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Search results; Over 1,000 homes in Kissimmee

Superhost
Townhouse in Kissimmee
Elegant 4bdrs lakefront w/private pool
4 bedrooms, 6 beds, 3 private bathrooms
14–19 Dec
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4.83 out of 5 average rating, 227 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
5.0 out of 5 average rating, 7 reviews, 7 bedrooms, 10 beds, 5.5 bathrooms
6–11 Mar
Home in Kissimmee
Santosh Cove Retreat
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
31 Aug – 5 Sept
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5.0 out of 5 average rating, 13 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
9–14 Jul
Superhost
Flat in Kissimmee
Comfortable 3BR Apt at Club Cortile Near Disney
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Superhost
Home in Kissimmee
Heated Pool~Game Room~Modern~Resort~Disney Magic
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
27 Jul – 1 Aug
Superhost
Cottage in Kissimmee
Beauty and the Beast
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Superhost
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
5.0 out of 5 average rating, 4 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
23–28 Aug
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
Top guest favourite
Home in Kissimmee
Luxury Reunion Resort-private Pool-BBQ- NearDisney
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 9 beds, 4 bathrooms
19–24 Jul
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
New place to stay, 8 bedrooms, 13 beds, 6 bathrooms
6–11 Jul
Home in Kissimmee
6BR Disney Retreat | Pool | Emerald Island
New place to stay, 6 bedrooms, 8 beds, 4.5 bathrooms
24–29 Aug
Guest favourite
Home in Clermont
2026 NEW Themed 07 Bedroom Home At Windsor Cay
5.0 out of 5 average rating, 5 reviews, 7 bedrooms, 12 beds, 6 bathrooms
8–13 Jul
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
New place to stay, 4 bedrooms, 5 beds, 3.5 bathrooms
5–10 Aug
Top guest favourite
Townhouse in Kissimmee
COZY Villa w/ Private Pool & Game Room | Kissimmee
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 8 beds, 3.5 bathrooms
20–25 Sept
Superhost
Home in Kissimmee
5 BD/ 4.5 BA/ Encore at Reunion (266 SS)
5 bedrooms, 6 beds, 4 bathrooms
6–11 Jul
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 4 bathrooms
17–22 Jul