Cayman Villas & Vacation Rentals

These are the 66 most popular villa rentals in Cayman. Narrow your search above.

Lone Palm gives guests an up close and personal view of the ocean. In fact, the sea is a few ... Has specials. Lone Palm Villa is located on a beautiful white sand beach

Lone Palm

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
This luxury villa is absolutely beautiful and has plenty of room for any group. The outdoor space is amazing, with ... The pool and beautiful beach at Kaia Kamina

Kaia Kamina - Platinum

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Kempa Kai is luxurious, gorgeous, and unforgettable. Its modern design is both beautiful and practical, while the exterior is packed ... Kempa Kai villa is located on a nature preserve near Rum Point

Kempa Kai

Grand Cayman, Cayman

Beachfront | AC

Details
Rip Kai is a magnificent, oceanfront estate perfect for your next Grand Cayman vacation. It's prepared to handle families celebrating ... Rip Kai Villa in Rum Point

Rip Kai - Platinum Luxury

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
This villa has a great open floor plan and sits on picturesque Cayman Kai. The high ceilings, minimal design, and ... Ocean Kai sits directly on the beach near Rum Point

Ocean Kai

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Abita Kai is a great choice for a multi-generational family vacation. With three bedrooms spread across two levels of the ... Has specials. Abita Kai is located on a beautiful stretch of white sand beach in Cayman Kai

Abita Kai

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Clear aquamarine water packed with beautiful marine animals. A secluded beach with calm water just waiting for you. It is ... Has specials. Aerial view of Coral Kai Villa on Rum Point Grand Cayman

Coral Kai

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
In Harmony is a charming beachfront villa that would be perfect for your next family vacation. It has a private ... An aerial view of in Harmony Villa located directly on the beach

In Harmony Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Sun Rays Villa in Cayman Kai

Sun Rays - Platinum

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
This villa has an amazing private beach that's perfectly set up for parties and al fresco feasts. The bedrooms are ... Kai Zen is located in the private Cayman Kai resort neighborhood within Rum Point

Kai Zen

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Perched on the coast, Sun Salutations Villa has spacious, modern interiors and stunning views that make it an ideal spot ... Has specials. The perfect image for Sun Salutations Villa

Sun Salutations Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Hilltime is perfect for any family or couples who want to relax by the sea with minimal fuss. This villa ... Hilltime Villa is located on the north coast of Cayman in Rum Point

Hilltime

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
If you're looking for luxury, Kempa Caribe is the place to be. Not only is this villa on a massive ... Castillo Caribe is located on the southern coast of Grand Cayman

Kempa Caribe

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
If you want your own private beachfront home with plenty of room for all 17 of your guests, Seascape is for ... Seascape is located on Seven Mile Beach

Seascape Villa

Grand Cayman, Cayman

Beachfront | AC

Details
Casa Luna 16 has next-level benefits for anyone seeking privacy, resort amenities, and luxury. The exterior is tricked out for entertaining ... Casa Luna 16 is located in the exclusive resort at the very end of Seven Mile Beach

Casa Luna 16

Grand Cayman, Cayman

Beachfront | AC | Resort Villa

Details
Olympus has it all: a beachfront location, modern design, and tons of space to lounge. Whether you want to relax ... Olympus is located on the beach front in Rum Point

Olympus - Platinum

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
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Looking to rent a villa in Cayman?

There are three islands in the Cayman Island chain-Grand Cayman, Little Cayman, and Cayman Brac. You will find vacation villas available on all three when you start looking for rental properties and accommodations. The Cayman Islands villas are spacious, private, and elegant. They are designed to accommodate larger groups of people traveling together, but offer visitors the option for private moments by setting up sleeping quarters as private suites. Most have en-suite bathrooms and private verandas off the bedrooms-but beware, a villa experience will spoil you.

What's special about Cayman?

Made up of three islands (Little Cayman, Cayman Brac, and Grand Cayman), the Cayman Islands are less than 500 miles off the Florida coast. A British held entity in the Caribbean Sea; the Cayman’s are a tourist’s delight. Grand Cayman, as the name implies, is the largest of the three islands, and the most populous. There are a variety of hotels, resorts, luxury villas, and guest houses available for rent on the islands.

Grand Cayman tends to be the most expensive of the three islands because there are more amenities for tourists to enjoy here. Its famous Seven Mile Beach is a huge draw for scuba diving, snorkeling, para-sailing, and sailing. The reefs and a wide variety of exotic fish and sea creatures make the waters around the island both a tourist’s and a photographer’s dream. If you’re looking for a five-star hotel on the beach, expect to pay top dollar for a room, but if you’re willing to travel a bit, you can find very comfortable and affordable guest houses and villas off the beaten path.

To occupy your days on the island-when you’re not on the beach or swimming in the Caribbean-there are shops aplenty ready to help you with your retail therapy. Many of the shops offer tax and duty free items so there are bargains to be found. If you want to grab a bite to eat, there are plenty of options for standard fare or ethnic cuisine. You can choose from Chinese, Italian, British, Middle Eastern, and Indian cuisine among others. And for those of you that just like your meat and potatoes, there are a number of steak houses to keep you happy.

Maybe you’re interested in the night life on the Cayman Islands rather than the shopping and dining. There are nightclubs everywhere, many offering live music and entertainment. You can grab a table on the sidewalk and enjoy the island breezes while you socialize, or head to the dance floor to work off some of those carbs you’ve been enjoying while you’re here. The Cayman’s are one of the top hot spots in the Caribbean, so you can be sure you’ll have a good time.

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