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Cayman Villas & Vacation Rentals

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

At Iggy Blue, you can take a dip in the pool with a stunning sea view, relax in the hot tub under the screened porch, and explore the beautiful beachfront ...
Iggy Blue Villa in Rum Point

Iggy Blue

4 5

Rum Point, Cayman

Beachfront | Pool | AC

Details
Great Bluff Estate is perfect for groups who want privacy and space. It's fully gated, and sits on the quiet, residential East End. The beach is practically deserted, and there's ...
Great Bluff Estates sits along the beautiful northern coast of Grand cayman
Specials.

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Sea Orchard Retreat is a great choice for weddings, groups, or family vacations. Located a short drive from Seven Mile Beach, and a short walk from Barkers Beach, guests will ...
Sea Orchard Retreat is a gated oceanfront boutique of cottages on the northern coast of Grand Cayman

Grand Cayman, Cayman

AC

Details
Escape to paradise at We'll Sea in Cayman! This two-bedroom beachfront villa is situated in Cayman Kai, close to the popular Rum Point Club. Make the most of your getaway ...
We'll Sea Villa on Cayman Kai

We'll Sea

2 2+

Grand Cayman, Cayman

Beachfront | AC

Details
Casa Luna 17 is great for families who want a bit of privacy at a great price. Kids can stay on the lower level in two suites, and the basement-level bathroom ...
There is an amazing beach cove at Casa Luna Villas

Grand Cayman, Cayman

Beachfront | AC | Resort Villa

Details
Kai-Yak Cove is ideal for nature lovers! Guests can enjoy the bioluminescence tour from the comfort of their own dock, relax in the pool, or launch a kayak and enjoy ...
Patio and pool area

Grand Cayman, Cayman

Pool | AC

Details
White Dahlia is a gorgeous couples' getaway villa. It has four king suites, but the fourth suite can be made up with two twins if you're bringing kids along. The ...
White Dahlia is located right on Bioluminescent Bay

Grand Cayman, Cayman

Near Beach | Pool | AC

Details
Nestled on a picturesque ridge with a stunning ocean view, Willow Beach in Cayman is the ultimate tropical paradise. This gem is complete with a pristine sandy beach, fantastic snorkeling, ...
Willow Beach in Cayman

Northside, Cayman

Beachfront | Pool | AC

Details
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Sunrise and sunset vary based on time of year. You can change the date to see the how the sunrise and sunset are affected.
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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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