Viewing 40 of 623 rentals in Windward
Tell us your dates, and we will find the most accurate rates and availability for you
Updating
Estates in Windward and Apartments - Holiday Lettings - Holiday Rentals Windward
1 Holiday homes
from £924 / night
£6,465 - £19,174 / week
Great rentals within 20 miles that match your search
Holiday apartment with shared pool in Oyster Pond
Oyster Pond apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from £416 / night
£2,910 / week
Apartment rental in Oyster Pond with shared pool
Oyster Pond apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from £324 / night
£2,263 / week
from £120 / night
£795 / week
from £494 / night
£3,452 / week
from £519 / night
£3,630 - £5,243 / week
from £652 / night
£4,558 / week
Holiday hotel apartment with shared pool in Oyster Pond
Oyster Pond hotel apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from £423 / night
£2,959 / week
from £330 / night
£2,309 / week
Holiday villa with swimming pool, golf nearby in Philipsburg
Philipsburg villa
- 3 bedrooms
- 3 bathrooms
- sleeps 6
from £324 / night
£2,263 / week
from £106 / night
£740 / week
from £528 / night
£3,695 / week
Penthouse rental in Oyster Pond with shared pool
Oyster Pond penthouse
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from £396 / night
£2,766 / week
Holiday apartment with shared pool in Cul de Sac
Cul de Sac apartment
- 2 bedrooms
- 3 bathrooms
- sleeps 5
from £241 / night
£1,663 / week
from £592 / night
£3,945 / week
Holiday apartment with shared pool in Oyster Pond
Oyster Pond apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from £462 / night
£3,233 / week
from £693 / night
£4,847 / week
from £865 / night
£6,053 - £14,358 / week
Apartment rental in Simpson Bay with shared pool
Simpson Bay apartment
- 1 bedroom
- 1 bathroom
- sleeps 5
from £254 / night
£1,566 / week
from £1,501 / night
£7,504 - £18,764 / week
from £111 / night
£739 / week
from £264 / night
£1,382 - £1,770 / week
from £134 / night
£919 / week
from £422 / night
£2,959 / week
from £1,109 / night
£7,758 / week
from £162 / night
£1,109 - £1,386 / week
from £238 / night
£1,663 / week
from £370 / night
£2,586 / week
from £185 / night
£1,293 / week
from £191 / night
£1,332 / week
from £128 / night
£888 / week
from £141 / night
£987 / week
Holiday apartment with shared pool in Oyster Pond
Oyster Pond apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Pricing unknown
from £2,881 / night
£20,166 - £33,878 / week
from £755 / night
£5,280 - £11,293 / week
Holiday apartment with swimming pool in Orient Bay
Orient Bay apartment
- 2 bedrooms
- 3 bathrooms
- sleeps 6
from £182 / night
£1,271 - £2,711 / week
from £404 / night
£2,824 - £4,845 / week
from £2,259 / night
£15,810 - £32,263 / week
from £283 / night
£1,977 - £5,082 / week
from £404 / night
£2,824 - £5,243 / week