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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Cottage in Kissimmee
Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
1 bedroom, 2 beds, 1 private bathroom
22–27 Jun
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4.99 out of 5 average rating, 201 reviews
Home in Kissimmee
Orlando Dream Escape
3 bedrooms, 4 beds
2–7 Aug
New place to stay
Superhost
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds
29 May – 3 Jun
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Davenport
Heated Pool + Movie Room | Champions Gate | 5BD
5 bedrooms, 9 beds
21–26 Jun
New place to stay
Bed and breakfast in Kissimmee
Celestial Sol Oasis
1 bedroom, 1 bed
27 Jun – 4 Jul
New place to stay
Home in Kissimmee
Oversized Spa | Arcade Room | Kids Bedrooms | 030
6 bedrooms, 10 beds
5–10 Jul
4.83 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
15–20 Aug
New place to stay
Superhost
Home in Kissimmee
Disney Family Retreat, Pool, Karaoke & Themed Room
6 bedrooms, 7 beds
22–27 Jun
New place to stay
Home in Kissimmee
Serene Retreat w Private Pool & Resort Access
5 bedrooms, 6 beds
7–12 Aug
New place to stay
Superhost
Home in Davenport
5BR Solterra Home with Private Pool Near Disney
5 bedrooms, 5 beds
22–27 Jun
New place to stay
Superhost
Home in Kissimmee
9 BD/ 6.5 BA/ Solara Resort (1810 CV)
9 bedrooms, 12 beds
12–17 Jul
Home in Kissimmee
FREE heated pool near Disney sleeps 8(4BR)-14(7BR)
7 bedrooms, 10 beds
22–27 Jun
New place to stay
Superhost
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds
21–26 Nov
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Townhouse in Kissimmee
COZY Villa w/ Private Pool & Game Room | Kissimmee
4 bedrooms, 8 beds
24–29 Oct
5.0 out of 5 average rating, 7 reviews
Superhost
Townhouse in Davenport
NEW Disney Resort Free Waterpark Private Pool Gym
4 bedrooms, 6 beds
21–26 Jun
New place to stay
Home in Kissimmee
3 Bedroom 2 Bathroom Villas At Seven Dwarfs 17-103
3 bedrooms, 4 beds
21–26 Jun
New place to stay
Top guest favourite
Townhouse in Kissimmee
Lovely Themed Villa w/ Private Pool | Storey Lake
4 bedrooms, 6 beds
9–14 Nov
5.0 out of 5 average rating, 8 reviews
Home in Kissimmee
Disney Area Home | Pool | Hot Tub | Themed Rooms
5 bedrooms, 9 beds
21–26 Jun
5.0 out of 5 average rating, 4 reviews
Superhost
Townhouse in Kissimmee
5 BD/ 4 BA/ Story Lake (4810 ML)
5 bedrooms, 7 beds
28 Jun – 3 Jul
New place to stay