Viewing 40 of 73 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
73 Vacation rentals
Great rentals within 20 miles that match your search
from $171 / night
$1,088 - $1,489 / week
Great rentals within 20 miles that match your search
from $146 / night
$1,018 - $1,114 / week
Great rentals within 20 miles that match your search
from $336 / night
$2,349 / week
Great rentals within 20 miles that match your search
from $258 / night
$1,603 / week
Great rentals within 20 miles that match your search
from $228 / night
$1,603 / week
Great rentals within 20 miles that match your search
from $343 / night
$2,393 / week
Great rentals within 20 miles that match your search
from $178 / night
$1,042 / week
Great rentals within 20 miles that match your search
from $114 / night
$794 / week
Great rentals within 20 miles that match your search
from $113 / night
$1,313 / week
Great rentals within 20 miles that match your search
from $246 / night
$1,718 / week
Great rentals within 20 miles that match your search
from $227 / night
$1,587 / week
Great rentals within 20 miles that match your search
from $252 / night
$1,764 / week
Great rentals within 20 miles that match your search
from $229 / night
$1,603 / week
Great rentals within 20 miles that match your search
from $224 / night
$1,563 / week
Great rentals within 20 miles that match your search
from $98 / night
$682 / week
Great rentals within 20 miles that match your search
from $409 / night
$2,857 / week
Great rentals within 20 miles that match your search
from $138 / night
$859 / week
Great rentals within 20 miles that match your search
from $161 / night
$1,123 / week
Great rentals within 20 miles that match your search
from $205 / night
$1,432 - $1,890 / week
Great rentals within 20 miles that match your search
from $102 / night
$722 / week
Great rentals within 20 miles that match your search
from $109 / night
$796 / week
Great rentals within 20 miles that match your search
from $207 / night
$1,374 - $2,977 / week
Great rentals within 20 miles that match your search
from $252 / night
$1,764 / week
Great rentals within 20 miles that match your search
from $229 / night
$1,603 / week
Great rentals within 20 miles that match your search
from $212 / night
$1,483 - $2,124 / week
Great rentals within 20 miles that match your search
from $107 / night
$714 - $1,284 / week
Great rentals within 20 miles that match your search
from $342 / night
$2,653 / week
Great rentals within 20 miles that match your search
from $126 / night
$882 / week
Great rentals within 20 miles that match your search
from $229 / night
$1,603 / week
Great rentals within 20 miles that match your search
Vacation home with indoor pool in Emerald Island
Emerald Island house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
from $172 / night
$1,203 - $1,443 / week
Great rentals within 20 miles that match your search
from $148 / night
$1,031 - $1,563 / week
Great rentals within 20 miles that match your search
from $201 / night
$1,403 / week
Great rentals within 20 miles that match your search
from $306 / night
$2,140 / week
Great rentals within 20 miles that match your search
from $178 / night
$1,243 / week
Great rentals within 20 miles that match your search
from $172 / night
$899 - $1,198 / week
Great rentals within 20 miles that match your search
from $1,985 / night
$14,095 / week
Great rentals within 20 miles that match your search
from $228 / night
$1,595 / week
Great rentals within 20 miles that match your search
from $163 / night
$1,571 / week
Great rentals within 20 miles that match your search
from $161 / night
$1,123 / week
Great rentals within 20 miles that match your search
from $192 / night
$1,144 - $1,842 / week