Viewing 40 of 1,026 condos in Winter Park
Tell us your dates, and we will find the most accurate rates and availability for you
Updating
Vacation homes - vacation rentals
644 Vacation rentals
from $304 / night
$2,124 / week
from $287 / night
$1,718 / week
from $142 / night
$1,001 - $5,041 / week
from $144 / night
$1,002 / week
from $239 / night
$1,674 - $11,016 / week
from $190 / night
$1,338 - $8,323 / week
from $281 / night
$1,964 / week
from $155 / night
$1,086 - $5,041 / week
from $179 / night
$1,254 - $5,967 / week
from $184 / night
$1,145 / week
from $166 / night
$1,169 - $5,714 / week
from $203 / night
$1,422 - $12,026 / week
from $117 / night
$818 / week
from $179 / night
$1,254 - $5,714 / week
from $215 / night
$1,506 - $6,051 / week
from $372 / night
$2,399 / week
from $166 / night
$1,169 - $5,041 / week
from $517 / night
$3,615 / week
from $209 / night
$1,459 / week
from $221 / night
$1,547 / week
from $359 / night
$2,516 - $7,314 / week
from $142 / night
$1,001 - $5,546 / week
from $224 / night
$1,563 / week
from $227 / night
$1,591 - $5,546 / week
from $155 / night
$1,086 - $6,219 / week
from $118 / night
$833 - $2,937 / week
from $147 / night
$1,026 / week
from $239 / night
$1,674 - $9,670 / week
from $186 / night
$1,299 / week
from $334 / night
$2,333 / week
from $215 / night
$1,506 - $7,060 / week
from $132 / night
$922 / week
from $149 / night
$1,042 / week
from $142 / night
$1,001 - $5,041 / week
from $250 / night
$1,748 / week
from $147 / night
$1,026 / week
from $179 / night
$1,251 / week
from $134 / night
$938 / week
from $149 / night
$1,042 / week