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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Windsor Hills Resort - Why go to a hotel?
3 bedrooms, 4 beds, 2 private bathrooms
28 Jul – 2 Aug
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4.86 out of 5 average rating, 140 reviews
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds, 4.5 bathrooms
9–14 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Kissimmee
10 Min to Disney | Heated Pool, Games, King Bed
4 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
4.99 out of 5 average rating, 144 reviews
Home in Kissimmee
Santosh Cove Retreat
4 bedrooms, 5 beds, 3.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
King Bed | Disney Contemporary Townhouse
4 bedrooms, 8 beds, 3 bathrooms
13–18 Aug
New place to stay
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
Disney Home @ Resort • Free Heated Pool/Spa • 5B5b
5 bedrooms, 7 beds, 5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 7 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
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
4 bedrooms, 5 beds, 3.5 bathrooms
5–10 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
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, 31 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
Superhost
Home in Clermont
Brand NEW 10 BRD/Pool/Game Room At Windsor Cay
10 bedrooms, 15 beds, 7 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Kissimmee
Amazing 03 Bedrooms/ 03 Baths / Sleeps 08
3 bedrooms, 5 beds, 3 bathrooms
10–15 Aug
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Home in Kissimmee
2602SN - Stunning Home 5 Ensuites Near Disney
5 bedrooms, 5 beds, 5 bathrooms
25–30 Aug
4.97 out of 5 average rating, 35 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
Superhost
Townhouse in Four Corners
Gorgeous Villa w/ Mickey Room, Private Pool & More
4 bedrooms, 8 beds, 3 bathrooms
18–23 Jul
New place to stay
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
6–11 Mar
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Kissimmee
2026 NEW 06 Bedrooms at Solara Resort/Private Pool
6 bedrooms, 9 beds, 4.5 bathrooms
29 Nov – 4 Dec
5.0 out of 5 average rating, 12 reviews