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Search results; Over 1,000 homes in Kissimmee

Top guest favourite

Apartment in Kissimmee

Stylish Condo Pool, Family/Kids Disney Themed

3 bedrooms, 4 beds, 2 private bathrooms

12–17 Jul

$1,120 SGD for 5 nights

,

4.98 out of 5 average rating, 214 reviews

Guest favourite

Home in Kissimmee

Amazing Themed 07 Bedrooms at Solara Resort

7 bedrooms, 10 beds

6–11 Mar

Book early to save

5.0 out of 5 average rating, 7 reviews

Guest favourite

Home in Kissimmee

Montego Bay Retreat | 15 Min to Disney

3 bedrooms, 5 beds

9–14 Aug

$1,306 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Superhost

Home in Kissimmee

Storey Lake Retreat | Private Pool w/ Spa + BBQ

5 bedrooms, 7 beds

10–15 Aug

$1,932 SGD for 5 nights

New place to stay

Superhost

Home in Kissimmee

Orlando Dream Escape | Private Pool | Disney

3 bedrooms, 4 beds

16–21 Aug

$1,437 SGD for 5 nights

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

22–27 Aug

Book early to save

Superhost

Home in Kissimmee

Magic Palms Villa

6 bedrooms, 9 beds

11–16 Jul

$1,520 SGD for 5 nights

New place to stay

Superhost

Townhouse in Kissimmee

4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!

4 bedrooms, 5 beds

9–14 Aug

$1,261 SGD for 5 nights

New place to stay

Superhost

Townhouse in Kissimmee

5BR Waterfront Townhome w/ Pool Near Bronson Club

5 bedrooms, 6 beds

30 Jul – 4 Aug

$1,468 SGD for 5 nights

New place to stay

Guest favourite

Home in Clermont

2026 NEW Themed 05 Bedrooms At Windsor Cay

5 bedrooms, 8 beds

7–12 Feb

Book early to save

5.0 out of 5 average rating, 6 reviews

Home in Kissimmee

Modern Disney Villa • 7BR • Private Pool

7 bedrooms, 9 beds

11–16 Jul

$2,715 SGD for 5 nights

New place to stay

Superhost

Home in Four Corners

10 BD/ 8 BA/ Windsor Cay (1017 BP)

10 bedrooms, 15 beds

16–21 Aug

$2,916 SGD for 5 nights

Superhost

Home in Kissimmee

7 Bd/5.5Ba Sleeps 16! Windsor at Westside (2100RD)

7 bedrooms, 9 beds

19–24 Jul

Home in Kissimmee

Magical Villa with Themed Bedrooms at Reunion

6 bedrooms, 10 beds

27 Jul – 1 Aug

New home discount

New place to stay

Top guest favourite

Home in Kissimmee

Reunion Resort-Disney area-Pool-BBQ-Family Room

5 bedrooms, 9 beds

19–24 Jul

$2,611 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

Home in Kissimmee

6BR Disney Retreat | Pool | Emerald Island

6 bedrooms, 8 beds

14–19 Sept

$1,721 SGD for 5 nights

New place to stay

Superhost

Home in Clermont

10 BD/ 8 BA/ Windsor Cay (1018 CR)

10 bedrooms, 18 beds

27 Oct – 1 Nov

$3,172 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Home in Kissimmee

Ever After Estate, 12 minutes from Disney, Reunion

9 bedrooms, 13 beds

8–13 Aug

New home discount

New place to stay

Superhost

Home in Kissimmee

6BR Disney Escape Pool, SPA, Gaming Room and fun

6 bedrooms, 7 beds

19–24 Jul

New place to stay