Viewing 40 of 490 rentals in Windward
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Vacation homes - vacation rentals
1 Vacation rentals
from $1,145 / night
$8,060 - $23,577 / week
Great rentals within 20 miles that match your search
from $731 / night
$4,874 / week
from $1,188 / night
$8,317 / week
from $643 / night
$4,500 - $6,500 / week
from $3,571 / night
$25,000 - $42,000 / week
from $935 / night
$6,545 - $14,000 / 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 $2,800 / night
$19,600 - $39,998 / week
from $500 / night
$3,500 - $6,500 / week
from $350 / night
$2,450 - $6,300 / week
from $595 / night
$3,570 - $6,650 / week
from $1,300 / night
$9,100 - $17,535 / week
from $915 / night
$6,400 - $18,000 / week
from $515 / night
$3,605 - $7,000 / week
from $215 / night
$1,505 - $3,150 / week
from $671 / night
$4,700 - $10,000 / week
from $215 / night
$1,500 - $3,700 / week
from $475 / night
$3,325 - $6,650 / week
from $1,329 / night
$9,303 - $20,202 / week
from $797 / night
$5,579 - $10,178 / week
from $920 / night
$6,435 - $12,350 / week
from $1,143 / night
$8,000 - $25,000 / week
from $472 / night
$3,605 - $8,001 / week
from $457 / night
$3,199 - $5,950 / week
from $503 / night
$3,520 - $6,300 / week
from $465 / night
$2,790 - $5,600 / week
from $887 / night
$6,209 - $11,445 / week
from $268 / night
$1,876 - $4,180 / week
from $700 / night
$4,900 - $10,000 / week
from $488 / night
$3,416 - $6,300 / week
from $856 / night
$5,992 - $12,005 / week
from $319 / night
$2,743 - $3,672 / week
St Martin / St Maarten Vacation villa rental
St Martin / St Maarten villa
- 3 bedrooms
- 4 bathrooms
- sleeps 6
from $490 / night
$3,435 - $11,450 / week
from $3,516 / night
$24,618 - $53,586 / week
from $2,995 / night
$20,897 - $48,663 / week
from $491 / night
$3,435 - $21,068 / week
Home rental in St Martin / St Maarten with swimming pool
St Martin / St Maarten house
- 3 bedrooms
- 2 bathrooms
- sleeps 2
from $245 / night
$1,718 / week
from $321 / night
$2,176 - $2,806 / week
from $7,099 / night
$47,174 - $102,249 / week
St Martin / St Maarten Vacation villa rental
St Martin / St Maarten villa
- 3 bedrooms
- 5 bathrooms
- sleeps 6
from $630 / night
$4,409 / week