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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
New Lovely 3-bedroom Condo 5 minutes from Disney’s
3 bedrooms, 4 beds, 2 private bathrooms
30 Aug – 4 Sept
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4.93 out of 5 average rating, 226 reviews
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds
30 Jul – 4 Aug
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds
1–6 Jan
5.0 out of 5 average rating, 9 reviews
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds
21–26 Aug
5.0 out of 5 average rating, 15 reviews
Superhost
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
9 bedrooms, 12 beds
1–6 Aug
New place to stay
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
4 bedrooms, 6 beds
13–18 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds
1–6 Aug
Superhost
Townhouse in Davenport
4735 Solterra Resort 4BR Pool House near Disney
4 bedrooms, 5 beds
26–31 Jul
New place to stay
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
6 bedrooms, 10 beds
27 Jul – 1 Aug
New place to stay
Superhost
Home in Orlando
Themed 5BR Villa Minutes from Disney & Universal
5 bedrooms, 7 beds
1–6 Sept
Guest favourite
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
7 bedrooms, 10 beds
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
13-Min Disney | Priv Pool | 5BR Storey Lake Resort
5 bedrooms, 4 beds
2–7 Aug
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
5 bedrooms, 7 beds
2–7 Aug
New place to stay
Superhost
Townhouse in Davenport
5 Bedroom Luxe Disney Villa with Pool & Water Park
5 bedrooms, 10 beds
2–7 Aug
New place to stay
Guest favourite
Home in Kissimmee
Brand New 07 Bedrooms At Solara Resort
7 bedrooms, 10 beds
7–12 Sept
5.0 out of 5 average rating, 24 reviews
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
4 bedrooms, 8 beds
1–6 Aug
New place to stay
Superhost
Apartment in Kissimmee
Perfect 2BD Family Condo w/ Balcony Near Disney
2 bedrooms, 3 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 4 reviews
Superhost
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
3 bedrooms, 4 beds
3–8 Aug
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms, 6 beds
19–24 Jul
New place to stay