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.

While you're here, check out our guide to
Expand your search for Florida vacation rentals to include Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Sanibel Island rentals on the Gulf Coast, or Orlando vacation home rentals near Disney.

While you're here, check out HomeAway's guide to Kissimmee.

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Kissimmee Area: Vacation Rentals, Villa Rentals, Disney Area Rentals(2,341)

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5 Bedrooms,
  • 5 Bathrooms
  • , 1 Half Bath
  • , Sleeps 10

    $495 - $650 night
    $3,465 - $4,550 week
    $13,860 - $18,200 month
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    8 Bedrooms,
  • 9 Bathrooms
  • , 2 Half Baths
  • , Sleeps 22

    $929 - $1,214 night
    $6,500 - $8,500 week
    $26,000 - $34,000 month
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    6 Bedrooms,
  • 6 Bathrooms
  • , 1 Half Bath
  • , Sleeps 12

    $500 - $650 night
    $3,500 - $4,550 week
    $14,000 - $18,200 month
    • Viewed
    7 Bedrooms,
  • 8 Bathrooms
  • , Sleeps 16

    $690 - $790 night
    $4,830 - $5,530 week
    $19,320 - $22,120 month
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    6 Bedrooms,
  • 5 Bathrooms
  • , 1 Half Bath
  • , Sleeps 12

    $500 - $650 night
    $3,500 - $4,550 week
    $14,000 - $18,200 month
    • Viewed
    5 Bedrooms,
  • 5 Bathrooms
  • , Sleeps 10

    $500 - $600 night
    $3,500 - $4,200 week
    $14,000 - $16,800 month
    • Viewed
    5 Bedrooms,
  • 5 Bathrooms
  • , Sleeps 10

    $450 - $650 night
    $3,150 - $4,550 week
    $12,600 - $18,200 month
    • Viewed
    5 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
  • , Sleeps 10

    $450 - $550 night
    $3,150 - $3,850 week
    $12,600 - $15,400 month
    • Viewed
    5 Bedrooms,
  • 5 Bathrooms
  • , Sleeps 10

    $279 - $400 night
    $1,950 - $2,800 week
    $7,800 - $11,200 month
    • Viewed
    6 Bedrooms,
  • 6 Bathrooms
  • , Sleeps 12

    $525 - $650 night
    $3,675 - $4,550 week
    $14,700 - $18,200 month
    • Viewed
    5 Bedrooms,
  • 5 Bathrooms
  • , Sleeps 12

    $160 - $260 night
     
    Accepts HomeAway Payments℠
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    • Viewed
    5 Bedrooms,
  • 5 Bathrooms
  • , 1 Half Bath
  • , Sleeps 10

    $457 - $493 night
    $3,200 - $4,250 week
    $12,800 - $13,800 month
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    5 Bedrooms,
  • 6 Bathrooms
  • , 1 Half Bath
  • , Sleeps 10

    $560 - $655 night
    $3,920 - $4,585 week
    $15,680 - $18,340 month
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    4 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 10

    $135 - $200 night
    $945 - $1,400 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    4 Bedrooms,
  • 3 Bathrooms
  • , Sleeps 10

    $128 - $251 night
    $851 - $1,669 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    6 Bedrooms,
  • 6 Bathrooms
  • , 1 Half Bath
  • , Sleeps 14

    $229 - $249 night
    $1,295 - $2,095 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 8

    $89 - $145 night
    $553 - $1,015 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    5 Bedrooms,
  • 5 Bathrooms
  • , Sleeps 10

    $400 - $600 night
    $2,800 - $4,200 week
    $11,200 - $16,800 month
    • Viewed
    5 Bedrooms,
  • 5 Bathrooms
  • , 1 Half Bath
  • , Sleeps 10

    $300 - $550 night
    $2,100 - $3,850 week
    $8,400 - $15,400 month
    • Viewed
    5 Bedrooms,
  • 4 Bathrooms
  • , Sleeps 14

    $200 - $300 night
    $1,200 - $2,000 week
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , 1 Half Bath
  • , Sleeps 8

    $85 - $100 night
    $560 - $700 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    8 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
  • , Sleeps 19

    $159 - $355 night
    $999 - $2,499 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    3 Bedrooms,
  • 3 Bathrooms
  • , Sleeps 6

    $99 - $165 night
    $693 - $1,155 week
     
    Accepts HomeAway Payments℠
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    • Viewed
    5 Bedrooms,
  • 3 Bathrooms
  • , Sleeps 12

    $105 - $179 night
    $699 - $1,099 week
    $2,499 - $3,499 month
     
    Accepts HomeAway Payments℠
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    • Viewed
    6 Bedrooms,
  • 4 Bathrooms
  • , Sleeps 12

    $259 - $399 night
     
    Accepts HomeAway Payments℠
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    • Viewed
    5 Bedrooms,
  • 5 Bathrooms
  • , Sleeps 10

    $165 - $275 night
    $1,155 - $1,925 week
     
    Accepts HomeAway Payments℠
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    • Viewed
    6 Bedrooms,
  • 5 Bathrooms
  • , 1 Half Bath
  • , Sleeps 14

    $179 - $329 night
    $1,199 - $2,299 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    6 Bedrooms,
  • 7 Bathrooms
  • , 1 Half Bath
  • , Sleeps 12

    $725 - $825 night
    $5,075 - $5,775 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    6 Bedrooms,
  • 4 Bathrooms
  • , Sleeps 14

    $250 - $280 night
    $1,700 - $1,895 week
     
    Accepts HomeAway Payments℠
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