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Luxury Caribbean Villa Rentals

Collection

Luxury Caribbean Villa Rentals

Private villas and oceanfront estates across St Barts, Anguilla, Grand Cayman, St Martin, Sint Maarten, and the Dominican Republic.

362 villas in this collection
Intersection pages link out only when destination inventory is deep enough
Direct booking with concierge-led planning

Caribbean Villas

The Caribbean collection spans some of the region’s most sought-after islands — St Barts’ understated glamour, Anguilla’s quiet beaches, Grand Cayman’s calm waters, and the lively energy of St Martin, Sint Maarten, and the Dominican Republic. Each island offers a different pace and setting, matched to your group’s priorities.

Find This Collection by Destination

Destinations with 3+ villas open dedicated intersection pages. Lower-count destinations filter this grid in place.

Anguilla (50) Antigua (20) Dominican Republic (118) Grand Cayman (55) Sint Maarten (9) St Barts (75) St Martin (35)

Collection Inventory

Caribbean Villas

24 villas on this page

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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