Family Villas

Villa Collection Curated by Our Family Specialist

The following properties have been carefully selected by our staff as those most accommodating for families traveling with infants and small children.

We want you to feel at home with your family on your villa vacation. The following properties have been carefully selected by our staff as those most accommodating for families traveling with infants and small children. Our villa specialists can advise you on additional details and facilities of the properties including swimming pool depth. We'll help you plan the perfect family holiday!

Featured Villas

Exclusive Offers
Guests 5 Bedrooms 5.5 Bathrooms

Sundog

Providenciales, Turks & Caicos
from  12,000 Club Points/night

More Villas

Exclusive Offers
34 Guests 12 Bedrooms 13 Bathrooms

Villa Lol-Beh

Riviera Maya / Tulum
from 6,500 Club Points/night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

Lorian

Italy / Tuscany
from 2,500 Club Points/night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Los Pinos at Casa de Campo

Dominican Republic / la Romana
from 6,000 Club Points/night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

Lucia

Spain / Marbella
from 5,000 Club Points/night
Exclusive Offers
12 Guests 4 Bedrooms 4 Bathrooms

Windjammer Landing - Manor Collection

St. Lucia / Labrelotte Bay
from 5,500 Club Points/night
Exclusive Offers
10 Guests 5 Bedrooms 4 Bathrooms

Macennere

Italy / Tuscany
from 1,500 Club Points/night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

Madras

St. Martin / Terres Basses
from 2,000 Club Points/night
Exclusive Offers
9 Guests 5 Bedrooms 5 Bathrooms

Magna

Italy / Sicily
from 2,000 Club Points/night
Exclusive Offers
11 Guests 4 Bedrooms 4.5 Bathrooms
Call for Pricing
Exclusive Offers
12 Guests 5 Bedrooms 7 Bathrooms
Call for Pricing
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Maison de Rêve

St. Martin / St. Martin (French)
from 2,500 Club Points/night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Malakoff

Italy / The Lakes
Call for Pricing
34 Guests 12 Bedrooms 13 Bathrooms

Villa Lol-Beh

Riviera Maya / Tulum
from 6,500 Club Points/night

Lol-Beh is a luxurious, twelve-bedroom beachfront villa in the Mayan Riviera, located on the white, sandy beaches of Soliman Bay.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
10 Guests 5 Bedrooms 5 Bathrooms

Lorian

Italy / Tuscany
from 2,500 Club Points/night

Villa Lorian is an elegant and very comfortable Italian villa with private swimming pool in the heart of the Tuscan countryside, just 11 km away from the stunning Montalcino renowned for the production of one of the most prestigious red wines in the world.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
8 Guests 4 Bedrooms 4 Bathrooms

Los Pinos at Casa de Campo

Dominican Republic / la Romana
from 6,000 Club Points/night

With living areas on the main floor and bedrooms upstairs, this two-story villa is the perfect set-up for sharing good times together while still enjoying individual privacy.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
10 Guests 5 Bedrooms 5 Bathrooms

Lucia

Spain / Marbella
from 5,000 Club Points/night

Striking, modern, fun, colorful....extremely well presented. A great location and a great villa.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
12 Guests 4 Bedrooms 4 Bathrooms

Windjammer Landing - Manor Collection

St. Lucia / Labrelotte Bay
from 5,500 Club Points/night

Tucked away on a lush hillside along the cobalt Caribbean Sea, Windjammer Landing Villa Beach Resort is unlike any destination you’ve witnessed.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
  • Windjammer Landing | Fall Into Savings!
10 Guests 5 Bedrooms 4 Bathrooms

Macennere

Italy / Tuscany
from 1,500 Club Points/night

Macennere is a lovely stone-built farmhouse located in a very secluded and tranquil position in the hills of Lucca.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
10 Guests 5 Bedrooms 5 Bathrooms

Madras

St. Martin / Terres Basses
from 2,000 Club Points/night

Madras is a luxurious Caribbean villa situated in Terre-Basses, a private gated community area in French St Martin.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
9 Guests 5 Bedrooms 5 Bathrooms

Magna

Italy / Sicily
from 2,000 Club Points/night

Villa Magna is an extraordinary two story Mediterranean villa that boasts spectacular and captivating ocean views.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
11 Guests 4 Bedrooms 4.5 Bathrooms
Call for Pricing

The charm of Villa 1903 stems from its distinct embellishments, contrasting colors, and architectural design.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
12 Guests 5 Bedrooms 7 Bathrooms
Call for Pricing

Whether you’re looking for a romantic hideaway or a tropical retreat to share with family and friends, this five-bedroom Caribbean vacation villa is ideal.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
12 Guests 6 Bedrooms 6 Bathrooms

Maison de Rêve

St. Martin / St. Martin (French)
from 2,500 Club Points/night

The centerpiece of this very private estate property is an elegant 8000 square foot, six-bedroom villa filled with spacious indoor and outdoor living.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
8 Guests 4 Bedrooms 4 Bathrooms

Malakoff

Italy / The Lakes
Call for Pricing

Originally built in 1860, Villa Malakoff is located within the 25 acres complex of the famous Hotel Villa D’ Este’s estate, which provides guests with the unique experience of marrying the intimacy and privacy of your own home on Lake Como with the unparalleled services and amenities that only a five star luxury Hotel can offer.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners