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

12 Guests 5 Bedrooms 5.5 Bathrooms

Hacienda A21

Dominican Republic Villas / Punta Cana
from $1,290.00 /night
10 Guests 4 Bedrooms 4.5 Bathrooms

Hacienda A18 - Tranquila

Dominican Republic Villas / Punta Cana
from $1,000.00 /night
28 Guests 14 Bedrooms 15.5 Bathrooms

Hacienda Magica

Riviera Maya / Puerto Aventuras
from $3,850.00 /night
12 Guests 6 Bedrooms 7 Bathrooms

Hacienda Paraiso

Riviera Maya / Tulum
from $2,125.00 /night
8 Guests 4 Bedrooms 5.5 Bathrooms

Hakuna Matata

United States Virgin Islands / St. John
from $1,286.00 /night
12 Guests 5 Bedrooms 5.5 Bathrooms

Hale Hoaloha (House of Friends)

Hawaii Villas / The Big Island
from $5,639.00 /night
12 Guests 6 Bedrooms 6.5 Bathrooms

Half Century House at Sugar Hill

Barbados / St. James
from $1,150.00 /night
8 Guests 4 Bedrooms 4.5 Bathrooms

Happy Bay Villa

St. Martin Villas / St. Martin (French)
from $770.00 /night
16 Guests 8 Bedrooms 9.5 Bathrooms

Harmony

Anguilla / West End
from $2,400.00 /night
12 Guests 5 Bedrooms 5.5 Bathrooms

Harmony Haus

Utah / Deer Valley
from $1,000.00 /night
6 Guests 3 Bedrooms 3.5 Bathrooms

Harmony House

Barbados / Gibbes Beach
from $1,100.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Havier

Greece / Mykonos
from $5,853.00 /night
12 Guests 5 Bedrooms 5.5 Bathrooms

Hacienda A21

Dominican Republic Villas / Punta Cana
from $1,290.00 /night

Surrounded by golf courses and green meadows this property offers a quality stay in any of its 5 bedrooms each with its own en-suite bath.

10 Guests 4 Bedrooms 4.5 Bathrooms

Hacienda A18 - Tranquila

Dominican Republic Villas / Punta Cana
from $1,000.00 /night

Indulge yourself and all your family and friends in some quality time and relaxed days in one the most secluded neighborhoods in Punta Cana.

28 Guests 14 Bedrooms 15.5 Bathrooms

Hacienda Magica

Riviera Maya / Puerto Aventuras
from $3,850.00 /night

A stunning fully staffed private villa with full size tennis court, beach front swimming pool with large deck area, and more!

12 Guests 6 Bedrooms 7 Bathrooms

Hacienda Paraiso

Riviera Maya / Tulum
from $2,125.00 /night

Set on one of world's most incredible beaches, right inside what is known as the National Park of Tulum, and only 500 meters from the world famous Mayan Ruins.

8 Guests 4 Bedrooms 5.5 Bathrooms

Hakuna Matata

United States Virgin Islands / St. John
from $1,286.00 /night

Worthy of the most stylish home design magazines, 'Hakuna Matata' is the epitome of high-end island living.

12 Guests 5 Bedrooms 5.5 Bathrooms

Hale Hoaloha (House of Friends)

Hawaii Villas / The Big Island
from $5,639.00 /night

Nestled between two premier hotels, Hale Hoaloha boasts an unbeatable location just steps from the beach.

12 Guests 6 Bedrooms 6.5 Bathrooms

Half Century House at Sugar Hill

Barbados / St. James
from $1,150.00 /night

An inviting Barbados luxury villa located in the Sugar Hill Resort Community, 'Half Century House' commands a breathtaking view of the Caribbean Sea.

8 Guests 4 Bedrooms 4.5 Bathrooms

Happy Bay Villa

St. Martin Villas / St. Martin (French)
from $770.00 /night

Near the Caribbean's gourmet paradise - Grand Case - sits the exclusive, very private enclave of Mont Choisy, home to the stylish Happy Bay Villa.

16 Guests 8 Bedrooms 9.5 Bathrooms

Harmony

Anguilla / West End
from $2,400.00 /night

Villa Harmony is an 8-bedroom residence style villa successfully harmonizes the relaxed Caribbean style with elegant contemporary touches from around the world.

12 Guests 5 Bedrooms 5.5 Bathrooms

Harmony Haus

Utah / Deer Valley
from $1,000.00 /night

This 6,000 square-foot townhome is nestled mountain-side for stunning views of Deer Valley's slopes and Lake Jordanelle.

6 Guests 3 Bedrooms 3.5 Bathrooms

Harmony House

Barbados / Gibbes Beach
from $1,100.00 /night

Harmony House is a delightful villa built of coral stone and located on the famous Gibbs Beach, on the West Coast of Barbados. The villa is nestled in lush, tropical gardens making it a cozy, private retreat.

10 Guests 5 Bedrooms 5 Bathrooms

Havier

Greece / Mykonos
from $5,853.00 /night

Inspired by the rocky landscape of Mykonos, Villa Havier was designed with the characteristics found on the islands’ vernacular country homes, chapels and windmills.