Viewing 40 of 3,596 rentals in Winter Park
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Vacation homes - vacation rentals
3,596 Vacation rentals
Great rentals within 20 miles that match your search
Vacation villa with swimming pool, golf nearby in Davenport
Davenport villa
- 5 bedrooms
- 4 bathrooms
- sleeps 10
from $150 / night
$1,049 / 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 $138 / night
$962 / 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 $200 / night
$1,070 - $1,213 / week
Great rentals within 20 miles that match your search
Vacation villa with shared pool, golf nearby in Davenport
Davenport villa
- 5 bedrooms
- 5 bathrooms
- sleeps 10
from $172 / night
$1,203 / week
Great rentals within 20 miles that match your search
from $118 / night
$826 / week
Great rentals within 20 miles that match your search
from $142 / night
$992 / 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 $137 / night
$959 / week
Great rentals within 20 miles that match your search
from $184 / night
$1,145 / week
Great rentals within 20 miles that match your search
from $308 / night
$2,060 / week
Great rentals within 20 miles that match your search
from $155 / night
$962 - $1,203 / week
Great rentals within 20 miles that match your search
from $115 / night
$802 / week
Great rentals within 20 miles that match your search
from $320 / night
$2,060 / week
Great rentals within 20 miles that match your search
from $338 / night
$2,365 / week
Great rentals within 20 miles that match your search
from $143 / night
$999 / week
Great rentals within 20 miles that match your search
from $343 / night
$2,397 / week
Great rentals within 20 miles that match your search
from $252 / night
$1,661 / week
Great rentals within 20 miles that match your search
from $93 / night
$650 / week
Great rentals within 20 miles that match your search
from $200 / night
$1,398 / week
Great rentals within 20 miles that match your search
from $94 / night
$658 / week
Great rentals within 20 miles that match your search
Vacation home with indoor pool, golf nearby in ChampionsGate
ChampionsGate house
- 4 bedrooms
- 5 bathrooms
- sleeps 10
from $216 / night
$1,512 / week
Great rentals within 20 miles that match your search
from $189 / night
$1,147 / week
Great rentals within 20 miles that match your search
from $161 / night
$962 - $3,206 / week
Great rentals within 20 miles that match your search
from $136 / night
$785 - $1,049 / 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
Vacation home with swimming pool in Four Corners
Four Corners house
- 5 bedrooms
- 4 bathrooms
- sleeps 10
from $107 / night
$746 / week
Great rentals within 20 miles that match your search
from $173 / night
$1,211 / week
Great rentals within 20 miles that match your search
from $148 / night
$1,025 / week
Great rentals within 20 miles that match your search
from $138 / night
$962 / week
Great rentals within 20 miles that match your search
from $136 / night
$927 - $1,070 / week
Great rentals within 20 miles that match your search
from $171 / night
$1,195 / week
Great rentals within 20 miles that match your search
from $205 / night
$1,435 / week
Great rentals within 20 miles that match your search
from $218 / night
$1,523 / week
Great rentals within 20 miles that match your search
from $235 / night
$1,643 / week
Great rentals within 20 miles that match your search
from $1,111 / night
$7,981 - $15,756 / week
Great rentals within 20 miles that match your search
from $143 / night
$999 - $1,070 / 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
Vacation apartment with swimming pool in Davenport
Davenport apartment
- 6 bedrooms
- 5 bathrooms
- sleeps 12
from $201 / night
$1,403 / week