Cayman Islands Vacation Rentals

Luxury Villa Rentals in Cayman Islands for 2+ people

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$3,228 - $7,248 /night

Coconut Grove Suites

4 Bedroom Apartment, 5 Bathrooms, Sleeps 12
All living options fuse beautiful modern design with a traditional charm and feature spectacular ocean views, beachside pools and access to the white sand beach in just a few short steps. All the benefits of a luxury hotel, with a boutique twist. Our... more
$2,995 - $10,995 /night

Timeless Paradise Villa

11 Bedroom Villa, 13 Bathrooms, Sleeps 24
Discover unparalleled Carribean grandeur and indulge in luxurious island living at this exclusive vacation villa, nestled in the prestigious Rum Point neighborhood. This beachfront paradise is more than just a home—it's an experience you won't soon forg... more
$2,995 - $7,495 /night

Fischer's Reef

8 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to Fischer’s Reef, a spacious and beautifully designed 7-bedroom oceanfront villa that’s perfect for family vacations in Grand Cayman. Located just one mile from the famous Rum Point Club, this luxury villa offers the ultimate blend of comfort... more
$2,950 - $11,950 /night

SunRays

8 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to SunRays, a newly built, luxury oceanfront estate located directly on a barefoot beach with calm waters and sunset views. This magnificent new villa lacks nothing and checks just about every box imaginable for a sumptuous island vacation. Th... more
$2,827 /night

Seafire Residences 1 BDM Studio

1 Bedroom Apartment, 1 Bathrooms, Sleeps 4
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
$2,750 - $9,950 /night

Turtle Breeze

6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Welcome to Turtle Breeze, a breathtaking, Balinese-style 6-bedroom oceanfront estate nestled in West Bay just north of Seven Mile Beach. Designed with privacy in mind, Turtle Beach offers a micro-resort experience across 2 acres of lush tropical landsc... more
$2,750 - $9,950 /night

Koha Kai

7 Bedroom Villa, 7 Bathrooms, Sleeps 16
Inspiring, luxurious, and peaceful are just a few words we'd use to describe the blissful elegance you'll find at Koha Kai. Eye-catching details can be found throughout the home, from the vaulted ceilings to the sleek marble floors. Find your zen as yo... more
$2,450 - $7,950 /night

Kaia Kamina

7 Bedroom Villa, 9 Bathrooms, Sleeps 18
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
$2,150 - $12,950 /night

Bella Rocca

8 Bedroom Villa, 10 Bathrooms, Sleeps 20
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
$1,995 - $7,995 /night

Villa Mora

7 Bedroom Villa, 8 Bathrooms, Sleeps 17
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
$1,950 - $10,950 /night

Rip Kai

9 Bedroom Villa, 11 Bathrooms, Sleeps 24
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
$1,950 - $6,750 /night

Evolution

7 Bedroom Villa, 8 Bathrooms, Sleeps 18
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
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