Cayman Islands Vacation Rentals

Welcome to Point of View, a stunning beachfront villa where luxury and natural beauty blend seamlessly. Perfect for travelers and families, this picture-perfect escape offers an idyllic setting to relax, recharge, and explore Cayman's top attractions. ... more

Welcome to Ville Adiacente, a combination of two three-bedroom adjacent villas (Casa Luna 16 and 17) within the gated Casa Luna residential resort. Only 15-minutes from the airport, guests can head directly to the villa, where the property manager will me... more

Twin Palms Villa is directly oceanfront in the Rum Point district and enjoys a sandy beach and protective coral reef with excellent snorkeling. No neighbors on either side ensure guest privacy. New contemporary pool and infinity hot tub, as well as the po... more

Welcome to Our Cayman Cottage! A private retreat, hidden in the East End along the reef-protected coast, this stunning home features elevated ocean views and luxurious resort-like amenities. Spanning 6,500-square feet across four floors, Our Cayman Cot... more

Welcome to Kaiku, a lavishly landscaped, beachfront gated estate in Cayman Kai. This sprawling villa sits on a double lot consisting of a six-bedroom, two-story main house plus an optional detached two-bedroom guest cottage over a double garage. The c... more

Sea Orchard Retreat offers individuals, couples, families, and small groups the opportunity to combine a relaxing Caribbean vacation with watersports, eco-excursions, and wellness treatments from private vendors for massage, yoga, and more! We maintain a ... more

Welcome to White Dahlia. This multi-windowed, open-concept floor-plan offers up to 10 guests an opportunity to spend their vacation free of clutter with smart home technology and luxurious amenities. Soaring ceilings, walls of glass and a quiet cove wi... more

Ocean Kai was recently built on the oceanfront in Cayman Kai. Spanning over 5,500 square feet of lofty living space, with tall ceilings and open concept design, Ocean Kai sleeps ten guests across five bedrooms each with a private en suite bath. Upon en... more

Welcome to Aqua, a newly-built 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 seamless indoor-outdoor living through ... more

Welcome to White Cottage. This contemporary, open-concept villa offers guests an opportunity to spend their vacation amid sumptuous interiors with smart-home technology, gated privacy, and scenic Caribbean views. An oceanfront wall of glass and screene... 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 panoramic veranda balcony, and a well-shad... more

This luxe Seafire Residences studio presents an elegant getaway for choosy couples. Here, the interior design’s beauty rivals that of the Caribbean (which is on full display from your private, 5th-floor balcony!). Inside and out, this stunning studio... more