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Search results; Over 1,000 homes in Kissimmee

Guest favorite
Townhouse in Kissimmee
3 Bedroom/ 3.5 Bathroom Magic Village (7591 BD)
3 bedrooms, 6 beds, 3.5 private baths
Aug 20 – 25
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4.81 out of 5 average rating, 130 reviews
Top guest favorite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5.0 out of 5 average rating, 16 reviews, 5 bedrooms, 9 beds, 4.5 baths
Aug 21 – 26
Superhost
Home in Four Corners
Family Home w/ Pvt Pool & Game Room | Walk to Club
New place to stay, 5 bedrooms, 7 beds, 4.5 baths
Jul 27 – Aug 1
Superhost
Home in Kissimmee
5 BD / 4 BA / Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 baths
Jul 30 – Aug 4
Superhost
Home in Kissimmee
13-Min Disney | Priv Pool | 5BR Storey Lake Resort
5 bedrooms, 4 beds, 4 baths
Aug 2 – 7
Home in Kissimmee
Woodland Oasis: Brand-new Home 15 Min to Disney
New place to stay, 3 bedrooms, 6 beds, 2 baths
Aug 14 – 19
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 baths
Aug 29 – Sep 3
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
New place to stay, 6 bedrooms, 6 beds, 5.5 baths
Aug 20 – 25
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 baths
Aug 22 – 27
Home in Kissimmee
Lakefront Charmer 8BR 6BA Home Cinema Pool/Spa
New place to stay, 8 bedrooms, 13 beds, 6 baths
Jul 26 – 31
Guest favorite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 2 baths
Sep 12 – 17
Home in Kissimmee
5BR Villa near Disney | Game Room, Pool & Hot Tub
New place to stay, 5 bedrooms, 8 beds, 3.5 baths
Jul 30 – Aug 4
Top guest favorite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 4 baths
Jul 19 – 24
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
New place to stay, 4 bedrooms, 8 beds, 5 baths
Aug 1 – 6
Superhost
Home in Kissimmee
Magic Escape Orlando
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 6 beds, 3 baths
Aug 8 – 13
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
New place to stay, 5 bedrooms, 7 beds, 4 baths
Aug 2 – 7
Top guest favorite
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
5.0 out of 5 average rating, 5 reviews, 8 bedrooms, 13 beds, 6 baths
Aug 9 – 14
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds, 4 baths
Aug 1 – 6
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
New place to stay, 6 bedrooms, 10 beds, 5 baths
Jul 27 – Aug 1