Viewing 40 of 174 rentals in Winter Park
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Vacation homes - vacation rentals
174 Vacation rentals
Great rentals within 20 miles that match your search
from $172 / night
$1,203 / week
Great rentals within 20 miles that match your search
from $153 / night
$1,070 / week
Great rentals within 20 miles that match your search
from $344 / night
$1,827 - $2,119 / week
Great rentals within 20 miles that match your search
from $172 / night
$1,203 / week
Great rentals within 20 miles that match your search
from $258 / night
$1,661 / week
Great rentals within 20 miles that match your search
from $350 / night
$2,061 / week
Great rentals within 20 miles that match your search
from $284 / night
$1,988 / week
Great rentals within 20 miles that match your search
Vacation villa with swimming pool, golf nearby in Orlando
Orlando villa
- 7 bedrooms
- 5 bathrooms
- sleeps 16
from $189 / night
$1,317 - $2,245 / week
Great rentals within 20 miles that match your search
from $192 / night
$1,339 / week
Great rentals within 20 miles that match your search
from $158 / night
$1,106 / week
Great rentals within 20 miles that match your search
from $401 / night
$2,806 / week
Great rentals within 20 miles that match your search
from $247 / night
$2,175 - $2,335 / week
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
$1,283 / week
Great rentals within 20 miles that match your search
from $401 / night
$2,806 / week
Great rentals within 20 miles that match your search
from $138 / night
$1,042 / 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 $138 / night
$962 - $1,203 / week
Great rentals within 20 miles that match your search
from $371 / night
$2,425 / week
Great rentals within 20 miles that match your search
Vacation townhouse with golf nearby in Kissimmee
Kissimmee townhouse
- 4 bedrooms
- 3 bathrooms
- sleeps 10
from $163 / night
$1,139 / week
Great rentals within 20 miles that match your search
from $148 / night
$1,031 / week
Great rentals within 20 miles that match your search
from $275 / night
$1,924 / week
Great rentals within 20 miles that match your search
from $158 / night
$1,106 / week
Great rentals within 20 miles that match your search
from $212 / night
$1,483 / week
Great rentals within 20 miles that match your search
from $205 / night
$1,374 / week
Great rentals within 20 miles that match your search
from $400 / night
$2,798 / week
Great rentals within 20 miles that match your search
from $137 / night
$954 / week
Great rentals within 20 miles that match your search
from $207 / night
$1,443 / week
Great rentals within 20 miles that match your search
from $281 / night
$1,964 / week
Great rentals within 20 miles that match your search
Vacation villa with swimming pool, golf nearby in Kissimmee
Kissimmee villa
- 6 bedrooms
- 4 bathrooms
- sleeps 13
from $220 / night
$1,546 / week
Great rentals within 20 miles that match your search
from $81 / night
$493 / week
Great rentals within 20 miles that match your search
from $458 / night
$3,206 / week
Great rentals within 20 miles that match your search
from $328 / night
$2,290 / week
Great rentals within 20 miles that match your search
from $184 / night
$1,283 / week
Great rentals within 20 miles that match your search
from $165 / night
$1,145 / week
Great rentals within 20 miles that match your search
from $180 / night
$1,248 / week
Great rentals within 20 miles that match your search
from $195 / night
$1,363 / week
Great rentals within 20 miles that match your search
Vacation home with swimming pool in Four Corners
Four Corners house
- 5 bedrooms
- 3 bathrooms
- sleeps 12
from $172 / night
$1,203 / week
Great rentals within 20 miles that match your search
from $200 / night
$1,400 / week
Great rentals within 20 miles that match your search
from $355 / night
$2,404 / week