Family Friendly Villas Villa Collection

Family Friendly Villas 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.

4 BR rate.

Bajan Heights

5 Bedrooms
5 Bathrooms
Barbados
  • From $1,500 to $5,150 per night
  • Pool
  • AC
Details

Casuarina House

5 Bedrooms
5+ Bathrooms
Barbados
  • From $1,350 to $3,000 per night
  • Pool
  • AC
Details

Firefly Villa Sugar Hill

5 Bedrooms
5 Bathrooms
Barbados
  • From $1,150 to $2,850 per night
  • Pool
  • AC
  • Resort Villa
Details

Still Fathoms

5 Bedrooms
5+ Bathrooms
Barbados
  • From $1,200 to $4,200 per night
  • Beachfront
  • Pool
  • AC
Details

Blue Diamond Villa at Altamer

5 Bedrooms
7 Bathrooms
Anguilla
  • From $3,450 to $12,000 per night
  • Beachfront
  • Pool
  • AC
Details

Twin Palms Villas

5 Bedrooms
5+ Bathrooms
Anguilla
  • From $1,575 to $4,410 per night
  • Near Beach
  • Pool
  • AC
Details

Hesperides House

5 Bedrooms
5 Bathrooms
Turks and Caicos, Providenciales, Taylor Bay-Sapodilla Bay
  • From $2,143 to $5,714 per night
  • Pool
  • AC
Details

Mirabelle

5 Bedrooms
5+ Bathrooms
Turks and Caicos, Providenciales, Taylor Bay-Sapodilla Bay
  • From $2,000 to $5,000 per night
  • Beachfront
  • Pool
  • AC
Details

Paprika Villa

5 Bedrooms
5+ Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $1,800 to $6,571 per night
  • Beachfront
  • Pool
  • AC
Details
3 BR rate.

La Danse Des Etoiles Villa

5 Bedrooms
6 Bathrooms
St. Barts, Pointe Milou
  • From $4,143 to $15,714 per night
  • Pool
  • AC
Details

BOM Villa

5 Bedrooms
5 Bathrooms
St. Barts, Saint Jean
  • From $11,822 to $32,984 per night
  • Beachfront
  • Pool
  • AC
Details
3, 4 BR rates.

Ridgemont House

5 Bedrooms
6 Bathrooms
British Virgin Islands, Tortola, BVI
  • From $1,150 to $2,500 per night
  • Pool
  • AC
Details

Raku

5 Bedrooms
5+ Bathrooms
British Virgin Islands, Virgin Gorda, BVI
  • From $2,100 to $5,000 per night
  • Pool
  • AC
Details

M & M Cooper

5 Bedrooms
5+ Bathrooms
British Virgin Islands, Tortola, BVI
  • From $1,500 to $2,850 per night
  • Pool
  • AC
Details
2-4 BR rates.

Outer Banks

5 Bedrooms
5 Bathrooms
British Virgin Islands, Tortola, BVI
  • From $750 to $1,950 per night
  • Near Beach
  • Pool
  • AC
Details

Westland Heights 9

5 Bedrooms
5 Bathrooms
Barbados
  • From $1,500 to $3,100 per night
  • Pool
  • AC
Details
4 BR rate.

Java Bay

5 Bedrooms
5 Bathrooms
Barbados
  • From $1,600 to $3,750 per night
  • Pool
  • AC
Details

Hilltime

5 Bedrooms
4 Bathrooms
Cayman, Grand Cayman, Rum Point
  • From $850 to $2,950 per night
  • Beachfront
  • Pool
  • AC
Details

White Cottage

5 Bedrooms
3 Bathrooms
Cayman, Grand Cayman, South Sound
  • From $950 to $3,150 per night
  • Beachfront
  • Pool
  • AC
Details

Great Bluff Estates

5 Bedrooms
7 Bathrooms
Cayman, Grand Cayman, Northside
  • From $1,145 to $3,395 per night
  • Beachfront
  • Pool
  • AC
Details

Abita Kai

5 Bedrooms
5 Bathrooms
Cayman, Grand Cayman, Cayman Kai
  • From $1,195 to $3,695 per night
  • Beachfront
  • Pool
  • AC
Details

Envision

5 Bedrooms
3+ Bathrooms
Cayman, Grand Cayman, Northside
  • From $795 to $2,350 per night
  • Beachfront
  • Pool
  • AC
Details

Hidden Treasure

5 Bedrooms
4+ Bathrooms
Cayman, Grand Cayman, East End
  • From $694 to $2,094 per night
  • Beachfront
  • Pool
  • AC
Details

Coral Kai

5 Bedrooms
5 Bathrooms
Cayman, Grand Cayman, Rum Point
  • From $995 to $2,495 per night
  • Beachfront
  • Pool
  • AC
Details

Cayman Sands

5 Bedrooms
5 Bathrooms
Cayman, Grand Cayman, Northside
  • From $795 to $2,150 per night
  • Beachfront
  • Pool
  • AC
Details

Kai Conut Villa

5 Bedrooms
3 Bathrooms
Cayman, Grand Cayman, Cayman Kai
  • From $875 to $2,295 per night
  • Beachfront
  • Pool
  • AC
Details

St. Bernard's Hill House

5 Bedrooms
5+ Bathrooms
British Virgin Islands, Tortola, BVI
  • From $4,000 to $6,900 per night
  • Pool
  • AC
Details

Vision Beach

5 Bedrooms
5+ Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $8,500 to $23,000 per night
  • Beachfront
  • Pool
  • AC
Details
4 BR rate.

Saving Grace Villa

5 Bedrooms
3 Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $3,600 to $8,300 per night
  • Beachfront
  • Pool
  • AC
Details

Champagne Shores

5 Bedrooms
5+ Bathrooms
Anguilla
  • From $1,950 to $7,000 per night
  • Near Beach
  • Pool
  • AC
Details