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Search results; Over 1,000 homes in Kissimmee

Superhost
Resort in Kissimmee
Wyndham Cypress Palms | 2BR/2BA King Bed Suite
2 bedrooms, 4 beds, 2 private bathrooms
24–29 Sept
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4.71 out of 5 average rating, 14 reviews
Flat in Kissimmee
Close to everything, spacious, and comfortable
3 bedrooms, 5 beds
31 Oct – 5 Nov
New place to stay
Home in Kissimmee
Bloom & Roam — Where Comfort Meets Vacation
3 bedrooms, 4 beds
4–9 Oct
New place to stay
Superhost
Home in Kissimmee
Magical Stay Near Disney
4 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
Lakeview | Renovated 6BR Villa w/ Pool Near Disney
6 bedrooms, 8 beds
15–20 Sept
New place to stay
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
6–11 Apr
4.94 out of 5 average rating, 18 reviews
Guest favourite
Apartment in Kissimmee
Lake view Near Disney Resort w Lazy River 108
3 bedrooms, 5 beds
18–23 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Kissimmee
Family Dream Home Near Disney
5 bedrooms, 6 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 31 reviews
Luxe
Villa in Orlando
Luxe Sanctuary w/ Game Room & Jacuzzi | Intl Drive
10 bedrooms, 18 beds
19–24 Sept
4.97 out of 5 average rating, 93 reviews
Top guest favourite
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds
11–16 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds
15–20 Nov
5.0 out of 5 average rating, 57 reviews
Guest favourite
Townhouse in Kissimmee
Upstay Modern Home Near Disney with Pool
4 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 14 reviews
Apartment in Kissimmee
Peaceful 3BR Condo Near Disney + Resort Amenities
3 bedrooms, 4 beds
14–19 Sept
New place to stay
Top guest favourite
Home in Kissimmee
Epic Themed Escape | Private Pool | 4mi-Disney
3 bedrooms, 6 beds
20–25 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds
31 Jan – 5 Feb
5.0 out of 5 average rating, 45 reviews
Superhost
Home in Kissimmee
Comfy Villa W/ Pool & FREE BBQ | Near Disney
4 bedrooms, 6 beds
5–10 Oct
New place to stay
Guest favourite
Home in Kissimmee
Charming 3BR Home Near Disney with Comfort & Conve
3 bedrooms, 4 beds
19–24 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds
18–23 Sept
5.0 out of 5 average rating, 6 reviews