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Water Island rentals with pool

We found 1,912 rentals with pool — enter your dates for availability

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September 2025

15

October 2025

Explore Water Island rentals with pools

Outside dinning for 14

Contemporary Waterfront Luxury Estate Views,Pool,AC,Gym

Sleeps 27 · 7 bedrooms · 7 bathrooms

Pool

Private Luxury Villa, Water Island, 5 minutes from airport, 3 minutes to beach!

Sleeps 10 · 2 bedrooms · 2 bathrooms

Aerial view

Best Villa on Water Island, USVI - Ultimate Amenities, Prime Location, Exclusive

Sleeps 8 · 4 bedrooms · 5+ bathrooms

Front of House

Premier Host

Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon

Sleeps 10 · 5 bedrooms · 5+ bathrooms

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