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Caribbean

Region

Luxury Villas in the Caribbean

The Caribbean is the world’s great villa destination — hundreds of islands scattered across warm, impossibly clear water, each with its own character, from the barefoot glamour of St Barts to the vast resorts of the Dominican Republic.

About Caribbean

The Caribbean is the world’s great villa destination — hundreds of islands scattered across warm, impossibly clear water, each with its own character, from the barefoot glamour of St Barts to the vast resorts of the Dominican Republic. Our villas span the islands where the luxury market is strongest: St Barts, Anguilla, St Martin, Sint Maarten, Grand Cayman, and the Dominican Republic — beachfront estates, clifftop retreats, and gated-community homes, most with private pools, full staff, and the sea a few steps away. Each island offers a different Caribbean. St Barts brings French chic, designer shopping, and celebrity glamour; Anguilla counters with tranquil, powder-white beaches and understated luxury; St Martin and Sint Maarten share one island split between French and Dutch cultures, with the region’s best dining and liveliest scene; Grand Cayman pairs Seven Mile Beach with world-class diving and calm, family-friendly waters; and the Dominican Republic delivers scale — championship golf, vast beaches, and the exclusive gated communities of Punta Cana and Cap Cana. Because the islands are linked by short hops, a Caribbean villa holiday can easily combine two. The Caribbean rewards travelers who want beach, sun, and privacy in equal measure. The water is warm year-round, the sailing and diving among the best anywhere, and the villa itself — with its pool, terrace, and staff — becomes the heart of the trip. Our homes are staffed private estates built for families, groups of friends, and celebrations, with private chefs, concierge planning, and the space to gather. Share your dates, group size, and which island draws you — the glamour of St Barts, the calm of Anguilla, the dining of St Martin, the beaches of Grand Cayman, or the resorts of the Dominican Republic — and we’ll send a curated shortlist of Caribbean villas across our destinations, booked direct with no platform fees.

About Caribbean

Destinations in Caribbean

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Caribbean

Villas in Caribbean

Good to Know

FAQ - Caribbean

Which Caribbean islands do you cover?

St Barts, Anguilla, St Martin, Sint Maarten, Grand Cayman, and the Dominican Republic, with more planned.

When is the best time to visit the Caribbean?

December to April is the dry, peak season; May to November is warmer and quieter, with lower rates outside hurricane-season peaks.

Can I combine islands in one trip?

Yes — many islands are a short flight apart, and our concierge can arrange inter-island travel.

Are the villas beachfront?

Many are beachfront or steps from the sand; others sit on cliffs or in gated communities — we confirm each home’s exact position.

Private Villa & Chalet Planning

Share the Stay. We’ll Shape the Shortlist.

Tell us the destination, dates, group, and priorities. Our team will curate the right private stays and help plan the details around them.

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