Cayman Villas & Vacation Rentals

Looking to rent a villa in Cayman?

The Cayman Islands consist of three beautiful islands: Grand Cayman, Little Cayman, and Cayman Brac. Vacation villas are available on all three, offering spacious, private, and elegant accommodations. These villas are perfect for larger groups traveling together but also provide the option for privacy with separate suites. Most villas feature en-suite bathrooms and private verandas off the bedrooms, ensuring comfort and luxury. Be warned—once you experience the luxury of a Cayman villa, you may never want to stay anywhere else.

These are the 73 most popular villa rentals in Cayman. Narrow your search above.

  • From $550 to $1,450 per night
  • Pool
  • AC
  • From $1,950 to $6,750 per night
  • Beachfront
  • Pool
  • AC
  • From $795 to $2,150 per night
  • Beachfront
  • AC
  • Resort Villa
  • From $1,295 to $3,395 per night
  • Beachfront
  • Pool
  • AC

Casa Luna

6 Bedrooms
6+ Bathrooms
  • From $1,590 to $4,300 per night
  • Beachfront
  • AC
  • Resort Villa
  • From $1,000 to $2,645 per night
  • Near Beach
  • Pool
  • AC
  • From $1,950 to $8,950 per night
  • Beachfront
  • Pool
  • AC
  • From $425 to $1,095 per night
  • AC

Wight Away

4 Bedrooms
3+ Bathrooms
  • From $595 to $1,395 per night
  • Pool
  • AC
  • From $1,645 to $3,995 per night
  • Beachfront
  • Pool
  • AC
  • From $1,095 to $2,845 per night
  • Near Beach
  • Pool
  • AC

Envision

5 Bedrooms
3+ Bathrooms
  • From $795 to $2,350 per night
  • Beachfront
  • Pool
  • AC
  • From $695 to $1,995 per night
  • Beachfront
  • Pool
  • AC
  • From $695 to $1,645 per night
  • Beachfront
  • Pool
  • AC
  • From $1,395 to $3,950 per night
  • AC

S'Kai Blue

4 Bedrooms
4+ Bathrooms
  • From $695 to $1,795 per night
  • Beachfront
  • AC
  • From $995 to $1,995 per night
  • Pool
  • AC
  • From $625 to $1,595 per night
  • Pool
  • AC
  • From $2,899 to $10,099 per night
  • Beachfront
  • Pool
  • AC
  • From $795 to $2,150 per night
  • Beachfront
  • AC
  • Resort Villa
  • From $795 to $1,995 per night
  • Near Beach
  • Pool
  • AC
  • From $1,550 to $3,795 per night
  • Beachfront
  • Pool
  • AC
  • From $1,495 to $4,295 per night
  • Near Beach
  • Pool
  • AC
  • From $495 to $1,250 per night
  • Beachfront
  • Pool
  • AC
  • From $1,145 to $2,995 per night
  • Beachfront
  • Pool
  • AC

Hilltime

5 Bedrooms
4 Bathrooms
  • From $850 to $2,500 per night
  • Beachfront
  • Pool
  • AC
  • From $550 to $1,395 per night
  • Near Beach
  • Pool
  • AC
  • From $875 to $2,295 per night
  • Beachfront
  • Pool
  • AC
  • From $5,245 to $11,950 per night
  • Beachfront
  • Pool
  • AC

Kai Vista

4 Bedrooms
4 Bathrooms
  • From $1,095 to $2,895 per night
  • Beachfront
  • Pool
  • AC

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.