Saint Ann rentals with pool

We found 839 rentals with pool — enter your dates for availability

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September 2025

October 2025

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Premier Host

SeaEsta at Bengal ; Cool Chic and all Caribbean.............

Sleeps 10 · 4 bedrooms · 4+ bathrooms

View from the beach. Great place to play dominoes.

Premier Host

Seahorse- - A Slice Of Caribbean Paradise On A Private Beach, Gated Community

Sleeps 6 · 3 bedrooms · 3 bathrooms

The upstairs master bedroom opens up to amazing views of Discovery Bay

Premier Host

Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.

Sleeps 14 · 6 bedrooms · 6+ bathrooms

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Explore Saint Ann rentals with pools

SeaEsta at Bengal ; Cool Chic and all Caribbean.............

Villa FANTASY - ON PRIVATE BEACH IN A GATED COMMUNITY

Villa BEACHNUT - ON PRIVATE BEACH IN A GATED COMMUNITY

Seahorse- - A Slice Of Caribbean Paradise On A Private Beach, Gated Community

Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.

8Br, 7Ba, fully staffed Jamaica Villa for rent with Chef and Butler

Find spaces that suit your style

Rentals with Pool in Saint Ann

Holiday Rental options in Saint Ann