Caribbean oceanfront rentals

We found 27,570 oceanfront rentals — enter your dates for availability

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October 2025

5

November 2025

Explore Caribbean ocean view rentals

Pool

Premier Host

Spectacular BEACHFRONT luxury Villa with private pool, Jacuzzi chef, full staff

Sleeps 24 · 11 bedrooms · 12+ bathrooms

Exterior

Premier Host

Magen's Bay Luxury Beachfront Villa/ 20% Off the Week of 11/8/25 -11/15/25

Sleeps 24 · 8 bedrooms · 9+ bathrooms

Pool

Premier Host

Beautiful Private 10 Bedroom Beachfront Villa with hotel amenities

Sleeps 32 · 10 bedrooms · 10+ bathrooms

Pool

Premier Host

Private Island Luxury Beachfront Estate with Pool, & Free Concierge!

Sleeps 16 · 6 bedrooms · 4+ bathrooms

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