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Tradewinds Montserrat, the number one property website for buying, selling and renting your property on "The Emerald Isle" of the Caribbean

Villas for Sale

Find your next home for your growing family

Buy a Villa

Villas for Rent

Book the perfect get away with friends of loved ones

Rent a Villa

Land for Sale

Purchase land to build your perfect home

Purchase Land

Featured Properties

Yellow Bell property Images
For Sale

Yellow Bell

Olveston

one dollar bill svg graphic $239,000
5Bed 3Bath 0Car
Pictures from the Seascape property in Montserrat
For Rent

Seascape (on the Cliff)

Palm Loop

one dollar bill svg graphic $2200p/w in season. 1800p/w out of season - (for 2-4 persons)
3Bed 3Bath 1Car
Property images for Waters Reach
For Rent

Waters Reach

Old Towne, Montserrat

one dollar bill svg graphic $1680 p/w (year-round)
4Bed 4Bath 0Car
Property images for Mystique
For Sale

Mystique

Olveston, Montserrat

one dollar bill svg graphic $349,000
2Bed 2Bath 0Car

Testimonials

Living room with a well stacked book shelf and two open doors overlooking the ocean
”

“Tradewinds has provided rentals for our regular large group gatherings since 2014”

Tradewinds has provided rentals for our regular large group gatherings since 2014. Every year our needs change and working with Tradewinds has made that process straightforward and worry free, always finding what we need and supporting us throughout our stays.