Home Vacation Rentals By Owner In Kissimmee, FL

Showing 17700 Of 17831 Vacation Rentals
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Exceptional(3)

$265.24

/ Nightly
Private Vacation Home

Fancy Lakefront 4BR Near Disney w/ themed bedrooms

Kissimmee, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(3)

$286.73

/ Nightly
Condo

Fun Open-Concept 2 Bedroom/2 Bathroom Condo w/Screened Porch. 10 Min from Disney

Kissimmee, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$381.08

/ Nightly
Private Vacation Home

Luxury Disney Escape - Pool, SPA and Games

Kissimmee, Florida, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(37)

$356.43

/ Nightly
Villa

5 Star Villa near Disney at Emerald Island Enclave

Kissimmee, Florida, United States

Bed 6

Bed

Bath 5

Bath

Sleep 12

Sleeps
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$269.8

/ Nightly
Villa

Amazing villa with AC in Kissimmee - 2 bedrooms, WiFi included ,full kitchen

Kissimmee, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(6)

$172.39

/ Nightly
Condo

Family Friendly Vacation Villa Close to Disney

Kissimmee, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(129)

$205.85

/ Nightly
Private Vacation Home

SOUTHFACING Private Pool, Lakeview,4 BR-2 Bath,Ultra Clean Modern,10 min Disney

Kissimmee, Florida, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(134)

$190.58

/ Nightly
Villa

Now taking bookings for 2026 /2027 Book Now to get the best offer prices

Kissimmee, Florida, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(138)

$335.66

/ Nightly
Villa

FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool

Kissimmee, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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$263.36

/ Nightly
Villa

5BR Storey Lake Home, Heated Pool

Kissimmee, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 13

Sleeps
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Exceptional(2)

$223.31

/ Nightly
Condo

Splash Into Magic |Private Waterslides+Backyard |3 Min to Disney

Kissimmee, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$244.66

/ Nightly
Private Vacation Home

Brand New Cozy Retreat at Storey Lake Resort

Kissimmee, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$468.26

/ Nightly
Private Vacation Home

Luxury Disney Escape - Pool, SPA and Games

Kissimmee, Florida, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(1)

$327.23

/ Nightly
Private Vacation Home

Workspace ~ Movie Room~ Luxurious Gem near Disney

Kissimmee, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(6)

$285.59

/ Nightly
Private Vacation Home

AY1696 Solara Resort 4 Beds 4.5 Baths Private Pool & Free Waterpark

Kissimmee, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(4)

$419.75

/ Nightly
Villa

Comfortable Villa w/ Private Pool - Close To Disney

Kissimmee, Florida, United States

Bed 6

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(1)

Select Dates for Price
Apartment

2BR Mickey Magic Condo | Family Stay Near Disney + Pool

Kissimee, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$302.75

/ Nightly
Private Vacation Home

Modern 4bdr Storey Lake w/themed rooms near disney

Kissimmee, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(2)

$280.9

/ Nightly
Private Vacation Home

4243 PA - Storey Lake Escape 4BR Pool Home Near Disney

Kissimmee, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(7)

$148.26

/ Nightly
Villa

Serendipity Florida, Charming Villa with pool & spa -

Kissimmee, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Kissimmee

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Exceptional(7)

$882.27

/ Nightly
Villa

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

Davenport, Florida, United States

Bed 10

Bed

Bath 8

Bath

Sleep 24

Sleeps
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Exceptional(7)

$869.11

/ Nightly
Private vacation home

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

Four Corners, Florida, United States

Bed 9

Bed

Bath 8

Bath

Sleep 18

Sleeps
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Exceptional(7)

$876.91

/ Nightly
Private vacation home

Game Room | Lake View | Private Pool | Disney 2576

Kissimmee, Florida, United States

Bed 10

Bed

Bath 9

Bath

Sleep 20

Sleeps
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Exceptional(7)

$877.04

/ Nightly
Private vacation home

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

Reunion, Florida, United States

Bed 8

Bed

Bath 7

Bath

Sleep 18

Sleeps
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Exceptional(7)

$879.88

/ Nightly
Private vacation home

Luxury Lake view 9bd Home Near Disney Sleeps 20

Kissimmee, Florida, United States

Bed 9

Bed

Bath 8

Bath

Sleep 20

Sleeps
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Exceptional(7)

$881.15

/ Nightly
Private vacation home

Luxury Family Villa Experience

Kissimmee, Florida, United States

Bed 10

Bed

Bath 9

Bath

Sleep 20

Sleeps
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Exceptional(7)

$881.86

/ Nightly
Private vacation home

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

Kissimmee, Florida, United States

Bed 12

Bed

Bath 12

Bath

Sleep 26

Sleeps
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Exceptional(7)

$887.88

/ Nightly
Private vacation home

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

Kissimmee, Florida, United States

Bed 15

Bed

Bath 15

Bath

Sleep 36

Sleeps
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Exceptional(7)

$894.68

/ 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
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Exceptional(7)

$894.60

/ Nightly
Private vacation home

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

Kissimmee, Florida, United States

Bed 9

Bed

Bath 8

Bath

Sleep 18

Sleeps

Most Popular Cities in Florida