Private Villas

Caribbean · Grand Cayman · Bodden Town

Sleeps 88 · 29 bd · 30 ba · From $20,829/nt

Elevated Escape | Up to 25% Off

The Haven at Black Urchin: A Private 29-Bedroom Resort Experience

Caribbean · Grand Cayman · Bodden Town

Sleeps 22 · 7 bd · 8.5 ba · From $6,279/nt

Elevated Escape | Up to 25% Off

A 7 Bedroom Masterpiece of Unmatched Oceanfront Luxury in Grand Cayman

Caribbean · Grand Cayman · Seven Mile Beach

Sleeps 16 · 7 bd · 6.5 ba · From $5,750/nt

Stay for 7 Nights, Pay for 6 | Grand Cayman

Welcome to Coconut Walk, a luxuriously gated oceanfront estate directly on Seven Mile Beach with a private pool, spectacular beachfront, watersports equipment, and dedicated guest services.

Caribbean · Grand Cayman · Bodden Town

Sleeps 18 · 6 bd · 6.5 ba · From $4,749/nt

Elevated Escape | Up to 25% Off

A 6 Bedroom Private Tropical Escape in Grand Cayman

Caribbean · Grand Cayman · Seven Mile Beach

Sleeps 21 · 7 bd · 5.5 ba · From $4,463/nt

Seascape Villa sits just steps away from the crystal clear waters of Seven Mile Beach.

Caribbean · Grand Cayman · Seven Mile Beach

Sleeps 12 · 5 bd · 4.5 ba · From $3,950/nt

Enjoy unparalleled curated privacy from the moment you step through the entry gate and into the lush gardens surrounding this grand 4-bedroom villa with a 1-bedroom guest cottage.

Caribbean · Grand Cayman · Rum Point

Sleeps 18 · 7 bd · 9 ba · From $2,995/nt

Welcome to Fischer’s Reef, a spacious and beautifully designed 7-bedroom oceanfront villa that’s perfect for family vacations in Grand Cayman.

Caribbean · Grand Cayman · Rum Point

Sleeps 28 · 11 bd · 13 ba · From $2,995/nt

Discover unparalleled Caribbean grandeur and indulge in luxurious island living at this exclusive vacation villa, nestled in the prestigious Rum Point neighborhood.

Caribbean · Grand Cayman · Cayman Kai

Sleeps 22 · 8 bd · 8 ba · From $2,950/nt

Welcome to SunRays, a newly-built, luxury oceanfront estate located directly on a barefoot beach with calm waters and sunset views.

Caribbean · Grand Cayman · Rum Point

Sleeps 18 · 7 bd · 9 ba · From $2,950/nt

Welcome to Kaia Kamina, a luxury oceanfront estate among the swaying palm trees and tropical vistas of beautiful Cayman Kai.

Caribbean · Grand Cayman · Bodden Town

Sleeps 48 · 4–16 bd · 16 ba · From $2,449/nt

Elevated Escape | Up to 25% Off

Luxury Oceanfront Suites in Grand Cayman – Perfect for Families and Groups

Caribbean · Grand Cayman · East End

Sleeps 22 · 8 bd · 10 ba · From $2,150/nt

Stay for 7 Nights, Pay for 6 | Grand Cayman

Perched like a hidden jewel on the untamed shores of Grand Cayman’s East End, Bella Rocca is no ordinary luxury villa—it’s a cinematic masterpiece waiting to be lived.

Caribbean · Grand Cayman · Bodden Town

Sleeps 18 · 7 bd · 7.5 ba · From $1,950/nt

Stay for 7 Nights, Pay for 6 | Grand Cayman

Welcome to Evolution, an oceanfront paradise with picture-perfect panoramic views of Grand Cayman's south coast.

Caribbean · Grand Cayman · Rum Point

Sleeps 18 · 6 bd · 5.5 ba · From $1,950/nt

Embark on an unparalleled five-star luxury vacation experience at Sun Salutations, an exquisite oceanfront estate in the posh Cayman Kai neighborhood.

Caribbean · Grand Cayman · Cayman Kai

Sleeps 18 · 8 bd · 7.5 ba · From $1,650/nt

Welcome to Kaiku, a lavishly landscaped, gated estate in Cayman Kai.

Caribbean · Grand Cayman · Cayman Kai

Sleeps 12 · 5 bd · 6 ba · From $1,195/nt

Welcome to Abita Kai (pronounced A-bit-a Kai), an airy oceanfront villa with a private pool and new dock on a barefoot, white sand beach in Cayman Kai.

Caribbean · Grand Cayman · East End

Sleeps 12 · 5 bd · 6.5 ba · From $1,145/nt

Stay for 7 Nights, Pay for 6 | Grand Cayman

Welcome to Great Bluff Estates, a gated oceanfront villa with a pool set into the bluffs of Grand Cayman’s Northside.

Caribbean · Grand Cayman · Rum Point

Sleeps 10 · 4 bd · 4 ba · From $895/nt

All Rum Point Resort condos feature sleek finishes, designer decor, and an open-concept layout maximizing space, natural light, and elevated ocean views.

Caribbean · Grand Cayman · Seven Mile Beach

Sleeps 8 · 4 bd · 4.5 ba · From $795/nt

Brand New Luxury Condo | Third Floor Penthouse

Caribbean · Grand Cayman · Rum Point

Sleeps 6 · 3 bd · 3 ba · From $750/nt

Elevated Escape | Up to 25% Off

Enjoy a luxurious oceanfront residence in Rum Point.

Caribbean · Grand Cayman · Seven Mile Beach

Sleeps 8 · 4 bd · 4.5 ba · From $695/nt

Experience luxury living at The Sands on Seven Mile Beach.

Caribbean · Grand Cayman · Seven Mile Beach

Sleeps 8 · 4 bd · 4.5 ba · From $695/nt

Experience luxury living at The Sands on Seven Mile Beach.

Caribbean · Grand Cayman · George Town

Sleeps 8 · 4 bd · 4.5 ba · Call for Pricing

The Watercolours is truly synonymous with the pinnacle of luxury living in Grand Cayman!

Caribbean · Grand Cayman · George Town

Sleeps 8 · 4 bd · 4.5 ba · Call for Pricing

The Watercolours is truly synonymous with the pinnacle of luxury living in Grand Cayman!