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Kissimmee Holiday Rentals

1039 Kissimmee Holiday Rentals were found matching your criteria.


Featured
$299 - $599 /night
$1699 - $4599 /week
8 Beds 6 Baths Private Pool Villa in Brand New 5 Star Resort

Home: 8 Bedroom, 6 Bathroom, Sleeps 20
Location: Kissimmee, Florida, United States


Featured
$80 - $100 /night
$650 - $850 /week
Beautiful Disney 3 Bedroom Condo Lowest Rates

Condo: 3 Bedroom, 2 Bathroom, Sleeps 7
Location: Kissimmee, Florida, United States


Featured
$86 - $190 /night
$602 - $1330 /week
3 BRs Townhouse at Villas at Seven Dwarfs only 4 miles fr...

  53 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States


Featured
$200 - $350 /night
$1400 - $2450 /week
Newly Furnished Luxury Key West Home- Perfect for Multi F...

  10 reviews   Add to Favorites

Home: 5 Bedroom, 5.5 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States


Featured
$270 - $270 /night
Luxury 3 Bedroom Pool Home

Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States


Featured
$86 - $190 /night
$602 - $1330 /week
3 BRs 2 BAs Townhome at The Villas at Seven Dwarfs (ma)

  35 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States


$160 - $400 /night
$1100 - $2500 /week
Disneyarea/Privateyard/4Ensuite/Bigpool/Game

Home: 7 Bedroom, 5.5 Bathroom, Sleeps 16
Location: Kissimmee, Florida, United States


$140 - $350 /night
$1000 - $2300 /week
Lakefront Star 6 Bedroom Villa Only 3 Mile to Disney

Home: 6 Bedroom, 4 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States


$125 - $135 /night
$900 - $950 /week
Beautiful townhome close to the attractions in Kissimmee

Townhome: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States


$92 - $115 /night
$644 - $805 /week
Disney Vacation Rental-4 Bedroom townhouse, sleeps up to 10

Villa: 4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States


Special Offer
$250 - $349 /night
$1700 - $2400 /week
Windsor Hills Resort 6Br Pool Home 1.5mi to Disney World!

Home: 6 Bedroom, 3.5 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States


$80 - $100 /night
$560 - $700 /week
Springbank Townhouse at Venetian Bay Villages

Townhome: 3 Bedroom, 2.5 Bathroom, Sleeps 7
Location: Kissimmee, Florida, United States



$1875 - $2925 /week
The villa for a luxury holiday. One of the closest to Disney

Villa: 7 Bedroom, 4.5 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States


$70 - $120 /night
$500 - $840 /week
***Best Disney Prices – Free Wi-Fi – Private Pool - Free BBQ

Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States



$2200 - $3355 /week
Luxury of the highest quality. One of the closest to Disney

Villa: 7 Bedroom, 5.5 Bathroom, Sleeps 16
Location: Kissimmee, Florida, United States


$199 - $375 /night
$1393 - $2625 /week
Windsor Hills Reserve Luxury Villa 6Br/4bth 5Min from Disney

Home: 6 Bedroom, 4 Bathroom, Sleeps 16
Location: Kissimmee, Florida, United States


$65 - $175 /night
$455 - $1225 /week
Windsor Hills/Disney 3Br/2Ba Luxury Condo near Disney

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States


$220 - $325 /night
$1540 - $2275 /week
8927 Candy Palm Road

Home: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States


$100 - $1050 /night
$3000 - $5613 /week
Reunion Sensation, 9 Bedrooms, Encore Club, Private Pool,...

  1 reviews   Add to Favorites

Home: 9 Bedroom, 8.5 Bathroom, Sleeps 20
Location: Kissimmee, Florida, United States


$95 - $125 /night
$665 - $875 /week
MK020OR - Nice 2 Bed 2 Bath townHome At Mango Key Near Di...

Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States


$95 - $170 /night
$665 - $1190 /week
Sandra's Windsor Palms Villa

Villa: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States


$390 - $515 /night
$2730 - $3605 /week
4706 Sleepy Hollow Drive

Home: 7 Bedroom, 5 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States


$105 - $165 /night
$735 - $1155 /week
VM - 5033

Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States


$255 - $445 /night
$1785 - $3115 /week
VM - 6004

Villa: 7 Bedroom, 5 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States


$86 - $190 /night
$602 - $1330 /week
3 Bedrooms Townhouse at The Villas at Seven Dwarfs (aw)

  45 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States


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