Viewing 40 of 6,183 rentals in Winter Park
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Vacation homes - vacation rentals
45 Vacation rentals
from $115 / night
$802 / week
from $310 / night
$2,170 / week
from $119 / night
$833 / week
from $320 / night
$2,240 / week
from $200 / night
$1,400 / week
from $187 / night
$1,309 / week
from $272 / night
$1,904 / week
from $140 / night
$980 / week
from $366 / night
$2,562 / week
from $243 / night
$1,701 / week
from $140 / night
$980 / week
from $144 / night
$1,008 / week
from $129 / night
$903 / week
from $160 / night
$1,120 / week
from $120 / night
$840 / week
from $280 / night
$1,960 / week
from $168 / night
$1,176 / week
from $228 / night
$1,596 / week
from $172 / night
$1,204 / week
from $116 / night
$812 / week
from $194 / night
$1,358 / week
from $120 / night
$840 / week
from $325 / night
$2,275 / week
from $276 / night
$1,932 / week
from $115 / night
$805 / week
from $275 / night
$1,925 / week
from $115 / night
$805 / week
from $113 / night
$791 / week
from $139 / night
$973 / week
from $125 / night
$875 / week
from $168 / night
$1,176 / week
from $313 / night
$2,191 / week
from $116 / night
$812 / week
from $160 / night
$1,120 / week
from $156 / night
$1,092 / week
from $127 / night
$889 / week
from $173 / night
$1,211 / week
from $217 / night
$1,519 / week
from $105 / night
$735 / week