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Vacationing in Grand Cayman

Just an hour from Miami, the island houses both a robust financial center, as well a variety of wildlife, making it a unique place to both live and vacation. Made famous by Jacques Cousteau in the '60s, the island is a scuba diving mecca, with renowned spots like Orth Wall and Trinity Coves attracting advanced divers.

Hiking the National Trust's nature preserves, you may spot Canyon tree frogs or Cayman island parrots, while wading through the sandbars of "Sting Ray City", a bevy of wildlife will greet you. Water is a translucent light blue that Pantone has surely named a swatch after, with beaches like Seven Mile one of the most famous in the Caribbean.

World-class spas and Michelin dining (as well as funky beach shacks and low-key living), makes the island universally appealing.


Our Staff Recommends

WIMCO Villas, CM BLG, Grand Cayman, Cayman Kai, 4 bedrooms, 4.5 bathrooms

CM BLG

Caymanian-style house, located steps from the beach, walk to restaurants, shops, and tennis courts

Cayman Kai, Grand Cayman
4 br / 4.5 ba

WIMCO Villas, CM BLG, Grand Cayman, Cayman Kai, 4 bedrooms, 4.5 bathrooms

CM BLG

Caymanian-style house, located steps from the beach, walk to restaurants, shops, and tennis courts

Cayman Kai, Grand Cayman
4 br / 4.5 ba

WIMCO Villas, CM WS1, Grand Cayman, Seven Mile Beach, 1 bedrooms, 1 bathrooms

CM WS1

Ideal for avid snorkelers, ground-floor apartment with beautiful ocean views, steps from the water

Seven Mile Beach, Grand Cayman
1 br / 1 ba

WIMCO Villas, CM COR, Grand Cayman, Seven Mile Beach, 5 bedrooms, 4.5 bathrooms

CM COR

Spacious and private, panoramic water views, steps from the sand, walk to eateries, bars, and shops

Seven Mile Beach, Grand Cayman
5 br / 4.5 ba

WIMCO Villas, CM DIS, Grand Cayman, Seven Mile Beach, 2 bedrooms, 2 bathrooms

CM DIS

Second-floor apartment, steps from beach, spacious living area, screened balcony overlooks the sea

Seven Mile Beach, Grand Cayman
2 br / 2 ba

WIMCO Villas, CM HAL, Grand Cayman, Cayman Kai, 2 bedrooms, 2 bathrooms

CM HAL

Nestled at end of a cove, cheerfully decorated cottage, private boat dock, steps from the beach

Cayman Kai, Grand Cayman
2 br / 2 ba

WIMCO Villas, CM HAL, Grand Cayman, Cayman Kai, 2 bedrooms, 2 bathrooms

CM HAL

Nestled at end of a cove, cheerfully decorated cottage, private boat dock, steps from the beach

Cayman Kai, Grand Cayman
2 br / 2 ba

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Grand Cayman Villas

Choose from over 35 villas in the Grand Caymans, many located either on or close to the renowned Seven Mile Beach. Couples will find a number of beachfront one bedrooms, while groups will enjoy spacious and private villas, some of which have their own docks.


Featured Villas

WIMCO Villas, CM BLG, Grand Cayman, Cayman Kai, 4 bedrooms, 4.5 bathrooms

CM BLG

Caymanian-style house, located steps from the beach, walk to restaurants, shops, and tennis courts

Cayman Kai, Grand Cayman
4 br / 4.5 ba

WIMCO Villas, CM BLG, Grand Cayman, Cayman Kai, 4 bedrooms, 4.5 bathrooms

CM BLG

Caymanian-style house, located steps from the beach, walk to restaurants, shops, and tennis courts

Cayman Kai, Grand Cayman
4 br / 4.5 ba

WIMCO Villas, CM WS1, Grand Cayman, Seven Mile Beach, 1 bedrooms, 1 bathrooms

CM WS1

Ideal for avid snorkelers, ground-floor apartment with beautiful ocean views, steps from the water

Seven Mile Beach, Grand Cayman
1 br / 1 ba

WIMCO Villas, CM COR, Grand Cayman, Seven Mile Beach, 5 bedrooms, 4.5 bathrooms

CM COR

Spacious and private, panoramic water views, steps from the sand, walk to eateries, bars, and shops

Seven Mile Beach, Grand Cayman
5 br / 4.5 ba

WIMCO Villas, CM HAL, Grand Cayman, Cayman Kai, 2 bedrooms, 2 bathrooms

CM HAL

Nestled at end of a cove, cheerfully decorated cottage, private boat dock, steps from the beach

Cayman Kai, Grand Cayman
2 br / 2 ba

WIMCO Villas, CM HAL, Grand Cayman, Cayman Kai, 2 bedrooms, 2 bathrooms

CM HAL

Nestled at end of a cove, cheerfully decorated cottage, private boat dock, steps from the beach

Cayman Kai, Grand Cayman
2 br / 2 ba

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Grand Cayman Hotels

For some, nothing beats hotel life-the ease of room service and on-site restaurants is a treat in and of itself. Take advantage of our team of hotel specialists, who have spent time at each of the intimate hotels we represent, and who actively reflect client feedback into their recommendations.

Our hotel specialists will spend time to understand your group's specific needs and wants, research available rooms, and secure the best available price. In other words, let us do the heavy lifting!

Grand Cayman island offers a variety of small hotels-from the deluxe, to the simple (and lovely). Our hotel team can book long weekend getaways or full length vacations, and would be thrilled to help arrange destination weddings and honeymoons.


Featured Hotels

WIMCO Villas and Hotels, Hotel, Ritz Carlton - Grand Cayman, Grand Cayman, Book now with WIMCO

Ritz Carlton - Grand Cayman

Spanning 144 acres on Seven Miile Beach, the Ritz-Carlton, Grand Cayman features a Greg Norman designed golf course, La Prairie Spa and a gourmet Gastronomic restaurant by Eric Ripert.

Grand Cayman

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