Viewing 40 of 1,302 rentals in Winter Park
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Vacation homes - vacation rentals
505 Vacation rentals
from $142 / night
$1,001 - $5,041 / week
from $2,863 / night
$20,038 / week
from $479 / night
$3,358 - $23,219 / week
from $239 / night
$1,674 - $11,016 / week
from $347 / night
$2,432 - $10,427 / week
from $540 / night
$3,779 - $21,452 / week
from $275 / night
$1,927 - $9,838 / week
from $311 / night
$2,179 - $7,565 / week
from $184 / night
$1,145 / week
from $419 / night
$2,937 - $13,709 / week
from $311 / night
$2,179 - $12,278 / week
from $479 / night
$3,358 - $13,878 / 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 $373 / night
$2,399 / week
from $207 / night
$1,443 / week
from $166 / night
$1,169 - $5,041 / week
from $517 / night
$3,615 / week
from $311 / night
$2,179 - $11,521 / week
from $209 / night
$1,459 / week
from $263 / night
$1,843 - $9,249 / week
from $221 / night
$1,547 / week
from $573 / night
$4,008 / week
from $258 / night
$1,804 / week
from $299 / night
$2,096 - $10,090 / week
from $142 / night
$1,001 - $5,546 / week
from $299 / night
$2,096 - $9,670 / week
from $118 / night
$833 - $2,937 / week
from $147 / night
$1,026 / week
from $172 / night
$1,374 / week
from $239 / night
$1,674 - $10,258 / week
from $276 / night
$1,932 / week
from $186 / night
$1,299 / week
from $334 / night
$2,333 / week
from $275 / night
$1,927 - $7,565 / week
from $132 / night
$922 / week
from $149 / night
$1,042 / week
from $142 / night
$1,001 - $5,041 / week