Viewing 40 of 509 rentals in Windward
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Vacation homes - vacation rentals
1 Vacation rentals
from $1,145 / night
$8,015 - $23,782 / week
Great rentals within 20 miles that match your search
from $172 / night
$1,203 / week
from $482 / night
$3,374 / week
from $183 / night
$1,282 / week
from $183 / night
$1,282 / week
from $808 / night
$5,651 / week
from $705 / night
$4,924 / week
from $2,429 / night
$17,000 - $35,000 / week
from $373 / night
$1,696 - $6,821 / week
from $733 / night
$4,881 / week
from $1,190 / night
$8,328 / week
from $1,072 / night
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from $138 / night
$916 / week
from $3,571 / night
$25,000 - $42,000 / week
from $935 / night
$6,545 - $14,000 / week
Vacation apartment with shared pool in Orient Bay
Orient Bay apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $310 / night
$2,170 - $4,270 / week
from $1,300 / night
$9,100 - $17,535 / week
Vacation apartment with swimming pool in Orient Bay
Orient Bay apartment
- 2 bedrooms
- 3 bathrooms
- sleeps 6
from $225 / night
$1,575 - $3,360 / week
from $915 / night
$6,400 - $18,000 / week
from $215 / night
$1,505 - $3,150 / week
from $500 / night
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from $800 / night
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from $350 / night
$2,450 - $6,300 / week
from $671 / night
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from $595 / night
$3,570 - $6,650 / week
from $515 / night
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from $797 / night
$5,579 - $10,178 / week
from $457 / night
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from $475 / night
$3,325 - $6,650 / week
from $887 / night
$6,209 - $11,445 / week
from $1,143 / night
$8,000 - $25,000 / week
from $268 / night
$1,876 - $4,180 / week
from $429 / night
$3,003 - $5,600 / week
from $472 / night
$3,605 - $8,001 / week
from $215 / night
$1,500 - $3,700 / week
from $503 / night
$3,520 - $6,300 / week
from $920 / night
$6,435 - $12,350 / week
from $488 / night
$3,416 - $6,300 / week
from $357 / night
$2,500 - $4,200 / week
from $229 / night
$1,603 / week