Photo by Paige Spee

Windward Islands beach rentals

We found 10 beach rentals — enter your dates for availability

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April 2026

3

May 2026

Explore Windward Islands beach rentals

Image of Villa Vaiava - private infinity pool on the beach

Premier Host

Villa Vaiava - private infinity pool on the beach

Sleeps 11 · 4 bedrooms · 2+ bathrooms

Image of Beautiful little house fully equipped, the most beautiful beach of the island facing the motus

Beautiful little house fully equipped, the most beautiful beach of the island facing the motus

Sleeps 2 · 2 bedrooms · 1 bathroom

Image of Beautifully equipped bungalow - 3 bdrms air-conditioned - kayak - Superb beach 40m from private servitude

Beautifully equipped bungalow - 3 bdrms air-conditioned - kayak - Superb beach 40m from private servitude

Sleeps 6 · 3 bedrooms · 2 bathrooms

Image of Carlton Plage PK18 • White Sand Beach • Pool • 2BR/2BA • fiber Wi-Fi • A/C

Premier Host

Carlton Plage PK18 • White Sand Beach • Pool • 2BR/2BA • fiber Wi-Fi • A/C

Sleeps 4 · 2 bedrooms · 2 bathrooms

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