Viewing 40 of 5,010 rentals in Winter Park
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Vacation homes - vacation rentals
5,010 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 $151 / night
$1,052 / week
Great rentals within 20 miles that match your search
from $92 / night
$602 / 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 $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 $304 / night
$2,124 / week
Great rentals within 20 miles that match your search
from $201 / night
$1,073 - $1,216 / 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 $172 / night
$1,031 / week
Great rentals within 20 miles that match your search
from $142 / night
$995 / week
Great rentals within 20 miles that match your search
from $154 / night
$1,073 / 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 $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 $287 / night
$1,890 / week
Great rentals within 20 miles that match your search
from $218 / night
$1,489 / week
Great rentals within 20 miles that match your search
from $103 / night
$722 / 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 $142 / night
$994 / 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 $81 / night
$550 - $2,290 / 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 $98 / night
$682 / 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 $201 / night
$1,402 / week
Great rentals within 20 miles that match your search
from $155 / night
$1,432 - $2,786 / week
Great rentals within 20 miles that match your search
from $94 / night
$658 / week
Great rentals within 20 miles that match your search
from $327 / night
$2,285 / 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
$1,151 / 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
$787 - $1,052 / week
Great rentals within 20 miles that match your search
from $509 / night
$3,559 / week
Great rentals within 20 miles that match your search
from $125 / night
$800 / week
Great rentals within 20 miles that match your search
from $344 / night
$1,827 - $2,119 / week