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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Home in Kissimmee
Game Room/HeatedPool/Piano Upscale Waterfront Home
3 bedrooms, 4 beds, 2 private bathrooms
2–7 Sept
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4.97 out of 5 average rating, 353 reviews
Guest favourite
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
Santosh Cove Retreat
4 bedrooms, 5 beds, 3.5 bathrooms
18–23 Dec
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 9 reviews
Home in Davenport
Disney Pool Villa | Sleeps 13| Game Room
4 bedrooms, 11 beds, 2 bathrooms
13–18 Sept
New place to stay
Guest favourite
Flat in Kissimmee
Cozy apt close to everything! pet friendly
3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Mayson's Cozy Nest
3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
New place to stay
Superhost
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
New place to stay
Top guest favourite
Home in Davenport
Royal Retreat Disney Themed Pool Home, Arcade, Theater
8 bedrooms, 17 beds, 5 bathrooms
28 Jul – 2 Aug
4.95 out of 5 average rating, 107 reviews
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
4 bedrooms, 5 beds, 3.5 bathrooms
15–20 Aug
New place to stay
Superhost
Flat in Kissimmee
Comfortable 3BR Apt at Club Cortile Near Disney
3 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
New place to stay
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
29 Aug – 3 Sept
New place to stay
Home in Kissimmee
Modern 3BR Home • 20 Min to Disney • Sleeps 6
3 bedrooms, 4 beds, 2 bathrooms
21–26 Jul
New place to stay
Guest favourite
Home in Kissimmee
Majestic, 15BR 15BA,Sleeps40,Theater/Extra Parking
15 bedrooms, 26 beds, 16 bathrooms
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Townhouse in Four Corners
Gorgeous Villa w/ Mickey Room, Private Pool & More
4 bedrooms, 8 beds, 3 bathrooms
24–29 Aug
New place to stay
Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds, 11.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 51 reviews
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ Bella Vida (4563 CL)
4 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
5.0 out of 5 average rating, 6 reviews