Home Vacation Rentals By Owner In Kissimmee, FL

Showing 500 Of 15639 Vacation Rentals
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Exceptional(68)

$179.55

/ Nightly
Villa

Ex Show Home Villa, facing lake, private pool, games room & free wi-fi

Kissimmee, Florida, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(136)

$268.64

/ Nightly
Private Vacation Home

Newly renovated Private Sunny Pool Villa, 300 Ft Frm Theatre Clubhouse

Kissimmee, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(9)

$294.21

/ Nightly
Private Vacation Home

Cozy 4BR Regal Oaks close to Disney

Kissimmee, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 11

Sleeps
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Exceptional(155)

$259.61

/ Nightly
Villa

Fabulous Vacation Villa with Pool and Spa, minutes from Disney World!!!

Kissimmee, Florida, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(38)

$860.59

/ Nightly
Private Vacation Home

Feature-Rich Home Near Disney w Treehouse & Superhero BRs, Theater, Arcade, & Ga

Kissimmee, Florida, United States

Bed 9

Bed

Bath 6

Bath

Sleep 20

Sleeps
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Exceptional(56)

$852.98

/ Nightly
Private Vacation Home

Stellar Home w/ Space & Toy Themed BRs, Theater, Arcade & Pool - Near Top Parks

Kissimmee, Florida, United States

Bed 9

Bed

Bath 6

Bath

Sleep 20

Sleeps
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Exceptional(48)

$762.69

/ Nightly
Private Vacation Home

Stylish Home w Fashionista & Superhero BRs, Theater, Arcade, Pool - Near Disney

Kissimmee, Florida, United States

Bed 8

Bed

Bath 6

Bath

Sleep 18

Sleeps
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Exceptional(45)

$820.09

/ Nightly
Private Vacation Home

Feature-Rich Home w Superhero & Princess BRs, Theater, Arcade & Spa Pool, Mins t

Kissimmee, Florida, United States

Bed 9

Bed

Bath 6

Bath

Sleep 20

Sleeps
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Exceptional(1)

$233.95

/ Nightly
Condo

Storey Lake Resort 2 Bedroom Condo with Private Balcony

Kissimmee, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(10)

$256.83

/ Nightly
Villa

463 -4 bedroom villa with south facing private pool & Spa

Kissimmee, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(78)

$194.29

/ Nightly
Condo

2BR+Loft w/Foosball, 1503ft², 5 Pools/Slide, Family Resort near Disney!

Kissimmee, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(59)

$220.49

/ Nightly
Private Vacation Home

Cozy Coral Cay Resort Condo, 4BR/3BA, 5-mile to Disney, free Wifi, free cable

Kissimmee, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$535.2

/ Nightly
Private Vacation Home

8 Bedrooms/ 5 Bathrooms/ Storey Lake (2770 OW)

Kissimmee, Florida, United States

Bed 8

Bed

Bath 5

Bath

Sleep 24

Sleeps
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Exceptional(73)

$471.6

/ Nightly
Private Vacation Home

9Br/6Ba lake view Pool House from 300/nt, Close To Disney

Kissimmee, Florida, United States

Bed 9

Bed

Bath 6

Bath

Sleep 18

Sleeps
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Exceptional(22)

$318.39

/ Nightly
Private Vacation Home

Affordable & Spacious 5BR 3BA Home w/ private pool, fenced backyard for privacy

Kissimmee, Florida, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$332.93

/ Nightly
Private Vacation Home

Casa Lita | 5 En-Suites

Kissimmee, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(1)

$275.4

/ Nightly
Private Vacation Home

Modern Family Retreat w/ Pool Near Disney

Kissimmee, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(50)

$349.23

/ Nightly
Private Vacation Home

Cost-Effectiven 8BR/5BA pool home! Near Disney,SeaWorld and Convention Ctr

Kissimmee, Florida, United States

Bed 8

Bed

Bath 5

Bath

Sleep 18

Sleeps
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$584.93

/ Nightly
Private Vacation Home

9 Bedrooms/ 6.5 Bathrooms/ Solara Resort (2342 CS)

Kissimmee, Florida, United States

Bed 9

Bed

Bath 6

Bath

Sleep 21

Sleeps
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Exceptional(41)

$229.44

/ Nightly
Private Vacation Home

Disney 5 mins - Fabulous 4 bed 3 bath pool hot tub, conservation view from pool.

Kissimmee, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Villa

Villa

View 1730 Villa

Home Most popular vacation rentals in Kissimmee

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Exceptional(41)

$991.95

/ Nightly
Villa

Beautiful 15 BR 15.5 BA, Sleeps37, 20ft Video Wall

Kissimmee, Florida, United States

Bed 15

Bed

Bath 15

Bath

Sleep 37

Sleeps
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Exceptional(41)

$1045.64

/ Nightly
Villa

VR STAR WARS Arcade Villa Only 3 Miles 2 Disney

Kissimmee, Florida, United States

Bed 6

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(41)

$1039.45

/ Nightly
Private vacation home

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

Kissimmee, Florida, United States

Bed 15

Bed

Bath 16

Bath

Sleep 40

Sleeps
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Exceptional(41)

$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 8

Bed

Bath 6

Bath

Sleep 18

Sleeps
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Exceptional(41)

$1008.20

/ Nightly
Private vacation home

Gorgeous 13BR Encore Resort Next to Disney - 348

Kissimmee, Florida, United States

Bed 12

Bed

Bath 11

Bath

Sleep 16

Sleeps
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Exceptional(41)

$1004.87

/ Nightly
Villa

Stunning 12bdr/11.5bath Villa, Theater,Private heated Pool/Spa,15 Mins to Disney

Kissimmee, Florida, United States

Bed 12

Bed

Bath 11

Bath

Sleep 27

Sleeps
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Exceptional(41)

$1004.06

/ Nightly
Private vacation home

15 Bedrooms / 16.5 Bathrooms / Sonoma (4011SB)

Kissimmee, Florida, United States

Bed 15

Bed

Bath 16

Bath

Sleep 42

Sleeps
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Exceptional(41)

$1000.23

/ Nightly
Private vacation home

Lakefront Villa, 5 mins to Disney with Theater, Game Room and amazing pool deck

Kissimmee, Florida, United States

Bed 7

Bed

Bath 7

Bath

Sleep 18

Sleeps
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Exceptional(41)

$994.71

/ Nightly
Villa

Villa with Private Pool - Home Gym & Theatre

Kissimmee, Florida, United States

Bed 13

Bed

Bath 12

Bath

Sleep 26

Sleeps
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Exceptional(41)

$941.68

/ Nightly
Villa

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

Kissimmee, Florida, United States

Bed 9

Bed

Bath 7

Bath

Sleep 18

Sleeps

Most Popular Cities in Florida