Grand Cayman Vacation Rentals

Luxury Villa Rentals in Grand Cayman for 2+ people

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$1,145 - $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
$1,095 - $2,395 /night

Wind Upon the Waves

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
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. While the estate offers a large s... more
$1,095 - $2,845 /night

White Dahlia

5 Bedroom Villa, 5 Bathrooms, Sleeps 10
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
$995 - $2,595 /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 - $2,250 /night

Coconut Beach Villa

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
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 across five bedrooms in the main house,... more
$995 - $2,875 /night

Kai Cove

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
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 lifestyle magazine. This stunning... more
$995 - $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
$995 - $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
$994 - $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
$950 - $2,950 /night

Seabreeze #3

4 Bedroom Villa, 5 Bathrooms, Sleeps 8
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 breathtaking tropical views need to... 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 - $2,950 /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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