Viewing 40 of 7,306 rentals in Winter Park
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Vacation homes - vacation rentals
93 Vacation rentals
from $184 / night
$1,283 / week
from $331 / night
$2,317 / week
from $229 / night
$1,603 / week
from $310 / night
$2,170 / week
from $90 / night
$630 / week
from $124 / night
$868 / week
from $320 / night
$2,240 / week
from $130 / night
$910 / week
from $150 / night
$1,050 / week
from $60 / night
$420 / week
from $229 / night
$1,603 / week
from $272 / night
$1,904 / week
from $150 / night
$1,050 / week
from $243 / night
$1,701 / week
from $144 / night
$1,008 / week
from $186 / night
$1,302 / week
from $366 / night
$2,562 / week
from $277 / night
$1,939 / week
from $160 / night
$1,120 / week
from $120 / night
$840 / week
from $168 / night
$1,176 / week
from $228 / night
$1,596 / week
from $195 / night
$1,365 / week
from $77 / night
$539 / week
from $172 / night
$1,204 / week
from $90 / night
$630 / week
from $176 / night
$1,232 / week
from $190 / night
$1,330 / week
from $116 / night
$812 / week
from $194 / night
$1,358 / week
from $120 / night
$840 / week
from $93 / night
$651 / week
from $115 / night
$805 / week
from $95 / night
$665 / week
from $325 / night
$2,275 / week
from $135 / night
$945 / week
from $276 / night
$1,932 / week
from $115 / night
$805 / week