Family Friendly Villa Collection

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.

Seaclusion

8 Bedrooms
9+ Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $12,800 to $27,000 per night
  • Beachfront
  • Pool
  • AC
  • Resort Villa
Details
2-7 BR rates.

Beach Court Villa

8 Bedrooms
8 Bathrooms
Anguilla
  • From $1,100 to $4,655 per night
  • Beachfront
  • Pool
  • AC
Details

Nelson Gay House

8 Bedrooms
8+ Bathrooms
Barbados
  • From $2,750 to $10,000 per night
  • Beachfront
  • Pool
  • AC
Details

Mullins Mill

8 Bedrooms
8 Bathrooms
Barbados
  • From $2,500 to $5,800 per night
  • Pool
  • AC
Details

The Beach House

8 Bedrooms
9+ Bathrooms
Anguilla
  • From $12,650 to $32,760 per night
  • Beachfront
  • Pool
  • AC
Details

Emerald Cay

8 Bedrooms
8+ Bathrooms
Turks and Caicos, Providenciales, Taylor Bay-Sapodilla Bay
  • From $35,714 to $50,000 per night
  • Beachfront
  • Pool
  • AC
Details

Casa Kimball

8 Bedrooms
8 Bathrooms
Dominican Republic, Cabrera
  • From $4,000 to $6,000 per night
  • Near Beach
  • Pool
  • AC
Details

Sea Orchard Retreat

8 Bedrooms
8 Bathrooms
Cayman, Grand Cayman
  • From $1,395 to $3,950 per night
  • AC
Details

Kaiku and Guesthouse

8 Bedrooms
6+ Bathrooms
Cayman, Grand Cayman
  • From $1,650 to $4,950 per night
  • Beachfront
  • Pool
  • AC
Details
6 BR rate.

Silver Sands

8 Bedrooms
7+ Bathrooms
Turks and Caicos, Providenciales, North Shore
  • From $5,800 to $20,000 per night
  • Beachfront
  • Pool
  • AC
Details

Sentosa Villa

8 Bedrooms
8 Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $15,000 to $28,000 per night
  • Beachfront
  • Pool
  • AC
Details
6 BR rate.

Hawksbill Villa

8 Bedrooms
9 Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $14,000 to $32,700 per night
  • Beachfront
  • Pool
  • AC
Details
6 BR rate.

Kandara

8 Bedrooms
8+ Bathrooms
Anguilla
  • From $5,200 to $22,500 per night
  • Near Beach
  • Pool
  • AC
Details

English Harbour #048

8 Bedrooms
7 Bathrooms
Antigua, English Harbour
  • From $3,529 to $5,000 per night
  • Near Beach
  • Pool
  • AC
Details

Blue Oasis

8 Bedrooms
7+ Bathrooms
Dominican Republic, Punta Cana
  • From $6,666 to $13,340 per night
  • Beachfront
  • Pool
  • AC
  • Resort Villa
Details
6 BR rate.

Bluff House - Sandy Lane

8 Bedrooms
8 Bathrooms
Barbados
  • From $3,630 to $10,000 per night
  • Near Beach
  • Pool
  • AC
Details
6 BR rate.

Milestone

8 Bedrooms
7+ Bathrooms
Turks and Caicos, Providenciales, Leeward
  • From $6,950 to $24,000 per night
  • Beachfront
  • Pool
  • AC
Details
5 BR rate.

Sea Breeze Estate

8 Bedrooms
9 Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $14,000 to $36,000 per night
  • Beachfront
  • Pool
  • AC
Details

Sandy Estate

8 Bedrooms
8 Bathrooms
Turks and Caicos, Providenciales, Turtle Tail
  • From $4,000 to $16,050 per night
  • Beachfront
  • Pool
  • AC
Details
4-6 BR rates.

Seafire

8 Bedrooms
8+ Bathrooms
Turks and Caicos, Providenciales, Grace Bay
  • From $4,800 to $25,000 per night
  • Beachfront
  • Pool
  • AC
Details
5-7 BR rates.

Pearl East Villa

8 Bedrooms
8+ Bathrooms
Turks and Caicos, Providenciales, Long Bay
  • From $6,500 to $18,500 per night
  • Beachfront
  • Pool
  • AC
Details
5-7 BR rates.

Pearl West Villa

8 Bedrooms
8+ Bathrooms
Turks and Caicos, Providenciales, Long Bay
  • From $6,500 to $18,500 per night
  • Beachfront
  • Pool
  • AC
Details

Coconut Walk - Platinum Luxury

8 Bedrooms
7+ Bathrooms
Cayman, Grand Cayman
  • From $5,750 to $12,950 per night
  • Beachfront
  • Pool
  • AC
Details

Fischer's Reef - Platinum

8 Bedrooms
8+ Bathrooms
Cayman, Grand Cayman
  • From $2,995 to $7,495 per night
  • Beachfront
  • Pool
  • AC
Details

Sun Rays - Platinum

8 Bedrooms
8+ Bathrooms
Cayman, Grand Cayman
  • From $2,950 to $11,950 per night
  • Beachfront
  • Pool
  • AC
Details

Bella Rocca - Platinum

8 Bedrooms
8+ Bathrooms
Cayman, Grand Cayman
  • From $2,150 to $9,950 per night
  • Pool
  • AC
Details

Arrecife 17

8 Bedrooms
8+ Bathrooms
Dominican Republic, Punta Cana
  • From $3,750 to $8,000 per night
  • Pool
  • AC
  • Resort Villa
Details
7 BR rate.

Palm Point Villa

8 Bedrooms
8+ Bathrooms
Antigua, Jolly Harbour
  • From $4,000 to $12,000 per night
  • Beachfront
  • Pool
  • AC
Details
3-7 BR rates.

Fabrizia Villa

8 Bedrooms
9 Bathrooms
St. Barts, Gustavia
  • From $3,571 to $9,857 per night
  • Near Beach
  • Pool
  • AC
Details
4-7 BR rates.

La Belle Creole

8 Bedrooms
7 Bathrooms
St. Barts, Saint Jean
  • From $2,857 to $11,429 per night
  • Pool
  • AC
Details