Windward pet-friendly rentals

We found 330 pet-friendly rentals — enter your dates for availability

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Flexible dates

September 2025

13

October 2025

Explore Windward pet-friendly rentals

Beach

Romantic Overseas Cottage

Sleeps 3 · 1 bedroom · 1 bathroom

Miscellaneous

Pleasant, quiet villa five minutes' walk from the beach of st Jean🌴

Sleeps 4 · 2 bedrooms · 2 bathrooms

Find spaces that suit your style

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