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.

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, West End
  • From $1,395 to $3,950 per night
  • AC
Details

Kaiku and Guesthouse

8 Bedrooms
6+ Bathrooms
Cayman, Grand Cayman, Rum Point
  • 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 $30,000 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

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, Seven Mile Beach
  • From $5,750 to $12,950 per night
  • Beachfront
  • Pool
  • AC
Details

Fischer's Reef - Platinum

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

Sun Rays - Platinum

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

Bella Rocca - Platinum

8 Bedrooms
8+ Bathrooms
Cayman, Grand Cayman, East End
  • 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 $6,000 to $15,000 per night
  • Beachfront
  • Pool
  • AC
Details
3-7 BR rates.

Fabrizia Villa

8 Bedrooms
9 Bathrooms
St. Barts, Gustavia
  • From $3,571 to $10,429 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
5-7 BR rates.

The Point Estate at Moskito Island

8 Bedrooms
8 Bathrooms
British Virgin Islands, Moskito Island, BVI
  • From $16,500 to $48,100 per night
  • Pool
  • AC
Details

Villa Canyon

8 Bedrooms
8 Bathrooms
France, Cote d'Azur, St Tropez
  • From $17,869 to $28,429 per night
  • Near Beach
  • Pool
  • AC
Details

Mirabello I

8 Bedrooms
8 Bathrooms
Greece, Crete
  • From $2,279 to $3,211 per night
  • Pool
  • AC
Details

Intrepida

8 Bedrooms
6 Bathrooms
Italy, Italian Lakes, Lake Como
  • From $10,154 to $15,108 per night
  • Pool
  • AC
Details
7 BR rate.

Mas des Pierres

8 Bedrooms
8 Bathrooms
France, Provence
  • From $2,453 to $4,484 per night
  • Pool
  • AC
Details