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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Spacious Luxury Condo in Windsor Hills Resort!
3 bedrooms, 6 beds, 2 private bathrooms
1–6 Aug
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4.95 out of 5 average rating, 133 reviews
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds, 4.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
4 bedrooms, 5 beds, 3.5 bathrooms
31 Jul – 5 Aug
New place to stay
Guest favourite
Home in Kissimmee
Modern 09-Bed/ 05-Bath Home in Storey Lake
9 bedrooms, 14 beds, 5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Villa in Kissimmee
*Coral Cove* Minutes to Disney+Free Resort!
6 bedrooms, 10 beds, 4 bathrooms
29 Aug – 3 Sept
4.94 out of 5 average rating, 159 reviews
Guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds, 3 bathrooms
26–31 Aug
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Davenport
Magic Place | 15 Min Disney Park |Heated Pool |BBQ
4 bedrooms, 6 beds, 4.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 73 reviews
Guest favourite
Home in Kissimmee
2026 NEW Brand NEW 07 Bedrooms At Solara Resort
7 bedrooms, 12 beds, 6 bathrooms
22–27 Feb
5.0 out of 5 average rating, 17 reviews
Superhost
Home in Kissimmee
King Bed | Disney Contemporary Townhouse
4 bedrooms, 8 beds, 3 bathrooms
13–18 Jul
New place to stay
Top guest favourite
Home in Kissimmee
2602SN - Stunning Home 5 Ensuites Near Disney
5 bedrooms, 5 beds, 5 bathrooms
4–9 Jul
4.97 out of 5 average rating, 33 reviews
Top guest favourite
Home in Kissimmee
Disney Pool Villa | Windsor Hills | Sleeps 8
3 bedrooms, 5 beds, 3 bathrooms
1–6 Aug
4.96 out of 5 average rating, 110 reviews
Top guest favourite
Home in Kissimmee
5BR Mario& Princess Peach•Pool•Theater•Free Resort
5 bedrooms, 10 beds, 4 bathrooms
31 Jul – 5 Aug
4.99 out of 5 average rating, 116 reviews
Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 95 reviews
Top guest favourite
Home in Davenport
3 Epic Theme Rooms • Sleeps 19 • Pool/Spa • Disney
7 bedrooms, 14 beds, 5.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Clermont
Brand NEW 10 BRD/Pool/Game Room At Windsor Cay
10 bedrooms, 15 beds, 7 bathrooms
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Townhouse in Kissimmee
Near Disney Oasis | Pool | Free BBQ | Pet-Friendly
4 bedrooms, 8 beds, 3 bathrooms
12–17 Jul
5.0 out of 5 average rating, 42 reviews
Guest favourite
Townhouse in Kissimmee
4822 Resort Pool House Disney Universal Orlando
5 bedrooms, 8 beds, 4 bathrooms
12–17 Jul
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Kissimmee
VillA OasIS | 12PpL | PooL | 35 MiN to DiSnEy¡
6 bedrooms, 7 beds, 6 bathrooms
6–11 Sept
5.0 out of 5 average rating, 51 reviews