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Search results; Over 1,000 homes in Kissimmee

Apartment in Kissimmee

Orange Lake Resort -Heart of family fun

2 bedrooms, 3 beds, 2 private bathrooms

1–6 Sept

$1,497 SGD for 5 nights

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4.94 out of 5 average rating, 16 reviews

Superhost

Home in Kissimmee

7 Bd/ 6 Ba/ Storey Lake (4585 Tb)

7 bedrooms, 10 beds

26 Sept – 1 Oct

$1,807 SGD for 5 nights

Free cancellation

New place to stay

Superhost

Home in Kissimmee

6 Bd/ 5 Ba/ Solara Resort (9038 Sr)

6 bedrooms, 11 beds

6–11 Sept

$1,994 SGD for 5 nights

Free cancellation

Superhost

Home in Kissimmee

6 Bd / 3,5 Ba / Sleeps 22 / Reunion Village

6 bedrooms, 11 beds

7–12 Sept

$1,344 SGD for 5 nights

New place to stay

Superhost

Home in Davenport

Remodeled 5BR | Pool, Theater & Themed Rooms

5 bedrooms, 7 beds

13–18 Sept

$2,451 SGD for 5 nights

New place to stay

Superhost

Townhouse in Kissimmee

3 Bd/ 3 Ba/ The Hub At Westside (3228 Tt)

3 bedrooms, 4 beds

7–12 Sept

$1,040 SGD for 5 nights

Free cancellation

Guest favourite

Home in Kissimmee

2026 NEW 7BR Pool Home Near Disney | Solara Resort

7 bedrooms, 6 single beds

14–19 Feb

Book early to save

Free cancellation

5.0 out of 5 average rating, 5 reviews

Home in Kissimmee

Kings Castle Retreat

5 bedrooms, 9 beds

5–10 Sept

$1,139 SGD for 5 nights

Free cancellation

New place to stay

Superhost

Home in Kissimmee

Luxury Villa /Movie Theater/Pool Heater/

3 bedrooms, 5 beds

1–6 Sept

$1,886 SGD for 5 nights

Free cancellation

Guest favourite

Home in Kissimmee

Montego Bay Retreat | 15 Min to Disney

3 bedrooms, 5 beds

6–11 Sept

$1,080 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 12 reviews

Superhost

Home in Davenport

7 Bd/ 5.5 Ba/ Windsor Island Resort (3409 Lw)

7 bedrooms

3–8 Sept

$1,959 SGD for 5 nights

Free cancellation

New place to stay

Home in Kissimmee

Luxury Themed Retreat | Private Pool | 4mi-Disney

3 bedrooms, 6 beds

6–11 Sept

$1,111 SGD for 5 nights

New place to stay

Superhost

Home in Kissimmee

BRAND NEW Themed 07 Bedrooms At Solara Resort

7 bedrooms, 12 beds

11–16 Jan

Book early to save

5.0 out of 5 average rating, 5 reviews

Superhost

Home in Kissimmee

2026 Brand New Themed 06 Bedrooms At Solara Resort

6 bedrooms, 2 beds

28 Nov – 3 Dec

Book early to save

Free cancellation

Superhost

Home in Davenport

3BR Luxury Disney Escape | Hot Tub & 2 King Suites

3 bedrooms, 3 beds

1–6 Sept

$954 SGD for 5 nights

Free cancellation

New place to stay

Home in Kissimmee

Superhero HQ: Private Pool & Spa Near Disney

5 bedrooms, 6 beds

1–6 Sept

$1,937 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 3 reviews

Superhost

Home in Clermont

Experience Our New 2026 10BR Home at Windsor Cay

10 bedrooms, 12 beds

13–18 Sept

Free cancellation

Superhost

Flat in Kissimmee

Luxury Reunion Retreat Patio Views Near Disney

5 bedrooms, 6 beds

2–7 Sept

Extended stay discount

Free cancellation

New place to stay

Home in Davenport

Magical Florida Stay | Pool & Harry Potter

3 bedrooms, 6 beds

5–10 Oct

$1,539 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 4 reviews