Viewing 40 of 2,301 rentals in Winter Park
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Vacation homes - vacation rentals
1,114 Vacation rentals
from $2,863 / night
$20,038 / week
from $239 / night
$1,674 - $11,016 / week
from $190 / night
$1,338 - $8,323 / week
from $407 / night
$2,853 - $12,363 / week
from $347 / night
$2,432 - $10,427 / week
from $275 / night
$1,927 - $9,838 / week
from $179 / night
$1,254 - $5,967 / 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 $117 / night
$818 / week
from $179 / night
$1,254 - $5,714 / week
from $179 / night
$1,254 - $6,051 / week
from $372 / night
$2,399 / week
from $206 / night
$1,443 / week
from $94 / night
$665 - $3,189 / week
from $166 / night
$1,169 - $5,041 / week
from $517 / night
$3,615 / week
from $172 / night
$1,145 / week
from $227 / night
$1,591 - $5,714 / week
from $275 / night
$1,927 - $10,007 / week
from $209 / night
$1,459 / week
from $263 / night
$1,843 - $9,249 / week
from $221 / night
$1,547 / week
from $359 / night
$2,516 - $7,314 / week
from $573 / night
$4,008 / week
from $258 / night
$1,804 / week
from $287 / night
$2,011 - $10,007 / week
from $155 / night
$1,086 - $6,051 / week
from $142 / night
$1,001 - $5,546 / week
from $224 / night
$1,563 / week
from $155 / night
$1,086 - $6,219 / 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 - $9,670 / week
from $276 / night
$1,932 / week
from $186 / night
$1,299 / week