Cayman Islands Vacation Rentals

Welcome to Wind Upon the Waves, a newly built, single-level home on the island's South Coast. The owners have designed this 5,000-square-foot gated residence for privacy and exceptional panoramic views of the south coast... more

This 5,000+ square foot villa is directly oceanfront in Rum Point just 2 miles east of the Rum Point Club (reopening Spring 2023). The name Iggy Blue pays homage to Grand Cayman's indigenous, and protected blue iguana. ... more

Coconut Beach is an oceanfront family-friendly oasis located in the picturesque Rum Point community along Grand Cayman's north coast. This large, one-story beach villa spans 4 200 square feet and can sleep 12 guests acro... more

Kai Cove is a newly renovated beachfront home within the exclusive Cayman Kai area near Rum Point. Blending beach house vibes with Balinese decor, Kai Cove's redesign has been profiled in Real Life Caribbean, a luxury li... more

Kai Conut sits facing the sound on the shores of the southern peninsula in beautiful Cayman Kai. Sitting at the end of Water Cay Road, with vacant lots on both sides, guests can enjoy blissful privacy for the duration of... more

Welcome to Gypsy, a luxurious island getaway! This elegant renovated villa is a true tropical paradise with a private elevated oceanfront pool and sandy beach. Prior to renovation in 2022, Gypsy was very popular with adu... more

Welcome to Hidden Treasure, centrally located on the quiet southern coast. This luxurious five-bedroom beachfront estate sits on over 100 feet of sandy beach and iron shore with fabulous snorkeling and breathtaking sunri... more

Welcome to SeaBreeze #3, one of only nine luxury condos within a tranquil residential resort nestled along the northern shore of Seven Mile Beach. Travelers seeking spacious accommodations with resort-like amenities and ... more

Welcome to Aqua, a brand new luxury residential tower offering 10 exclusive full-floor residences with panoramic views of Seven Mile Beach. Each residence spans the entire floor, providing unparalleled privacy and seamle... more

Welcome to Hilltime, a spacious single-story beachfront villa located in beautiful Rum Point. Featuring multiple bedroom terraces, a private pool, and backyard snorkeling, Hilltime is a fabulous destination along the isl... more

Welcome to Casa Luna, a luxurious seaside residential resort nestled along the coastline just south of Seven Mile Beach. Inspired by Tuscan architecture, Casa Luna blends modern luxury living with award-winning landsc... more

Sea 2 Infinity's is a two-story villa that spans over 4,000 sq. ft. and sits on over an acre of sand in beautiful Cayman Kai. Guests can walk to Starfish Point, the Kaibo restaurants, and the Rum Point Club once it reope... more