Viewing 40 of 67 rentals in Winter Park
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Vacation homes - vacation rentals
67 Vacation rentals
Great rentals within 20 miles that match your search
from $115 / night
$802 / week
Great rentals within 20 miles that match your search
from $344 / night
$2,405 - $2,685 / week
Great rentals within 20 miles that match your search
from $109 / night
$762 / week
Great rentals within 20 miles that match your search
from $675 / night
$4,721 / week
Great rentals within 20 miles that match your search
from $287 / night
$2,004 / week
Great rentals within 20 miles that match your search
from $98 / night
$624 / 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 $155 / night
$1,603 - $1,684 / week
Great rentals within 20 miles that match your search
from $195 / night
$1,260 / week
Great rentals within 20 miles that match your search
from $344 / night
$2,405 / week
Great rentals within 20 miles that match your search
from $101 / night
$773 / week
Great rentals within 20 miles that match your search
from $103 / night
$687 / 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 $153 / night
$1,066 / 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
Great rentals within 20 miles that match your search
from $430 / night
$802 - $4,809 / week
Great rentals within 20 miles that match your search
from $184 / night
$1,237 / 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 $114 / night
$794 / week
Great rentals within 20 miles that match your search
Guest house rental in Poinciana with shared pool
Poinciana guest house
- 1 bedroom
- 1 bathroom
- sleeps 2
from $44 / night
$305 / 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 $113 / night
$1,313 / 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
Apartment rental in Celebration with shared pool
Celebration apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
from $149 / night
$745 / week
Great rentals within 20 miles that match your search
Vacation villa with shared pool, golf nearby in Kissimmee
Kissimmee villa
- 2 bedrooms
- 2 bathrooms
- sleeps 8
from $244 / night
$1,712 - $2,111 / week
Great rentals within 20 miles that match your search
from $114 / night
$794 / week
Great rentals within 20 miles that match your search
Vacation villa with shared pool in Buena Ventura Lakes
Buena Ventura Lakes villa
- 1 bedroom
- 1 bathroom
- sleeps 4
from $287 / night
$2,004 / week
Great rentals within 20 miles that match your search
from $114 / night
$745 - $1,088 / week
Great rentals within 20 miles that match your search
from $109 / night
$722 / week
Great rentals within 20 miles that match your search
from $97 / night
$674 / week
Great rentals within 20 miles that match your search
from $430 / night
$1,832 / week
Great rentals within 20 miles that match your search
from $198 / night
$1,144 - $1,609 / week
Great rentals within 20 miles that match your search
from $121 / night
$842 / week
Great rentals within 20 miles that match your search
from $148 / night
$1,034 / week
Great rentals within 20 miles that match your search
Hotel apartment rental in Orlando with shared pool
Orlando hotel apartment
- 1 bedroom
- 1 bathroom
- sleeps 2
from $91 / night
$602 / week
Great rentals within 20 miles that match your search
from $109 / night
$762 / 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 $102 / night
$714 / week
Great rentals within 20 miles that match your search
from $218 / night
$1,489 - $1,718 / week