Grand Cayman Vacation Rentals

Luxury Villa Rentals in Grand Cayman for 2+ people

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$1,095 - $4,150 /night

Olympus

5 Bedroom Villa, 6 Bathrooms, Sleeps 12
Welcome to Olympus, a landmark oceanfront estate in Rum Point. Recently acquired by new owners, this striking, architect-designed villa sits on an elevated shoreline, offering panoramic views of reef-protected waters and backyard snorkeling. With a bold a... more
$1,095 - $2,895 /night

Kai Vista

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Kai Vista, a recently remodeled 4-bedroom, 4-bath villa perched on an elevated ridge in Rum Point with a private pool and heated spa. Grab your nice shades and head down to the beachfront sundeck lined with comfortable sun beds to work on yo... more
$1,000 - $2,645 /night

On the Rocks Estate

7 Bedroom Villa, 4 Bathrooms, Sleeps 14
Welcome to On The Rocks. This oceanfront gated estate is conveniently located 20 minutes from the airport in the planned residential community of Beach Bay. The dozen or so homes along this rugged coastline share a key neighbourhood amenity: a wonderf... more
$995 - $2,395 /night

Iggy Blue

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
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. The perfect getaway spot for a la... more
$995 - $2,495 /night

Coral Kai

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Welcome to Coral Kai, an oceanfront villa along the north shore in beautiful Rum Point. This spacious single-level home invites you to experience beachfront living in its purest form. Unwind on the sandy beachfront that stretches along the villa, offer... more
$950 - $2,950 /night

Aqua Residence 4

4 Bedroom Apartment, 5 Bathrooms, Sleeps 8
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 seamless indoor-outdoor living through op... more
$950 - $3,150 /night

White Cottage

5 Bedroom Villa, 3 Bathrooms, Sleeps 11
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
$945 - $2,850 /night

Casa Luna 14

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
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 landscaping design with onsite horticultu... more
$895 - $2,295 /night

Hidden Treasure

5 Bedroom Villa, 5 Bathrooms, Sleeps 14
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 sunrise views of tranquil Frank Sound. ... more
$895 - $2,795 /night

Gypsy

4 Bedroom Villa, 4 Bathrooms, Sleeps 10
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 adult couples, as well as families. ... more
$875 - $2,295 /night

Kai Conut

5 Bedroom Villa, 4 Bathrooms, Sleeps 10
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 their stay. This single-level,... more
$850 - $2,500 /night

Hilltime

5 Bedroom Villa, 4 Bathrooms, Sleeps 12
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 island's North Side. Hilltime's fa... more
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