Viewing 40 of 42 houses in Winter Park
Tell us your dates, and we will find the most accurate rates and availability for you
Updating
Vacation homes - vacation rentals
4 Vacation rentals
from $347 / night
$2,432 - $10,427 / week
from $419 / night
$2,937 - $13,709 / week
from $573 / night
$4,008 / week
from $960 / night
$6,724 - $20,189 / week
Great rentals within 20 miles that match your search
from $132 / night
$922 / week
from $1,373 / night
$9,610 / week
from $413 / night
$2,886 / week
from $205 / night
$1,431 / week
from $224 / night
$1,374 - $1,661 / week
from $205 / night
$1,432 / week
from $344 / night
$2,044 / week
from $916 / night
$6,412 / week
from $313 / night
$1,100 - $6,874 / week
from $745 / night
$4,580 / week
from $195 / night
$1,260 / week
from $236 / night
$1,651 / week
from $177 / night
$1,235 / week
from $687 / night
$4,809 / week
from $259 / night
$1,812 / week
from $295 / night
$2,060 / week
from $250 / night
$1,748 / week
from $369 / night
$2,581 / week
from $401 / night
$2,806 / week
from $280 / night
$1,956 / week
from $252 / night
$1,603 / week
from $384 / night
$2,685 - $4,120 / week
from $213 / night
$1,475 - $2,677 / week
from $381 / night
$2,268 - $6,819 / week
from $340 / night
$2,026 - $5,932 / week
from $196 / night
$1,166 - $2,576 / week
from $261 / night
$1,558 - $4,375 / week
from $359 / night
$2,516 - $8,744 / week
from $261 / night
$1,558 - $3,671 / week
from $249 / night
$1,480 - $3,514 / week
from $288 / night
$1,714 - $5,236 / week
from $359 / night
$2,516 - $9,838 / week
from $455 / night
$3,189 - $11,521 / week
from $383 / night
$2,684 - $8,155 / week
from $468 / night
$3,274 - $15,393 / week