Cayman Villas & Vacation Rentals

These are the 83 most popular villa rentals in Cayman. Narrow your search above.

This two-story villa has great sunsets over the water, and is near popular Rum Point. There’s floor to ceiling ... Has specials. The Caribbean view from the balcony at Cos Kai Villa

Cos Kai

Grand Cayman, Cayman

Beachfront | AC

Details
Our Cayman Cottage is pretty impressive. This villa was made for family reunions, with ample space for kids and adults ... Has specials. Our Cayman Cottage sits along a beautiful stretch of beach on the north side of Grand Cayman

Our Cayman Cottage

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Villa Mora balances luxury, access, and spaciousness. With 8,000 square feet and beachfront access, everyone in your party will have plenty ... Has specials. Villa Mora is located beachfront in South Sound

Villa Mora

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Facing the impressive coast of the Caribbean Sea in Rum Point, Moon Kai Villa has six bedrooms that provide you ... Has specials. Moon Kai has a beachfront pool where you can lounge in the Caribbean sun

Moon Kai Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Crystal Waters, formerly known as Mudslide, is the perfect villa for your next family vacation. Every room is oversized, and ... Crystal Waters Villa sits beach front near the popular Water Cay and Kaibo Yacht Club

Crystal Waters

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 Villa

Seascape Villa

Grand Cayman, Cayman

Beachfront | AC

Details
Peace Bay House is perfect for several families or a group with its ample square footage and many amenities to ... Lounge poolside on the beach at Pease Bay House

Pease Bay House

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
Tranquility Cove lives up to its name. This beachfront villa sits mere feet from the South Sound, with plenty of ... Tranquility Cove Villa has a luxurious infinity edge pool

Tranquility Cove

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
Love the beach, but craving privacy? Blue Water is an excellent choice. The big draws to Blue Water are its ... Blue Water is located on Rum Point with a beautiful stretch of beach

Blue Water

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Coconut Walk was designed to maximize views and luxury. You can see the ocean from almost everywhere in the house, ... Coconut Walk Villa at twilight

Coconut Walk

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
This is a fantastic property for large families or groups that are working within a budget. There is plenty of ... Has specials. Twin Palms Villa - the namesake beautiful palm trees

Twin Palms Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
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
Cayman Castle has plenty of opportunity for fun! It has access to a beach, tons of room outside to take ... Spectacular views, infinity edge pool and oceanfront lounging await at Cayman Castle

Cayman Castle

Grand Cayman, Cayman

Near Beach | Pool | AC

Details
Picture Perfect has a great location for travelers who want to be near Seven Mile Beach and George Town. Snorkeling ... Picture Perfect Villa has many options for a fun holiday

Picture Perfect

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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