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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Pool Retreat | 15 minutes to Disney
3 bedrooms, 4 beds, 2 private bathrooms
27 Jul – 1 Aug
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4.86 out of 5 average rating, 157 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
5.0 out of 5 average rating, 9 reviews, 7 bedrooms, 10 beds, 5.5 bathrooms
1–6 Jan
Superhost
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
New place to stay, 9 bedrooms, 12 beds, 6 bathrooms
1–6 Aug
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5.0 out of 5 average rating, 15 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
21–26 Aug
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
13–18 Aug
Guest favourite
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
5.0 out of 5 average rating, 5 reviews, 7 bedrooms, 10 beds, 6.5 bathrooms
13–18 Sept
Superhost
Townhouse in Davenport
4735 Solterra Resort 4BR Pool House near Disney
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
Superhost
Home in Orlando
Themed 5BR Villa Minutes from Disney & Universal
5 bedrooms, 7 beds, 5 bathrooms
1–6 Sept
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
New place to stay, 6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
2–7 Aug
Home in Kissimmee
Lakefront Charmer 8BR 6BA Home Cinema Pool/Spa
New place to stay, 8 bedrooms, 13 beds, 6 bathrooms
26–31 Jul
Superhost
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug
Guest favourite
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
28 Aug – 2 Sept
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
12–17 Sept
Superhost
Home in Kissimmee
7 Bedroom/ 6.5 Bathroom Solara Resort (9013 EM)
4.0 out of 5 average rating, 5 reviews, 7 bedrooms, 10 beds, 6.5 bathrooms
4–9 Aug
Superhost
Home in Kissimmee
13-Min Disney | Priv Pool | 5BR Storey Lake Resort
5 bedrooms, 4 beds, 4 bathrooms
2–7 Aug
Superhost
Home in Kissimmee
7 Bd / 6,5 Ba / Sleeps 18 / Solara Resort
New place to stay, 7 bedrooms, 9 beds, 6.5 bathrooms
20–25 Jul
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds, 4 bathrooms
1–6 Aug
Superhost
Apartment in Kissimmee
Perfect 2BD Family Condo w/ Balcony Near Disney
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct