Vacation Rentals By Owner In Kissimmee, FL

Showing 680 Of 17831 Vacation Rentals

$180.93

/ Nightly

Private Vacation Home

3BR Kissimmee Home Near Disney Springs

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$267.86

/ Nightly

Villa

Emerald Island 7BR Themed Villa w/ Pool, By Disney

Bed

Bath

Sleeps

$461.37

/ Nightly

Private Vacation Home

Solara Resort Villa-9BR | Pool & Spa | Near Disney

Kissimmee, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$201.41

/ Nightly

Private Vacation Home

Allure | Sleeps 8 | 3 BDM | Disney

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$256.53

/ Nightly

Private Vacation Home

Exclusive 6 bedroom family vacation home!

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$552.95

/ Nightly

Private Vacation Home

Paradise Cove Spacious 5BR Home with Private Pool in Kissimmee

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$685.5

/ Nightly

Condo

How About Some Golf 3 BR Condo Sleeps Up to 8!

Osceola County, Florida, United States

Bed

Bath

Sleeps

$258.57

/ Nightly

Private Vacation Home

Disney Inspired 3-bedroom Townhome 15 Minutes from Disney World w/Private Pool

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$186.5

/ Nightly

Private Vacation Home

Spacious 3-Bedroom TH Disney

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$159.82

/ Nightly

Condo

2BR Getaway Steps from Disney

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$256.96

/ Nightly

Private Vacation Home

4BR Modern Disney area Lake Berkley (Guard gated community) Pool Villa

Kissimmee, Florida, United States

Bed

Bath

Sleeps

Exceptional(2)

$234.68

/ Nightly

Private Vacation Home

4 bedroom single story house with south facing pool and spa close to Disney

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$265.08

/ Nightly

Private Vacation Home

Brand New | 6BR Villa Pool & Spa,Loft near Disney 2380

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$394.26

/ Nightly

Private Vacation Home

Spacious 4BD/3BATH Townhome Near Disney with Pool

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$428.6

/ Nightly

Private Vacation Home

Magical Disney Escape - 4 Bedroom / 3 Bathroom with Pool!

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$383.61

/ Nightly

Hotel

Modern Escape | Pool | Free Parking | Near SeaWorld Orlando - 3.6 mi | 3 Units

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$251.08

/ Nightly

Private Vacation Home

Near Disney · Pool + Hot Tub · Free Parking

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$446.14

/ Nightly

Private Vacation Home

Spacious 8BR Disney-Area Home| Pool & Home Theater

Kissimmee, Florida, United States

Bed

Bath

Sleeps

Exceptional(1)

$438.96

/ Nightly

Private Vacation Home

4BR Storey Lake Resort Near Disney Private Pool

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$329.65

/ Nightly

Condo

5BR Reunion Resort condo with elevator and share pools

Kissimmee, Florida, United States

Bed

Bath

Sleeps

Rent a place that suits your needs

Condo

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Cottage

View 177 Cottage

Hotel resort

View 360 Hotel resort

Private vacation home

View 8293 Private vacation home

Villa

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Most popular vacation rentals in Kissimmee

$1079.08

/ Nightly

Private vacation home

Magical Family Vacation Home near Disney World at Storey Lake, Star Wars Gameroo

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$1020.87

/ Nightly

Private vacation home

Stunning Themed Encore Reunion 8 bedroom 10 Min to Disney Sleeps 18 Private Pool

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$1039.45

/ Nightly

Private vacation home

Majestic, 15BR 15BA,Sleeps40,Theater/Extra Parking

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$1045.64

/ Nightly

Villa

VR STAR WARS Arcade Villa Only 3 Miles 2 Disney

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$1072.73

/ Nightly

Private vacation home

Immersive 15 Bedrooms / 16.5 Bathrooms / Sonoma (4071SB)

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$1081.35

/ Nightly

Private vacation home

Club Walt 15 bed/16 bath + pool + hot tub +sleeps 34, Club Walt - Brand new 15 Bed/16 Bath with huge...

Osceola County, Florida, United States

Bed

Bath

Sleeps

$1089.88

/ Nightly

Cottage

Bikini Bay Cottage with Private Pool near Disney and Margaritaville Resort &.

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$1089.88

/ Nightly

Cottage

Brilliant Cottage near Disney with Private Pool & Margaritaville Resort &.

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$1008.20

/ Nightly

Private vacation home

Gorgeous 13BR Encore Resort Next to Disney - 348

Kissimmee, Florida, United States

Bed

Bath

Sleeps

$1079.08

/ Nightly

Private vacation home

Ultimate Family Vacation Home near Walt Disney World in Storey Lake, Pool, Micke

Kissimmee, Florida, United States

Bed

Bath

Sleeps

Vacation Rentals By Owner In Kissimmee, FL

$180.93

$267.86

$461.37

$201.41

$256.53

$552.95

$685.5

$258.57

$186.5

$159.82

$256.96

$234.68

$265.08

$394.26

$428.6

$383.61

$251.08

$446.14

$438.96

$329.65

Rent a place that suits your needs

Most popular vacation rentals in Kissimmee

$1079.08

$1020.87

$1039.45

$1045.64

$1072.73

$1081.35

$1089.88

$1089.88

$1008.20

$1079.08

Most Popular Cities in Florida