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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Villa in Kissimmee
3 Miles from Disney 5/5 Pool home-free pool heat
5 bedrooms, 7 beds, 5 private bathrooms
19–24 Jul
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4.87 out of 5 average rating, 31 reviews
Home in Orlando
Luxury 10BR Villa Near Disney | Pool, Game Room &
10 bedrooms, 16 beds
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Clermont
Brand NEW 10Bdrms/8Bath Luxury
10 bedrooms, 15 beds
8–13 Jul
5.0 out of 5 average rating, 4 reviews
Flat in Kissimmee
The Balcony Retreat at Storey Lake
2 bedrooms, 2 beds
29 Jun – 4 Jul
New place to stay
Superhost
Home in Kissimmee
New 08 Bedrooms At Solara Resort
8 bedrooms, 11 beds
5–10 Jul
Home in Kissimmee
Solara Resort 7BR Disney|FREE H Pool & Spa & GRILL
7 bedrooms, 14 beds
21–26 Jun
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Orlando Dream Escape
3 bedrooms, 4 beds
2–7 Aug
New place to stay
Top guest favourite
Home in Kissimmee
Elegant 5B & 3B Private Pool Villa near Disney
5 bedrooms, 8 beds
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Orlando
11BR Brand New | Themed Rooms | Sleeps 24 - 11121
11 bedrooms, 15 beds
19–24 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Clermont
NEW 08 BDR/Pool At Windsor Cay
8 bedrooms, 14 beds
14–19 Nov
5.0 out of 5 average rating, 27 reviews
Superhost
Home in Clermont
Brand NEW 10 BRD/Pool/Game Room At Windsor Cay
10 bedrooms, 15 beds
29 Nov – 4 Dec
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Kissimmee
2026 NEW Brand NEW 07 Bedrooms At Solara Resort
7 bedrooms, 12 beds
11–16 Jan
5.0 out of 5 average rating, 16 reviews
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
Top guest favourite
Flat in Kissimmee
Disney Retreat King Bed Resort Perks Pets Allowed
1 bedroom, 2 beds
20–25 Jun
4.98 out of 5 average rating, 45 reviews
Guest favourite
Home in Davenport
NEW Themed 07 Bedroom/ Game Room At Windsor Island
7 bedrooms, 10 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Kissimmee
Luxury 6 Bedrooms at Solara Resort/Private Pool
6 bedrooms, 8 beds
21–26 Jun
Superhost
Home in Davenport
Private Pool, Golf Community, Near Disney
4 bedrooms, 6 beds
21–26 Jun
New place to stay
Superhost
Home in Davenport
Heated Pool + Movie Room | Champions Gate | 5BD
5 bedrooms, 9 beds
21–26 Jun
New place to stay
Home in Kissimmee
Luxury Disney 9BR Villa w/ Theater, Pool & Arcade
9 bedrooms, 14 beds
15–20 Aug