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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Pool Retreat | 15 minutes to Disney
3 bedrooms, 4 beds, 2 private bathrooms
27 Jul – 1 Aug
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4.86 out of 5 average rating, 157 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Guest house in Kissimmee
Brand New Cozy Space - 15 Min From Disney & Shops.
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Guest house in Buenaventura Lakes
Elegante Estudio Cerca de Disney
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
Home in Kissimmee
Stylish Disney Retreat | 15 Mins to Disney
New place to stay, 3 bedrooms, 3 bathrooms
29 Jul – 3 Aug
Top guest favourite
Townhouse in Kissimmee
NEW! Disney 15 Min • Lucaya 3BR in Kissimmee
4.92 out of 5 average rating, 13 reviews, 3 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Guest house in Orlando
Private, fully equipped guest suite.
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Guest house in Kissimmee
Orlando Private Tiny Guest House
4.94 out of 5 average rating, 159 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Guest favourite
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
5.0 out of 5 average rating, 5 reviews, 6 bedrooms, 9 beds, 4.5 bathrooms
28 Aug – 2 Sept
Flat in Kissimmee
11 Min to Disney · Luxe 1BR · King Bed · Pool
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Jul – 3 Aug
Top guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Kissimmee
Amazing 03 Bedrooms/ 03 Baths / Sleeps 08
4.97 out of 5 average rating, 36 reviews, 3 bedrooms, 5 beds, 3 bathrooms
25–30 Aug
Top guest favourite
Home in Davenport
The Ultimate Family Getaway Near Disney
4.93 out of 5 average rating, 14 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Cottage in Kissimmee
Mickey & Friends House
4.95 out of 5 average rating, 21 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Kissimmee
17 min to Disney • Universal • Cozy Retreat • Lake
4.95 out of 5 average rating, 20 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
26–31 Jul
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
Superhost
Room in Davenport
Suite in Villa|Private Bath|Pool&Spa|Disney
New place to stay, 1 queen bed, 1 bathroom
21–26 Jul
Superhost
Townhouse in Four Corners
Gorgeous Villa w/ Mickey Room, Private Pool & More
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 8 beds, 3 bathrooms
13–18 Sept
Top guest favourite
Flat in Orlando
Luxury King Bed, Close to Park, PetFriendly, Pool
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Aug