Cayman Villas & Vacation Rentals

These are the 68 most popular villa rentals in Cayman. Narrow your search above.

Oceanfront property with spacious Great Room and proximity to all the island's hot spots. Has specials. Lone Palm Villa is located on a beautiful white sand beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $550/Nt
18-guest villa with oceanfront privacy, 75-foot pool, and space for everyone. 5 BR rate available.
Has specials.
Aerial view of Villa Mora

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1600/Nt
Oceanfront villa right on Seven Mile Beach, with accommodations for 17 guests. Seascape Villa

Grand Cayman, Cayman

Beachfront | AC

from $2500/Nt
Modern, private beachfront villa with a stylish rooftop deck. Has specials. An aerial view of Olympus Villa and the beautiful beachfront

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1500/Nt
Family-friendly villa with a bunk room for kids, a kayak, and a great location between Rum Point and Seven Mile Beach. 3 BR rate available. An aerial view of Present Moment Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $650/Nt
Tropical island elegance, Cayman style Has specials. An amazing view from the balcony at Zara Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1100/Nt
Extremely private, oceanfront villa with access to the island's best shallow snorkeling site. Has specials. The private pool at Babylon Reef has a man made -beach- surrounding it

Grand Cayman, Cayman

Beachfront | Pool | AC

from $550/Nt
Experience a snorkeling fantasy when you book Coral Kai Villa 4 BR rate available.
Has specials.
Aerial view of Coral Kai Villa on Rum Point Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $950/Nt
A private Grand Cayman estate with tranquil design and a Master Suite that feels like a spa. Has specials. Tranquility Cove Villa has a luxurious infinity edge pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2070/Nt
Let everyone enjoy an oceanfront experience at this bright and cheery villa. 4 & 5 BR rates available.
Has specials.
Coconut Beach villa is right on the Beach near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $675/Nt
Beach lovers and adventurers will love this villa's private beach access and nearness to Kaibo Yacht Club and Rum Point Club. Has specials. Crystal Waters Villa sits beach front near the popular Water Cay and Kaibo Yacht Club

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1135/Nt
Beachfront villa great for families and groups, with entertainment for kids and adults alike. Coral Reef Villa is situated directly on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2860/Nt
Grand and spacious ocean front property with some of the best snorkeling on the island 4 & 5 BR rates available.
Has specials.
Far Tortuga Villa is on the north side of Grand Cayman, on the way to Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/Nt
Six bedroom oceanfront property with a protective coral reef 6 BR rate available.
Has specials.
Twin Palms Villa - the namesake beautiful palm trees

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1500/Nt
Private beachfront villa great for families, with scuba diving at the Cayman Wall. 4 BR rate available.
Has specials.
Literally steps to the beach at Cayman Sands Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/Nt
Beachfront boutique resort with snorkeling access, elegant design, and a convenient location. Seabreeze 8 has a balcony overlooking the ocean

Grand Cayman, Cayman

Beachfront | AC

from $900/Nt
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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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