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Search results; Over 1,000 homes in Kissimmee

Holiday home in Kissimmee
Amazing 2 bedroom condo with Water view
2 bedrooms, 4 beds, 2 private bathrooms
18–23 Aug
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4.86 out of 5 average rating, 28 reviews
Home in Kissimmee
Premium house, 4 bedrooms, sleeps 10, Kissimme
4 bedrooms, 8 beds
24–29 Aug
New place to stay
Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds
2–7 Nov
5.0 out of 5 average rating, 40 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
22–27 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds
5–10 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds
5–10 Oct
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
SL4895 - 5BR house with private pool in Kissimmee
5 bedrooms, 7 beds
29 Aug – 3 Sept
Superhost
Home in Davenport
7 Bd/ 5.5 Ba/ Windsor Island Resort (3409 Lw)
7 bedrooms
20–25 Aug
New place to stay
Superhost
Townhouse in Kissimmee
Unique Villa w/ Hot Tub & Minutes From Disney
3 bedrooms, 4 beds
23–28 Aug
New place to stay
Superhost
Home in Davenport
Luxury 7-BD Villa - Pool, Theater, and Game Room
7 bedrooms, 14 beds
23–28 Aug
New place to stay
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds
5–10 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Apartment in Kissimmee
406 - Toy Story & Safari Dream Condo
3 bedrooms, 4 beds
21–26 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Flat in Kissimmee
3 Bd/ 2 Ba/ Storey Lake (3141-308 Pc)
3 bedrooms, 5 beds
26–31 Aug
Villa in Kissimmee
Cumbrian Dream 4 Bedroom Pool Home near Disney
4 bedrooms, 6 beds
25–30 Aug
Guest favourite
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Townhouse in Kissimmee
5 Bd/ 4 Ba/ Storey Lake (4810 Sq. ft.)
5 bedrooms, 7 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Disney Villa | Theater, Pool & Game Room Sleeps 22
9 bedrooms, 13 beds
23–28 Aug
New place to stay