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Search results; Over 1,000 homes in Kissimmee

Superhost
Apartment in Kissimmee
Beautiful 2BD/2BA condo close to Disney #53
2 bedrooms, 2 beds, 2 shared bathrooms
19–24 Jul
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4.8 out of 5 average rating, 289 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
5.0 out of 5 average rating, 5 reviews, 7 bedrooms, 10 beds, 5.5 bathrooms
6–11 Mar
Top guest favourite
Home in Kissimmee
2026 Themed 07 Bedrooms/Sleeps 18 At Solara Resort
5.0 out of 5 average rating, 27 reviews, 7 bedrooms, 12 beds, 7 bathrooms
6–11 Sept
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
New place to stay, 5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Home in Davenport
Luxury Disney Villa | Pool | Arcade | King Suites
New place to stay, 4 bedrooms, 6 beds, 3 bathrooms
9–14 Aug
Home in Kissimmee
Lake Front House, Themed Br, Game Room, 16 Guests
4.73 out of 5 average rating, 220 reviews, 7 bedrooms, 9 beds, 4.5 bathrooms
5–10 Jul
Superhost
Townhouse in Four Corners
Gorgeous Villa w/ Mickey Room, Private Pool & More
New place to stay, 4 bedrooms, 8 beds, 3 bathrooms
13–18 Jul
Top guest favourite
Home in Davenport
3 Epic Theme Rooms • Sleeps 19 • Pool/Spa • Disney
5.0 out of 5 average rating, 5 reviews, 7 bedrooms, 14 beds, 5.5 bathrooms
5–10 Jul
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
Home in Kissimmee
Santosh Cove Retreat
New place to stay, 4 bedrooms, 5 beds, 3.5 bathrooms
31 Aug – 5 Sept
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
27 Sept – 2 Oct
Home in Kissimmee
4BR | Pool | Patio | Garage Parking | Game Room
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
9–14 Aug
Superhost
Cottage in Kissimmee
Beauty and the Beast
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
New place to stay, 4 bedrooms, 5 beds, 3.5 bathrooms
31 Jul – 5 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
Home in Kissimmee
Serene Retreat w Private Pool & Resort Access
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
12–17 Jul
Superhost
Home in Kissimmee
Sleeps 16·Pvt Pool+Spa·Gaming Tables·Clubhouse
New place to stay, 6 bedrooms, 8 beds, 4.5 bathrooms
15–20 Nov
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