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Search results; Over 1,000 homes in Kissimmee

Superhost
Townhouse in Kissimmee
Comfy 2 Bedroom Townhouse w/ hot tub - Disney Area
2 bedrooms, 4 beds, 2.5 private bathrooms
31 Jul – 5 Aug
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4.93 out of 5 average rating, 320 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
Orlando Dream Escape | Private Pool | Disney
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Home in Kissimmee
Santosh Cove Retreat
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
4–9 Sept
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
New place to stay, 4 bedrooms, 5 beds, 3.5 bathrooms
27 Jul – 1 Aug
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
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
Home in Kissimmee
Ever After Estate, 12 minutes from Disney, Reunion
New place to stay, 9 bedrooms, 13 beds, 10 bathrooms
8–13 Aug
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
New place to stay, 8 bedrooms, 13 beds, 6 bathrooms
6–11 Jul
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds, 4 bathrooms
9–14 Sept
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
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 8 beds, 4 bathrooms
26–31 Jan
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Bella Vida (4563 CL)
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3 bathrooms
11–16 Jul
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
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
Superhost
Home in Kissimmee
Themed House private pool
New place to stay, 4 bedrooms, 6 beds, 4.5 bathrooms
12–19 Jul
Home in Kissimmee
4BR | Pool | Patio | Garage Parking | Game Room
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
9–14 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
9 BD/ 6.5 BA/ Solara Resort (9071 SR)
5.0 out of 5 average rating, 3 reviews, 9 bedrooms, 14 beds, 6 bathrooms
24–29 Aug