A Kissimmee vacation rental makes the perfect home away from home

Kissimmee vacation homes & villas are located just south of Orlando and make a great home base for visiting major theme parks such as Walt Disney World, Universal Studios, Disney-MGM Studios, SeaWorld Orlando, and Disney’s Animal Kingdom. Guests of Kissimmee vacation rentals can also enjoy numerous other theme parks, arcades, and entertainment complexes.

Cultural attractions for guests of Kissimmee villas and vacation rentals include theatre, art, and concerts at the Osceola Center for the Arts and nearby opera, ballet, and symphony performances. Dinner shows in Kissimmee include the Medieval Times Dinner & Tournament, the Arabian Nights Dinner Attraction, and Capone's Dinner & Show.

Guests of Kissimmee vacation rentals can visit a variety of local museums, including the Flying Tigers Warbird Restoration Air Museum and the USSSA Sports Museum and Hall of Fame. Visitors can also learn about life as a Florida Cracker in the late 19th century at the Osceola County Historical Society and Pioneer Museum.

Other attractions for guests of Kissimmee vacation rentals and villas include live rodeo on Friday nights, parasailing, power boating, water skiing, airboating, and spectator sports such as Lacrosse, NCAA soccer, and Houston Astros spring training games. Shoppers will enjoy Kissimmee's historic downtown, as well as the numerous specialty shops, galleries, outlet malls, and regional malls in the area.

With Kissimmee accommodations ranging from luxury villas to condos to family-friendly vacation homes, you’re sure to find the perfect Kissimmee vacation rental for a memorable Orlando area vacation.

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Kissimmee Area: Villas, Houses & More(5,491)

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3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(10)
3 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 16
(37)
3 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(174)
3 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(42)
4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(81)
4 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(64)
6 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 12
(24)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(37)
7 night minimum stay
  • 6 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 14
(29)
5 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
(52)
3 - 4 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(67)
7 - 14 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
(64)
4 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(26)
3 - 10 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
(38)
2 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
(36)
3 - 10 night minimum stay
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  • 3 BA,
  • Sleeps 6
(44)
4 - 5 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
(27)
5 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(62)
1 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(26)
3 - 5 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
(38)
3 - 5 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
(57)
3 - 5 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(18)
3 - 7 night minimum stay
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  • 3 BA,
  • Sleeps 8
(56)
3 - 6 night minimum stay
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  • 2 BA,
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(28)
2 - 6 night minimum stay
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  • 3 BA,
  • Sleeps 10
(57)
3 - 7 night minimum stay
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  • 4 BA,
  • Sleeps 13
(22)
2 - 7 night minimum stay
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
(11)
3 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(55)
4 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
(24)
5 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
(28)
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