Grand Cayman Vacation Rentals

Welcome to Kaia Kamina, a luxury oceanfront estate among the swaying palm trees and tropical vistas of beautiful Cayman Kai. The vacation experience for our Luxury Platinum Collection begins with an airport greeting by a professional driver and a 28-se... more

Welcome to Villa Mora. This luxurious 7-bedroom 7.5-bath gated ocean estate sits on over 200 feet of beachfront with fabulous snorkeling and breathtaking sunset views of tranquil South Sound. Spanning over 8,000 sq. ft., this magnificent oceanfront ho... more

A luxurious gated and walled ocean estate, available in either a 7-bedroom or 5-bedroom configuration, with a deep array of home technology, resort-like amenities, and optional staffing options gives Rip Kai a micro-resort feel. A convenient oceanfront... more

Welcome to Evolution, an oceanfront paradise with picture-perfect panoramic views of Grand Cayman's south coast. Located mid-island, our guests are only 20-25 minutes away from the airport and Seven Mile Beach, the same distance to Rum Point, and 20 mi... more

Embark on an unparalleled five-star luxury vacation experience at Sun Salutations, an exquisite oceanfront estate in the posh Cayman Kai neighborhood. This home seamlessly blends minimalist design with a tranquil ambiance and resort-like amenities, off... more

Bella Rocca is where Caribbean luxury meets cinematic allure, offering a vacation experience like no other. This 8-bedroom, 8,300-square-foot villa is a private sanctuary set on Grand Cayman’s tranquil East End. Imagine waking up to panoramic ocean v... more

Cayman Castle and Guesthouse 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, ... more

Tranquil nights, clear waters, and sunny beachfront living await at this fabulous island retreat. Spanning 5,200 sq. ft., Crystal Waters sits directly oceanfront on a 200-foot wide barefoot beach in Cayman Kai. With two bedrooms on the lower level and ... more

Uncover the splendor of this expansive 2-bedroom Seafire Residences apartment, a generous 1,722 -square-foot haven radiating sophistication. The seamless integration of interior design with the Caribbean's natural beauty enhances the allure of this captiv... more

Immerse yourself in the luxury of this 2-bedroom Seafire Residences apartment, a spacious 2,167-square-foot retreat exuding sophistication. The interior design harmonizes seamlessly with the natural beauty of the Caribbean. Inside and out, this captiva... more

Welcome to Kaiku, a lavishly landscaped, gated estate in Cayman Kai. This sprawling villa sits on a double lot consisting of a 6-bedroom, two-story main house plus a detached, large 2-bedroom guest house over a double garage. This luxurious estate ... more

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