Vacation Rentals By Owner In Kissimmee, FL

Showing 16000 Of 17912 Vacation Rentals

$412.88

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #81943

Orlando, Florida, United States

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Bath

Sleeps

$446.91

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #81941

Orlando, Florida, United States

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Bath

Sleeps

$344.4

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #81937

Orlando, Florida, United States

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Bath

Sleeps

$359.98

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #81935

Orlando, Florida, United States

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Bath

Sleeps

$581.54

/ Nightly

Villa

Last Minute Disney Getaway! Villa with Private Pool & Hot Tub. Book Now! #81933

Orlando, Florida, United States

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Bath

Sleeps

$496.23

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #81931

Orlando, Florida, United States

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Bath

Sleeps

$341.14

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #81947

Orlando, Florida, United States

Bed

Bath

Sleeps

$466.36

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #81911

Orlando, Florida, United States

Bed

Bath

Sleeps

$359.98

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #81909

Orlando, Florida, United States

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Bath

Sleeps

$333.14

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #81907

Orlando, Florida, United States

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Bath

Sleeps

Exceptional(2)

$435.4

/ Nightly

Private Vacation Home

Upstay Villa Sleeps 26 - Theater, Arcade, Pool

Kissimmee, Florida, United States

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Bath

Sleeps

$302.19

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #95041

Orlando, Florida, United States

Bed

Bath

Sleeps

$340.34

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #81939

Orlando, Florida, United States

Bed

Bath

Sleeps

Exceptional(4)

$325.99

/ Nightly

Apartment

Luxury Penthouse, 10 minutes from Disney

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$410.06

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #110351

Orlando, Florida, United States

Bed

Bath

Sleeps

$357.11

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Private Pool & Themed Bedrooms. Book Now! #106859

Orlando, Florida, United States

Bed

Bath

Sleeps

$346.69

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Townhouse with Private Pool. Book Now! #98615

Orlando, Florida, United States

Bed

Bath

Sleeps

Exceptional(3)

$3222.86

/ Nightly

Private Vacation Home

Legends Palazzo: Theater, Arcade, Private Pool, Free Water Park, Golf View

Kissimmee, Florida, United States

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Bath

Sleeps

Exceptional(1)

$260.22

/ Nightly

Private Vacation Home

Florida HappyNest Secluded Luxury Guesthouse

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$339.86

/ Nightly

Private Vacation Home

Last Minute Disney Getaway! Townhouse with Private Pool. Book Now! #104039

Orlando, Florida, United States

Bed

Bath

Sleeps

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Cottage

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Most popular vacation rentals in Kissimmee

$882.27

/ Nightly

Villa

10Br Spacious Villa With Private Oversized Pool, Close To Disney

Davenport, Florida, United States

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Bath

Sleeps

$869.11

/ Nightly

Private vacation home

Encore Luxe 9 BR, Home Theater, Private Pool & Spa

Four Corners, Florida, United States

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Bath

Sleeps

$876.91

/ Nightly

Private vacation home

Game Room | Lake View | Private Pool | Disney 2576

Kissimmee, Florida, United States

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Bath

Sleeps

$877.04

/ Nightly

Private vacation home

Inviting Home near Disney: Private Pool & Waterpark & Resort Access - 7498MR

Reunion, Florida, United States

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Bath

Sleeps

$879.88

/ Nightly

Private vacation home

Luxury Lake view 9bd Home Near Disney Sleeps 20

Kissimmee, Florida, United States

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Bath

Sleeps

$881.15

/ Nightly

Private vacation home

Luxury Family Villa Experience

Kissimmee, Florida, United States

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Bath

Sleeps

$881.86

/ Nightly

Private vacation home

12 bedroom luxury home_ Kissimmee, close to Orlando, heated pool

Kissimmee, Florida, United States

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Bath

Sleeps

$887.88

/ Nightly

Private vacation home

15 BD/15.5 BA/ Veranda Palms (2501 SD)

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$894.68

/ Nightly

Villa

VRBO TOP 1% PROPERTY — Lakefront 9BR Resort • 6 King Suites • 2 Mi to Disney

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$894.60

/ Nightly

Private vacation home

BRAND NEW! Lakefront 9BR Pool Hot Tub Outdoor Kitchen BBQ Theater 2 miles Disney

Kissimmee, Florida, United States

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Bath

Sleeps

Vacation Rentals By Owner In Kissimmee, FL

$412.88

$446.91

$344.4

$359.98

$581.54

$496.23

$341.14

$466.36

$359.98

$333.14

$435.4

$302.19

$340.34

$325.99

$410.06

$357.11

$346.69

$3222.86

$260.22

$339.86

Rent a place that suits your needs

Most popular vacation rentals in Kissimmee

$882.27

$869.11

$876.91

$877.04

$879.88

$881.15

$881.86

$887.88

$894.68

$894.60

Most Popular Cities in Florida