Viewing 40 of 483 rentals in Winter Park
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Vacation homes - vacation rentals
353 Vacation rentals
from $287 / night
$1,718 / week
from $190 / night
$1,338 - $8,323 / week
from $166 / night
$1,169 - $5,714 / week
from $94 / night
$665 - $3,189 / week
from $166 / night
$1,169 - $5,041 / week
from $359 / night
$2,516 - $7,314 / week
from $227 / night
$1,591 - $5,546 / week
from $239 / night
$1,674 - $10,258 / week
from $275 / night
$1,927 - $7,565 / week
from $190 / night
$1,338 - $6,304 / week
from $155 / night
$1,086 - $6,304 / week
from $142 / night
$1,001 - $5,041 / week
from $359 / night
$2,516 - $12,615 / week
from $476 / night
$3,327 / week
from $113 / night
$791 / week
from $135 / night
$945 / week
from $104 / night
$728 / week
from $181 / night
$1,267 / week
from $955 / night
$6,685 / week
from $122 / night
$854 / week
from $122 / night
$854 / week
from $2,000 / night
$14,000 / week
from $164 / night
$1,148 / week
from $305 / night
$2,135 / week
from $163 / night
$1,141 / week
from $98 / night
$686 / week
from $260 / night
$1,820 / week
from $335 / night
$2,345 / week
from $148 / night
$1,036 / week
from $300 / night
$2,100 / week
from $221 / night
$1,547 / week
from $230 / night
$1,610 / week
from $399 / night
$2,793 / week
from $174 / night
$1,218 / week
from $728 / night
$5,096 / week
from $318 / night
$2,226 / week
from $448 / night
$3,136 / week
from $135 / night
$945 / week
from $117 / night
$819 / week
from $225 / night
$1,575 / week