Caribbean Vacation Rentals

Perched on one of Anguilla's highest points, Grand Outlook is a sanctuary of peace and luxury within a secure gated compound. It offers a retreat where tranquility and rejuvenation meet under the island's brilliant blue ... more

Rocksteady Villa is a four-bedroom villa that features a 180-degree view of the ocean. You'll need to do nothing but relax as this villa offers chef service, a butler, housekeeping, and a groundsman. Inside you'll find t... more

A small, perfectly formed beach retreat filled with quirky features and arty vibes. Located directly on the beach at Turtle Cove and a short walk from the marina, Beach Cake is an intimate retreat where the inside is out... more

Rose of Sharon is located within the prestigious Sandy Lane Estate. Guests have access to Clubhouse facilities, beach chairs, cushions, umbrellas and tennis courts. Named after the naturally beautif... more

Situated on the south coast of Anguilla, in Lockrum, Villa Odyssey is a modern, four-bedroom luxury retreat offering breathtaking views of a secluded beach cove and the mountains of St. Martin. As one of three villas on ... more

Perched on the hills of Indigo Bay, Villa Emeraude offers breathtaking views of the Caribbean Sea and the island of Saba. This modern five-bedroom home is designed for an unforgettable tropical getaway, blending elegance... more

Royal Westmoreland is one of the Caribbean's finest luxury golf communities. With the Full Membership ($), guests will have access to the gym, unlimited golf ($), driving range ($), tennis courts, Club House, bea... more

*Actual room may differ from photos shown. Large one-bedroom suites are located in the Villas Suites section for all ages. Each suite features an oceanfront bedroom and living room with a terrace, o... more

Seagrace Villa is nestled on the canal in the gated community of Leeward, just moments away from Salt Bar and Grill. This spectacular villa comes with everything you need for the perfect island vacation. The villa stocks... more

From its innovative architecture to its far-reaching views, Beach Kandi is a sweet sensory treat. Positioned on the shores of Grace Bay, framing sensational, unobstructed seascapes and offering direct access to one of th... more

Weston House is nestled on a secluded beachfront lot in St. James on the West Coast of Barbados, with parking for several cars behind the electric security gates. The pool deck and gazebo is the perfect place to while aw... more

Halle Rose is located within the prestigious Sandy Lane Estate. Guests have access to Clubhouse facilities, beach chairs, cushions, umbrellas and tennis courts. Located on West Ridge Road, arguably ... more