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.

Outrigger Villa

5 Bedrooms
5+ Bathrooms
St. Thomas, USVI
  • From $1,495 to $1,895 per night
  • Pool
  • AC
Details
2 BR rate.

Decaj Villa

5 Bedrooms
4+ Bathrooms
St. Lucia, Cap Estate
  • From $475 to $1,285 per night
  • Pool
  • AC
Details
1, 2 BR rates.

Cornucopia Villa

5 Bedrooms
6 Bathrooms
British Virgin Islands, Virgin Gorda, BVI
  • From $390 to $2,500 per night
  • Near Beach
  • AC
Details
2-4 BR rates.

Caribbean Wind Villa

5 Bedrooms
5 Bathrooms
British Virgin Islands, Virgin Gorda, BVI
  • From $1,763 to $4,084 per night
  • Near Beach
  • Pool
  • AC
Details

La Vida Villa

5 Bedrooms
5+ Bathrooms
British Virgin Islands, Virgin Gorda, BVI
  • From $2,300 to $4,600 per night
  • Beachfront
  • Pool
  • AC
Details
3, 4 BR rates.

The Carib House

5 Bedrooms
4 Bathrooms
Antigua, Turtle Bay
  • From $850 to $1,790 per night
  • Near Beach
  • Pool
  • AC
Details

Lime Tree at Peter Bay

5 Bedrooms
4+ Bathrooms
St. John, Peter Bay
  • From $2,286 to $3,286 per night
  • Pool
  • AC
Details
1-4 BR rates.

Reefside Villa

5 Bedrooms
5+ Bathrooms
St. John, Chocolate Hole
  • From $1,000 to $2,143 per night
  • Near Beach
  • Pool
  • AC
Details
1-4 BR rates.

Ardisia Villa

5 Bedrooms
5+ Bathrooms
St. John, Great Cruz Bay
  • From $2,357 to $3,571 per night
  • Pool
  • AC
Details
3, 4 BR rates.

Les Palmiers Bleus

5 Bedrooms
6 Bathrooms
St. Martin, Terres Basses (French side)
  • From $943 to $4,285 per night
  • AC
Details
4 BR rate.

Esprit de la Mer Villa

5 Bedrooms
5+ Bathrooms
St. Martin, Terres Basses (French side)
  • From $1,400 to $5,714 per night
  • Near Beach
  • Pool
  • AC
Details
4 BR rate.

Amandara Villa

5 Bedrooms
5 Bathrooms
St. Martin, Terres Basses (French side)
  • From $2,357 to $8,572 per night
  • Pool
  • AC
Details
3, 4 BR rates.

Dene Court - Sandy Lane

5 Bedrooms
5+ Bathrooms
Barbados
  • Price upon request
  • Pool
  • AC
Details

Ocean Breeze

5 Bedrooms
5 Bathrooms
Turks and Caicos, Providenciales, Chalk Sound
  • From $1,873 to $8,214 per night
  • Pool
  • AC
Details

Castaway Villa

5 Bedrooms
5 Bathrooms
Turks and Caicos, Providenciales, North Shore
  • From $1,700 to $9,043 per night
  • Beachfront
  • Pool
  • AC
Details

Villa Isla

5 Bedrooms
5+ Bathrooms
Turks and Caicos, Providenciales, Long Bay
  • From $1,400 to $12,429 per night
  • Beachfront
  • Pool
  • AC
Details

Aguaribay Villa

5 Bedrooms
5+ Bathrooms
Turks and Caicos, Providenciales, Long Bay
  • From $1,490 to $10,000 per night
  • Beachfront
  • Pool
  • AC
Details

Sandy Beaches Villa

5 Bedrooms
5 Bathrooms
Turks and Caicos, Providenciales, Long Bay
  • From $1,395 to $2,143 per night
  • Beachfront
  • Pool
  • AC
Details
4 BR rate.

Palm Beach Villa

5 Bedrooms
5 Bathrooms
St. Barts, Lorient
  • From $3,571 to $11,400 per night
  • Near Beach
  • AC
Details

Grace Bay Club Estate Five Bedroom Beach Level Pool Residence

5 Bedrooms
4+ Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $4,760 to $15,000 per night
  • Beachfront
  • Pool
  • AC
  • Resort Villa
Details

Seascape

5 Bedrooms
5+ Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $5,350 to $13,700 per night
  • Beachfront
  • Pool
  • AC
Details

Portofino

5 Bedrooms
5+ Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $5,900 to $15,900 per night
  • Beachfront
  • Pool
  • AC
  • Resort Villa
Details

Mango Manor

5 Bedrooms
5 Bathrooms
British Virgin Islands, Tortola, BVI
  • From $1,679 to $3,000 per night
  • Pool
  • AC
Details

Casa Bougainvillea Villa

5 Bedrooms
4 Bathrooms
St. Thomas, USVI
  • From $1,200 to $1,200 per night
  • Beachfront
  • Pool
  • AC
Details

Aquamare Villa 1

5 Bedrooms
5+ Bathrooms
British Virgin Islands, Virgin Gorda, BVI
  • From $3,909 to $12,000 per night
  • Beachfront
  • Pool
  • AC
Details

The Beach House

5 Bedrooms
3+ Bathrooms
St. Thomas, USVI
  • From $750 to $1,035 per night
  • Beachfront
  • AC
Details

Aprés Sea

5 Bedrooms
5+ Bathrooms
St. John, Rendezvous Bay
  • From $1,999 to $2,928 per night
  • Pool
  • AC
Details

Lantano Villa

5 Bedrooms
5+ Bathrooms
St. John, Peter Bay
  • From $2,071 to $3,500 per night
  • Pool
  • AC
Details
3, 4 BR rates.

Kalorama Villa

5 Bedrooms
4+ Bathrooms
St. John, Virgin Grand Estates
  • From $960 to $1,800 per night
  • Pool
  • AC
Details

The Villa at the St. James

5 Bedrooms
5 Bathrooms
Barbados
  • From $1,500 to $4,300 per night
  • Beachfront
  • Pool
  • AC
Details