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Search results; Over 1,000 homes in Kissimmee

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Holiday home in Kissimmee
The Den! Pool and Pond Views, 5 Miles to Disney
3 bedrooms, 4 beds, 2 private bathrooms
1–6 Sept
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4.75 out of 5 average rating, 4 reviews
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Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.94 out of 5 average rating, 16 reviews
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Superhost
Home in Kissimmee
3 Epic Theme Rooms • Sleeps 27 • Pool/Spa • Disney
9 bedrooms, 14 beds, 7.5 bathrooms
7–12 Sept
New place to stay
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Superhost
Flat in Kissimmee
Luxury Reunion Retreat Patio Views Near Disney
5 bedrooms, 6 beds, 4 bathrooms
2–7 Sept
New place to stay
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Apartment in Kissimmee
Happy Place Retreat | Seven Dwarf's Resort
4 bedrooms, 7 beds, 3 bathrooms
15–20 Sept
5.0 out of 5 average rating, 4 reviews
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Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds, 5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Townhouse in Kissimmee
Upstay Modern Home Near Disney with Pool
4 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Kissimmee
Relax and unwind in this Cozy Home Away from Home
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Home in Kissimmee
9BR Home at Storey Lake - Pool, Game Room, Spa
9 bedrooms, 17 beds, 5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 42 reviews
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Superhost
Home in Kissimmee
12BR Luxury Disney Villa/Sleeps 29/Arcade/Pool
12 bedrooms, 22 beds, 11.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
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Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 bathrooms
14–19 Sept
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Top guest favourite
Townhouse in Kissimmee
4806 Rc- 4Bd/ 3Ba - Beatiful Amazing Disney Home
4 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
4.96 out of 5 average rating, 27 reviews
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Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Bella Vida (4563 Cl)
4 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Kissimmee
No Airbnb Guest Fee | 2 Masters| Pool | Mini Golf
4 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Davenport
Time Traveler’s Grand House | Near Disney + Pool
7 bedrooms, 13 beds, 5.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 6 reviews
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Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Kissimmee
Happy Villa 12BR 11.5BA Pool BBQ 25
12 bedrooms, 19 beds, 11.5 bathrooms
15–20 Nov
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Townhouse in Kissimmee
South-Facing Pool 5BR Storey Lake Lazy River 2437
5 bedrooms, 6 beds, 4 bathrooms
21–26 Sept
5.0 out of 5 average rating, 10 reviews