Windward beach rentals

We found 986 beach rentals — enter your dates for availability

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September 2025

13

October 2025

Explore Windward beach rentals

Beach

Romantic Overseas Cottage

Sleeps 3 · 1 bedroom · 1 bathroom

Beach

Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool

Sleeps 2 · 1 bedroom · 1 bathroom

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