Grand Cayman Vacation Home Rental & Beach Rentals by Owner

• Pool Hot Tub Premium Listing

Deluxe and spacious 2 & 3 bedroom, 3 bath Villas located on Grand Cayman Island. All units include a full kitchen and are situated on the Jack Nicklaus designed Britannia Golf Course and the Northsound Waterway. Perfect for large groups and families. Call to inquire....

• Type: Condo
• Max Cap.: 10
• Bedrooms: 3
• Rate: Over $250 Per Night
• Viewed: 2824

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View Britannia Villas

Located at Treasure Island on the world famous 7 Mile Beach! Our poolside, partial ocean view condo is located on the second floor and features 2 bedrooms (one with king bed, one with twin beds convertible to a king bed), 2 full bathrooms, completely...

• Type: Condo
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 2143

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View TREASURE ISLAND

Aqua blue ocean views from every window….that is how best to describe this condo balanced on the pinnacle of the magnificent Caribbean sea. The Ocean’s Edge, newly built and located in the exclusive Cayman Kai/Rum Pointe area of Grand Cayman (the qu...

• Type: Condo
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 1292

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View The Oceans Edge

Cayman Kai condos and guest houses, located at in a quiet and relaxing area of the island, has long been a pleasant alternative to a hotel room vacation. It provides family vacations with more space, more privacy and more for your money. To make y...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 1741

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View Paradise Found at Kaibo

4-6BR Luxury Oceanfront Castle with Private Infinity Pool overlooking East End of Grand Cayman. Many amenities, lots of privacy and great elevation above the sea (awesome views). Also very close to SCUBA operation...

• Type: Home
• Max Cap.: 16
• Bedrooms: 6
• Rate: Over $250 Per Night
• Viewed: 2506

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View Cayman Castle

Enjoy a great view of the Caribbean Sea & beautiful, sandy 7-Mile Beach in this comfortable 2-bedroom 2-bath artistically furnished 3rd floor Villa. Conveniently located between the Ritz Carlton and the Westin Resort in the middle of 7-Mile Beach...

• Type: Condo
• Max Cap.: 4
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 497

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View Villas of the Galleon 65

5 TIER CASCADING SWIMMING POOL & HOT TUB !!! Designer-decorated 2300 square foot, 3-bedroom, 3.5 bath Caribbean style villa with media loft and separate office area. Fully equipped state-of-the art open-concept granite kitchen with com...

• Type: Home
• Max Cap.: 8
• Bedrooms: 3
• Rate: $100 to $250 Per Night
• Viewed: 1501

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View Cayman Calypso Villa

Experience tropical resort living in our family-owned, fully furnished, 1,842 square foot villa at Cayman Kai, Rum Point. The first of 18 waterfront Island Houses in Rum Point, our home is the perfect accommodation for a Caribbean Island retreat. Kic...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 1350

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View Tranquil Fruition Island House

Nested on a quiet lagoon amid lush tropical foliage, this is a perfect place for a family or a romantic get-away. An open design Island House that brings nature and the island breeze indoors. The Island House, a pleasant 45 minutes ride from the airp...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 1120

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View Mango Kai Island House

A vacation at Summer Breeze is the perfect way to get away from it all. Located in the exclusive Cayman Kai area, it is nestled between a beautiful, blue lagoon and the famous Rum Point Beach. With it's open-air island styling, the house lets in summ...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 942

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View Summer Breeze Island House

Enter "Barefoot Lagoon" through a pleasant foyer and then sitting in the living room you look out through a 10 feet sliding glass door onto your lanai, backyard with a view of the pool and lagoon or the office/music room look through a 2-story wall o...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 890

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View Barefoot Lagoon Island House

Calico Kai is a fully furnished and equipped 2 bedroom, 2 bath, living room, dining room, fully equipped kitchen with all new modern appliances including the refrigerator, stove, microwave, dishwasher, coffee maker, blender and charcoal BBQ grill. Th...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 824

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View Calico Kai Island House

This recently redecorated Island House is truly Caribbean style in its best. The bright colors give you a real get up and good feeling. Open and comfortable kitchen with all new appliances and a full laundry room next to it give everything you need. ...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: $100 to $250 Per Night
• Viewed: 1122

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View Toto Kai Island House

Dream Kai has just been completely remodel from top to bottom in the last few months. The living room and dining room lead out onto the two story lanai which give you a beautiful view of the backyard and the lagoon. The guest bedroom has a king siz...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 708

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View Dream Kai Island House

Kai Time has just been completely remodel with all new furniture, new appliances, completely retiled and repainted. Enter Kai Time through a pleasant foyer and up a few stairs to the first floor. A newly remodeling living room. The dining room...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 561

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View Kai Time Island House

Nested between a lovely lagoon and the Famous Rum Point Beach, you will find Kai Kotch - Island House. The open-air architecture of this two (2) bedroom, two and a half bath (2-1/2) Island House was designed to allow the tropical breezes to blow t...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 534

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View Kai Kotch Island House

This spacious and airy Island House has been just completely refurbished to a Calypso style. Has lush tropical gardens and beautiful views of the tranquil cove from every room. Very private complex with pool. Loads of upgrades make this Island House ...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 456

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View KaiLypso Island House

Nested on a quiet cove amid lush tropical foliage, this is a perfect place for a family or a romantic get-away. An open design Island House that brings nature and the island breeze indoors. The Island House, a pleasant 45 minutes ride from the air...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: $100 to $250 Per Night
• Viewed: 34

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View Casa Kai Island House

Cloud Nine Island House in Cayman Kai...

• Type: Home
• Max Cap.: 6
• Bedrooms: 2
• Rate: $100 to $250 Per Night
• Viewed: 32

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View Cloud Nine Island House

Lovely 2 bedroom, 2 bath condo on World Famous Seven Mile Beach. Your condo at Regal Beach #523 Overlooks pools, palm trees and the beautiful turquoise waters of the Caribbean. World Class diving and snorkeling at your fingertips. Completely equip...

• Type: Condo
• Max Cap.: 4
• Bedrooms: 2
• Rate: Over $250 Per Night
• Viewed: 501

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View Luxury Ocean View on 7 Mile Beach