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Montserrat rentals with pool

We found 20 rentals with pool — enter your dates for availability

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November 2025

December 2025

Explore Montserrat rentals with pools

Pool

Amazing Villa Tropicasa

Sleeps 4 · 2 bedrooms · 2 bathrooms

Spectacular view in a luxury villa setting.

Premier Host

Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.

Sleeps 6 · 3 bedrooms

Pool

Caribbean Villa with private pool & ocean view in the heart of Montserrat .

Sleeps 8 · 4 bedrooms · 3+ bathrooms

The pool overlooks the sparkling Caribbean Sea

Breathtaking Sea Views, Pool, Seasonal Whale-Watching on Balcony, Mins to Beach.

Sleeps 8 · 4 bedrooms · 4 bathrooms

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