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Search results; Over 1,000 homes in Kissimmee

Descriptions are based on details hosts provide
Guest favourite
Holiday home in Kissimmee
Urban Hip Disney condo with FREE Water Park!
3 bedrooms, 5 beds, 2 private bathrooms
15–20 Aug
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4.89 out of 5 average rating, 144 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
31 Jul – 5 Aug
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
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
New place to stay, 6 bedrooms, 6 beds, 5.5 bathrooms
20–25 Aug
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 Kissimmee
Gated home with a private screened pool
5 bedrooms, 7 beds, 5 bathrooms
19–24 Jul
Home in Kissimmee
Private pool and game room near Disney
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
13–18 Aug
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
5BR Villa near Disney | Game Room, Pool & Hot Tub
New place to stay, 5 bedrooms, 8 beds, 3.5 bathrooms
29 Jul – 3 Aug
Superhost
Home in Orlando
Themed villa with pool and game room
5 bedrooms, 7 beds, 5 bathrooms
1–6 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
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 4 bathrooms
19–24 Jul
Superhost
Home in Kissimmee
Private pool with spa near Disney
New place to stay, 5 bedrooms, 7 beds, 5 bathrooms
9–14 Nov
Home in Kissimmee
Arcade game room and pool near Disney
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
Top guest favourite
Flat in Kissimmee
Themed rooms and a game room
4.97 out of 5 average rating, 36 reviews, 3 bedrooms, 5 beds, 3 bathrooms
25–30 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
Home in Kissimmee
Modern villa with a pool near Disney
New place to stay, 7 bedrooms, 9 beds, 6.5 bathrooms
15–20 Jul
Superhost
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
Guest favourite
Home in Kissimmee
Private pool and spa near Disney
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
28 Aug – 2 Sept