3BR Apt at Club Cortile Near Disney
3 bedrooms, 4 beds
28 Jul – 2 Aug
New place to stay
Guest favourite
Home in Davenport
Peaceful 4BR Pool Villa Near Disney
4 bedrooms, 5 beds
3–8 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Davenport
Royal Retreat Disney Themed Pool Home, Arcade, Theater
8 bedrooms, 17 beds
28 Jul – 2 Aug
4.95 out of 5 average rating, 107 reviews
Superhost
Townhouse in Four Corners
Gorgeous Villa w/ Mickey Room, Private Pool & More
4 bedrooms, 8 beds
24–29 Aug
New place to stay
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
5 bedrooms, 7 beds
11–16 Aug
New place to stay
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
29 Aug – 3 Sept
New place to stay
Superhost
Townhouse in Kissimmee
4BR Pool Townhome at Bella Vida Resort
4 bedrooms, 4 beds
10–15 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
19–24 Jul
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds
30 Jul – 4 Aug
Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds
20–25 Jul
5.0 out of 5 average rating, 51 reviews