More Filters

Price per Night Range

$0
$1000+


Accommodations


Interest


Kissimmee Vacation Rentals

882 Kissimmee Vacation Rentals were found matching your criteria.


Featured
$75 - $190 /night
$525 - $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
$160 - $185 /night
$1100 - $1295 /week
Calla Lily Villa

Home: 5 Bedroom, 3 Bathroom, Sleeps 12
Location: Kissimmee, Florida, United States


Featured
$189 - $335 /night
$1323 - $3995 /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
$75 - $190 /night
$525 - $1330 /week
3 BRs Townhouse at Villas at Seven Dwarfs only 4 miles fr...

  59 reviews   Add to Favorites

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


$250 - $375 /night
$1750 - $2625 /week
Brand-New!! 9 bedroom house near Disney in Resort Community!

Home: 9 Bedroom, 5 Bathroom, Sleeps 18
Location: Kissimmee, Florida, United States


$125 - $990 /night
$875 - $6930 /week
Paradise Palms - 3067 Beach Palm Ave.

Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States


$325 - $695 /night
$2275 - $4865 /week
Windsor At Westside - 2120 Rome Drive

Home: 6 Bedroom, 4.5 Bathroom, Sleeps 12
Location: Kissimmee, Florida, United States


$280 - $455 /night
$1960 - $3185 /week
Windsor Hills 7773

Villa: 6 Bedroom, 4 Bathroom, Sleeps 12
Location: Kissimmee, Florida, United States


$200 - $220 /night
$1400 - $1540 /week
950 Lake Berkley Drive Villa #221678

Villa: 5 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States


$199 - $326 /night
$1393 - $3883 /week
Reunion Resort Family Retreat. 1228

Home: 5 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States


$87 - $87 /night
$609 - $609 /week
Star Island 1 Bedroom #233178

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Kissimmee, Florida, United States


$120 - $332 /night
$860 - $1885 /week
**gorgeous 5 BR home 15 mins away from Disney in Storey L...

  6 reviews   Add to Favorites

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


$299 - $538 /night
$2093 - $6413 /week
Brand New 9br Full of Amenities, 8 miles From Disney

Home: 9 Bedroom, 6 Bathroom, Sleeps 18
Location: Kissimmee, Florida, United States


$180 - $1135 /night
$1260 - $7945 /week
Windsor Hills - 2630 Daulby Street

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


$155 - $320 /night
$1085 - $2240 /week
Windsor Palms - 2235 Wyndham Palms Way

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


$195 - $315 /night
$1365 - $2205 /week
5 Bedroom vacation home near Orlando Disney Area!

Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Kissimmee, Florida, United States


$145 - $1220 /night
$1015 - $8540 /week
Paradise Palms - 8951 California Palm

Home: 5 Bedroom, 4 Bathroom, Sleeps 15
Location: Kissimmee, Florida, United States


$155 - $230 /night
$1085 - $1610 /week
Anne's Paradise Palms Townhouse

Home: 5 Bedroom, 4 Bathroom, Sleeps 12
Location: Kissimmee, Florida, United States


$113 - $563 /night
$818 - $3663 /week
Elegant Four Bedroom Town Home

  17 reviews   Add to Favorites

Condo: 4 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States


$270 - $435 /night
$1890 - $3045 /week
Fabulous 8 Bedroom Vacation Home Bella Vida 498MB

Villa: 8 Bedroom, 5 Bathroom, Sleeps 16
Location: Kissimmee, Florida, United States


$215 - $260 /night
$1505 - $1820 /week
2985 Buccaneer Palm Road Villa #221566

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


$125 - $205 /night
$875 - $1435 /week
Fiona's Fortress

Home: 4 Bedroom, 3.5 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States


$224 - $618 /night
$1568 - $4326 /week
Reunion Daisy, 6 Bedrooms, Private Pool, Sleeps 14

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


$152 - $152 /night
$1064 - $1064 /week
Star Island 2 Bedroom

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


$169 - $219 /night
$1183 - $1533 /week
Cumbrian Lakes Villa #86169

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


This map is intended to be used as a reference only.

Central Florida-Orlando-Disney Top Cities

Vacation Rental Deals and Specials