Caribbean Vacation Rentals

Sandy Shore is a serene oceanfront escape located in the quiet Turtle Tail area of the Turks and Caicos Islands. Set on a unique stretch of land with a tranquil inland lake on one side and the endless turquoise horizon o... more

A spectacular 8,333 square ft villa perched on a 40 ft cliff with 360-degree ocean and mountain views, and a 140 ft wrap-around infinity pool surrounded by sugar-white beaches and the best diving in the Caribbean. The... more

The charming holiday rental Endeavour is located on the heights of Toiny in the heart of a beautiful environment. With a breathtaking view over the Petit-Cul-de-Sac lagoon and the neighbouring hills, and nestled at the e... more

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

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

Cayman Castle sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing. Two private pools, multi-tiered ocean terraces, a panoram... 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