Home Vacation Rentals By Owner In Kissimmee, FL

Showing 15480 Of 15535 Vacation Rentals
Slider Thumb

$423.39

/ Nightly
Private Vacation Home

Screened Pool + Hot Tub + Game Room | Gated Resort Near Parks | Palm & Play

Kissimmee, Florida, United States

Bed 6

Bed

Bath 5

Bath

Sleep 14

Sleeps
Slider Thumb

$207.6

/ Nightly
Private Vacation Home

Resort Style 3/2 Condo :) minutes from Disney!

Kissimmee, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

$330.34

/ Nightly
Villa

Modern 5BR Home Near Disney with Private Pool

Kissimmee, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(12)

$388.48

/ Nightly
Villa

Family Friendly Luxury Themed Villa: Pool, Scavenger Hunt, & Arcade!

Kissimmee, Florida, United States

Bed 6

Bed

Bath 4

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(89)

$142.34

/ Nightly
Villa

Lake view Villa with Private Pool (can be heated if requested)

Kissimmee, Florida, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb

$302.1

/ Nightly
Private Vacation Home

Fantasy Escape: Pool + Game Room + Themed Rooms

Kissimmee, Florida, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb

$459.1

/ Nightly
Villa

✦ Affordable Villa ✦ w/ Private Pool & Nearby Disney✦

Kissimmee, Florida, United States

Bed 7

Bed

Bath 5

Bath

Sleep 16

Sleeps
Slider Thumb

$383.5

/ Nightly
Apart-hotel

Celebration Suites - 2 Miles from Disney - For 6

Kissimmee, Florida, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb

$538.72

/ Nightly
Private Vacation Home

Soak Up the Sun! Luxury 8BR Villa & South Pool

Kissimmee, Florida, United States

Bed 8

Bed

Bath 6

Bath

Sleep 16

Sleeps
Slider Thumb
Exceptional(9)

$367.5

/ Nightly
Private Vacation Home

Cozy 3-bedroom amenity filled villa in Magic village resorts, 5 min from Disney.

Kissimmee, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb

$189.58

/ Nightly
Private Vacation Home

Charming Disney Family Retreat - 3-bedroom townhome

Kissimmee, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(2)

$213.51

/ Nightly
Apartment

Luxury 2-BR Grand Villa near Disney! Perfect for families & sleeps up 8 guests!

Kissimmee, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
No Image

$249.68

/ Nightly
Private Vacation Home

3Bed/2Bath Lakeside Tranquility

Kissimmee, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

$278.69

/ Nightly
Private Vacation Home

SUPER Cozy Townhome w/ Themed Rooms | Near Disney (3252)

Kissimmee, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb

$305.67

/ Nightly
Private Vacation Home

4Bed/3Bath Perfect Location, Perfect Home

Kissimmee, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb

$187.5

/ Nightly
Condo

Windsor Palms Resort 3 Bedroom Condo with Resort Amenities

Kissimmee, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

$271.77

/ Nightly
Private Vacation Home

5BR Disney Escape with Pool and Game Room

Kissimmee, Florida, United States

Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps
Slider Thumb

$369.17

/ Nightly
Private Vacation Home

Chatham Park Private Pool Retreat

Kissimmee, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(3)

$357.21

/ Nightly
Villa

Relaxing Resort 2BR Villa 5-10 Minutes From Disney Christmas Special - Fits 8!

Kissimmee, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb

$421.55

/ Nightly
Private Vacation Home

5Bed/4Bath Luxurious Privacy

Kissimmee, Florida, United States

Bed 5

Bed

Bath 2

Bath

Sleep 10

Sleeps
map-loader

Home Rent a place that suits your needs

Condo

Condo

View 1508 Condo
Cottage

Cottage

View 177 Cottage
Hotel resort

Hotel resort

View 360 Hotel resort
Private vacation home

Private vacation home

View 8293 Private vacation home
Villa

Villa

View 1730 Villa

Home Most popular vacation rentals in Kissimmee

Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$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
Slider Thumb

$994.71

/ Nightly
Villa

Villa with Private Pool - Home Gym & Theatre

Kissimmee, Florida, United States

Bed 13

Bed

Bath 12

Bath

Sleep 26

Sleeps
Slider Thumb

$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