Browse the Collection

All Luxury Villas

Filter the full portfolio by travel dates, area, villa size, and guests. Every villa is hand-picked, with direct booking, no platform markups, and concierge support from inquiry to arrival.

Showing 54 villas
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Beachfront

Rum Point, Grand Cayman

Rip Kai Villa | 7-Bedroom Oceanfront Villa in Rum Point, Grand Cayman

7 Bedrooms · 18 Guests · 8.5 Baths

Rates on request View Villa →
Beachfront

East End, Grand Cayman

Bella Rocca 8BR – 8-Bedroom Villa in East End, Grand Cayman

8 Bedrooms · 22 Guests · 10 Baths

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Beachfront

Rum Point, Grand Cayman

Rip Kai Estate | 9-Bedroom Oceanfront Villa with Guest Cottage in Rum Point

9 Bedrooms · 24 Guests · 10.5 Baths

Rates on request View Villa →
Beachfront

Rum Point, Grand Cayman

Fischer’s Reef | 7-Bedroom Oceanfront Villa with Infinity Pool in Rum Point

7 Bedrooms · 18 Guests · 9 Baths

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Beachfront

East End, Grand Cayman

Bella Rocca 6BR – 6-Bedroom Villa in East End, Grand Cayman

6 Bedrooms · 12 Guests · 8 Baths

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Beachfront

East End, Grand Cayman

Our Cayman Cottage – 7-Bedroom Villa in East End, Grand Cayman

7 Bedrooms · 20 Guests · 7.5 Baths

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Beachfront

Rum Point, Grand Cayman

Timeless Paradise | 11-Bedroom Beachfront Estate in Rum Point

11 Bedrooms · 28 Guests · 13 Baths

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Beachfront

North Side, Grand Cayman

Cayman Sands | 5-Bedroom Oceanfront Villa in North Side

5 Bedrooms · 14 Guests · 5 Baths

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Oceanfront

Cayman Kai, Grand Cayman

Abita Kai

5 Bedrooms · 16 Guests · 6 Baths

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Beachfront

Cayman Kai, Grand Cayman

Moon Kai 6BR

6 Bedrooms · 14 Guests · 6 Baths

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Oceanfront

Cayman Kai, Grand Cayman

Koha Kai

7 Bedrooms · 16 Guests · 6.5 Baths

Rates on request View Villa →
Beachfront

Cayman Kai, Grand Cayman

SunRays

8 Bedrooms · 22 Guests · 8.5 Baths

Rates on request View Villa →

Where to Start

Choosing the right stretch of coast

Grand Cayman splits cleanly between the busy west and the quiet north and east. South Coast, Rum Point, Cayman Kai and East End hold most of the collection.

Beach-first trips land at Beachfront and Oceanfront, where the reef keeps the water flat and swimming is the default. Seven Mile Beach puts the restaurants and shops within walking distance; Rum Point and Cayman Kai trade that for shallow turquoise water and almost no traffic; East End and North Side are the quietest coast on the island.

Or browse by how close you want to be to the water: Beachfront and Oceanfront.

Concierge Matching

Can’t find what you’re looking for?

Our team knows every villa in the collection personally. Tell us what matters most — dates, group size, beach, style — and we’ll hand-pick the right fit for your group.