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Search results; Over 1,000 homes in Kissimmee

Superhost
Villa in Kissimmee
Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
8 bedrooms, 10 beds, 4.5 private bathrooms
14–19 Jul
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4.87 out of 5 average rating, 254 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
Guest favourite
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Home in Kissimmee
Santosh Cove Retreat
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
18–23 Dec
Home in Kissimmee
Mayson's Cozy Nest
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
Guest favourite
Flat in Kissimmee
Cozy apt close to everything! pet friendly
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Home in Davenport
Royal Retreat Disney Themed Pool Home, Arcade, Theater
4.95 out of 5 average rating, 107 reviews, 8 bedrooms, 17 beds, 5 bathrooms
28 Jul – 2 Aug
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
New place to stay, 4 bedrooms, 5 beds, 3.5 bathrooms
15–20 Aug
Superhost
Flat in Kissimmee
Comfortable 3BR Apt at Club Cortile Near Disney
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
Superhost
Apartment in Davenport
Disney Getaway at Bella Piazza
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
31 Aug – 7 Sept
Superhost
Cottage in Kissimmee
Beauty and the Beast
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Home in Kissimmee
5BR Fantastic Villa | Pool & Game Room Near Disney
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
29 Aug – 3 Sept
Home in Kissimmee
Modern 3BR Home • 20 Min to Disney • Sleeps 6
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
21–26 Jul
Superhost
Townhouse in Four Corners
Gorgeous Villa w/ Mickey Room, Private Pool & More
New place to stay, 4 bedrooms, 8 beds, 3 bathrooms
24–29 Aug
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Home in Kissimmee
3 Bedroom 2 Bathroom Villas At Seven Dwarfs 17-103
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
5.0 out of 5 average rating, 51 reviews, 12 bedrooms, 21 beds, 11.5 bathrooms
20–25 Jul