Cayman Family Friendly Villa Collection

Cayman Family Friendly Villa Collection

We want to make your family villa vacation as comfortable as possible. Our villa specialists have handpicked properties that are particularly accommodating for families with young children. They can offer detailed insights into each property, including specifics about swimming pool depth, secure fencing, and other child-friendly features like playgrounds, kid’s clubs, and babysitting services. We can help you find the perfect family-friendly property for your vacation.

  • From $3,450 to $9,950 per night
  • Beachfront
  • Pool
  • AC
  • From $1,395 to $3,950 per night
  • AC
  • From $5,750 to $12,950 per night
  • Beachfront
  • Pool
  • AC
  • From $2,995 to $6,495 per night
  • Beachfront
  • Pool
  • AC
  • From $2,950 to $9,950 per night
  • Beachfront
  • Pool
  • AC
  • From $2,450 to $8,950 per night
  • Pool
  • AC
  • From $1,850 to $4,750 per night
  • Beachfront
  • Pool
  • AC
  • From $1,550 to $3,795 per night
  • Beachfront
  • Pool
  • AC
  • From $1,950 to $6,750 per night
  • Beachfront
  • Pool
  • AC
  • From $2,950 to $7,950 per night
  • Beachfront
  • Pool
  • AC

Kempa Kai

7 Bedrooms
7 Bathrooms
  • From $3,550 to $9,650 per night
  • Beachfront
  • AC
  • From $8,500 to $20,000 per night
  • Beachfront
  • Pool
  • AC
  • From $1,495 to $4,295 per night
  • Near Beach
  • Pool
  • AC
  • From $1,645 to $3,995 per night
  • Beachfront
  • Pool
  • AC

Villa Mora

7 Bedrooms
7+ Bathrooms
  • From $1,895 to $4,695 per night
  • Beachfront
  • Pool
  • AC
  • From $1,495 to $4,295 per night
  • Near Beach
  • Pool
  • AC
  • From $5,950 to $15,900 per night
  • Beachfront
  • Pool
  • AC
  • From $1,000 to $2,645 per night
  • Near Beach
  • Pool
  • AC
  • From $1,950 to $4,945 per night
  • Beachfront
  • Pool
  • AC

Casa Luna

6 Bedrooms
6+ Bathrooms
  • From $1,590 to $4,300 per night
  • Beachfront
  • AC
  • Resort Villa
  • From $1,950 to $8,950 per night
  • Beachfront
  • Pool
  • AC
  • From $825 to $2,195 per night
  • Beachfront
  • Pool
  • AC

Ocean Kai

6 Bedrooms
5 Bathrooms
  • From $1,295 to $3,395 per night
  • Beachfront
  • Pool
  • AC
  • From $795 to $1,995 per night
  • Near Beach
  • Pool
  • AC
  • From $2,899 to $10,099 per night
  • Beachfront
  • Pool
  • AC

Hilltime

5 Bedrooms
4 Bathrooms
  • From $850 to $2,500 per night
  • Beachfront
  • Pool
  • AC
  • From $950 to $3,150 per night
  • Beachfront
  • Pool
  • AC
  • From $1,145 to $3,295 per night
  • Beachfront
  • Pool
  • AC

Abita Kai

5 Bedrooms
5 Bathrooms
  • From $1,095 to $3,695 per night
  • Beachfront
  • Pool
  • AC

Envision

5 Bedrooms
3+ Bathrooms
  • From $795 to $2,350 per night
  • Beachfront
  • Pool
  • AC
  • From $895 to $2,295 per night
  • Beachfront
  • Pool
  • AC

Coral Kai

5 Bedrooms
5 Bathrooms
  • From $995 to $2,495 per night
  • Beachfront
  • Pool
  • AC
  • From $795 to $2,150 per night
  • Beachfront
  • Pool
  • AC
  • From $875 to $2,295 per night
  • Beachfront
  • Pool
  • AC
  • From $1,650 to $4,150 per night
  • Beachfront
  • Pool
  • AC
  • From $695 to $1,795 per night
  • Near Beach
  • Pool
  • AC
  • From $425 to $1,095 per night
  • AC
  • From $695 to $2,250 per night
  • Beachfront
  • Pool
  • AC
  • From $550 to $1,450 per night
  • Pool
  • AC
  • From $795 to $2,195 per night
  • Beachfront
  • AC
  • From $550 to $1,395 per night
  • Near Beach
  • Pool
  • AC
  • From $575 to $1,550 per night
  • Beachfront
  • Pool
  • AC
  • From $795 to $2,795 per night
  • Beachfront
  • Pool
  • AC
  • From $525 to $1,250 per night
  • Beachfront
  • Pool
  • AC
  • From $795 to $2,150 per night
  • Beachfront
  • AC
  • Resort Villa
  • From $1,500 to $5,400 per night
  • Beachfront
  • AC
  • From $795 to $2,150 per night
  • Beachfront
  • AC
  • Resort Villa
  • From $1,295 to $3,395 per night
  • Beachfront
  • Pool
  • AC
  • From $795 to $2,150 per night
  • Beachfront
  • AC
  • Resort Villa