Viewing 40 of 1,102 rentals in Winter Park
Tell us your dates, and we will find the most accurate rates and availability for you
Updating
Vacation homes - vacation rentals
48 Vacation rentals
from $115 / night
$802 / week
from $310 / night
$2,170 / week
from $119 / night
$833 / week
from $187 / night
$1,309 / week
from $272 / night
$1,904 / week
from $243 / night
$1,701 / week
from $129 / night
$903 / week
from $160 / night
$1,120 / week
from $120 / night
$840 / week
from $115 / night
$805 / week
from $280 / night
$1,960 / week
from $168 / night
$1,176 / week
from $195 / night
$1,365 / week
from $172 / night
$1,204 / week
from $120 / night
$840 / week
from $115 / night
$805 / week
from $95 / night
$665 / week
from $115 / night
$805 / week
from $140 / night
$980 / week
from $103 / night
$721 / week
from $124 / night
$868 / week
from $125 / night
$875 / week
from $168 / night
$1,176 / week
from $125 / night
$875 / week
from $313 / night
$2,191 / week
from $116 / night
$812 / week
from $156 / night
$1,092 / week
from $127 / night
$889 / week
from $150 / night
$1,050 / week
from $195 / night
$1,365 / week
from $175 / night
$1,225 / week
from $120 / night
$840 / week
from $175 / night
$1,225 / week
from $217 / night
$1,519 / week
from $324 / night
$2,268 / week
from $408 / night
$2,856 / week
from $375 / night
$2,625 / week
from $322 / night
$2,254 / week
from $105 / night
$735 / week
from $138 / night
$966 / week