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  $4,480.00 /night

More Villas

34 Guests 12 Bedrooms 13 Bathrooms

Villa Lol-Beh

Riviera Maya / Tulum
from $2,300.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Lorian

Italy / Tuscany
from $849.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Los Pinos at Casa de Campo

Dominican Republic / la Romana
from $2,099.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Lucia

Spain / Marbella
from $1,888.00 /night
Exclusive Offers
12 Guests 4 Bedrooms 4 Bathrooms

Windjammer Landing - Manor Collection

St. Lucia / Labrelotte Bay
from $1,911.00 /night
10 Guests 5 Bedrooms 4 Bathrooms

Macennere

Italy / Tuscany
from $517.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Madras

St. Martin / Terres Basses
from $629.00 /night
9 Guests 5 Bedrooms 5 Bathrooms

Magna

Italy / Sicily
from $657.00 /night
11 Guests 4 Bedrooms 4.5 Bathrooms
Call for Pricing
12 Guests 5 Bedrooms 7 Bathrooms
Call for Pricing
12 Guests 6 Bedrooms 6 Bathrooms

Maison de Rêve

St. Martin / St. Martin (French)
from $915.00 /night
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 $2,300.00 /night

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

10 Guests 5 Bedrooms 5 Bathrooms

Lorian

Italy / Tuscany
from $849.00 /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.

8 Guests 4 Bedrooms 4 Bathrooms

Los Pinos at Casa de Campo

Dominican Republic / la Romana
from $2,099.00 /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.

10 Guests 5 Bedrooms 5 Bathrooms

Lucia

Spain / Marbella
from $1,888.00 /night

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

12 Guests 4 Bedrooms 4 Bathrooms

Windjammer Landing - Manor Collection

St. Lucia / Labrelotte Bay
from $1,911.00 /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:
  • Windjammer Landing | January Peaks Sale!
10 Guests 5 Bedrooms 4 Bathrooms

Macennere

Italy / Tuscany
from $517.00 /night

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

10 Guests 5 Bedrooms 5 Bathrooms

Madras

St. Martin / Terres Basses
from $629.00 /night

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

9 Guests 5 Bedrooms 5 Bathrooms

Magna

Italy / Sicily
from $657.00 /night

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

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.

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.

12 Guests 6 Bedrooms 6 Bathrooms

Maison de Rêve

St. Martin / St. Martin (French)
from $915.00 /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.

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.