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

C'est La Vie

St. Lucia / Bois D'Orange
from $950.00 /night
12 Guests 6 Bedrooms 6.5 Bathrooms

C'est La Vie

St. Martin / Terres Basses
from $5,572.00 /night
10 Guests 4 Bedrooms 4.5 Bathrooms

Caballet - La Cana H3

Dominican Republic / Punta Cana
from $1,000.00 /night
6 Guests 4 Bedrooms 4.5 Bathrooms

Calabash at Jumby Bay

Antigua / Jumby Bay Island
from $14,200.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Calliaqua at Sugar Hill

Barbados / Holetown
from $1,150.00 /night
6 Guests 3 Bedrooms 3.5 Bathrooms

Callisto

St. Martin / St. Martin (French)
from $472.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Calypso

Turks & Caicos / Providenciales
from $1,750.00 /night
10 Guests 6 Bedrooms 5 Bathrooms

Camporempoli

Italy / Tuscany
from $575.00 /night
4 Guests 2 Bedrooms 2 Bathrooms

Caneel Trailside Cottage

United States Virgin Islands / St. John
from $500.00 /night
6 Guests 3 Bedrooms 3 Bathrooms
from $760.00 /night
5 Guests 2 Bedrooms 2 Bathrooms

Carl's House at The Chilko Experience

British Columbia / Chilko Lake
from $1,295.00 /night
10 Guests 5 Bedrooms 6.5 Bathrooms

Carlota

United States Virgin Islands / St. John
from $2,000.00 /night
12 Guests 5 Bedrooms 5.5 Bathrooms

C'est La Vie

St. Lucia / Bois D'Orange
from $950.00 /night

Situated on the northernmost peninsula of St. Lucia and entirely surrounded by lush tropical foliage, C’est la Vie Villa offers total tranquility and relaxation to its guests.

12 Guests 6 Bedrooms 6.5 Bathrooms

C'est La Vie

St. Martin / Terres Basses
from $5,572.00 /night

Villa C'est La Vie in St Martin unbelievable luxurious and contemporary beach front villa

10 Guests 4 Bedrooms 4.5 Bathrooms

Caballet - La Cana H3

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

Hop into this unique luxury villa to spend some quality time with your family or friends.

6 Guests 4 Bedrooms 4.5 Bathrooms

Calabash at Jumby Bay

Antigua / Jumby Bay Island
from $14,200.00 /night

Calabash invites you to explore, see, feel, and enjoy nature in a uniquely warm, elegant and modern setting.

10 Guests 5 Bedrooms 5 Bathrooms

Calliaqua at Sugar Hill

Barbados / Holetown
from $1,150.00 /night

Enjoying an enviable location on the glamorous West Coast of Barbados, Calliaqua is one of the most sought-after luxury holiday villas for rent on the island.

6 Guests 3 Bedrooms 3.5 Bathrooms

Callisto

St. Martin / St. Martin (French)
from $472.00 /night

Villa Callisto is a contemporary home located in the prestigious gated community of Terres Basses, known as the most residential area in St. Martin.

10 Guests 5 Bedrooms 5 Bathrooms

Calypso

Turks & Caicos / Providenciales
from $1,750.00 /night

Escape to your own bit of paradise – Villa Calypso. With its five air-conditioned bedrooms and bathrooms, Villa Calypso is the definition of luxury.

10 Guests 6 Bedrooms 5 Bathrooms

Camporempoli

Italy / Tuscany
from $575.00 /night

Camporempoli is a charming farmhouse with private pool set in one of the most panoramic position in the Chianti Classico, close by Siena.

4 Guests 2 Bedrooms 2 Bathrooms

Caneel Trailside Cottage

United States Virgin Islands / St. John
from $500.00 /night

Caneel Trailside Cottage sits one mile outside Cruz Bay, high up on the ridge in the saddle between Caneel Hill and Margaret Hill, adjacent to the Virgin Islands National Park.

6 Guests 3 Bedrooms 3 Bathrooms
from $760.00 /night

Enjoy spectacular views and incomparable luxury in this beachfront oasis

5 Guests 2 Bedrooms 2 Bathrooms

Carl's House at The Chilko Experience

British Columbia / Chilko Lake
from $1,295.00 /night

The Chilko Experience is a private wilderness estate offering an exceptional experience in the beautiful remote Chilko Valley in British Columbia.

10 Guests 5 Bedrooms 6.5 Bathrooms

Carlota

United States Virgin Islands / St. John
from $2,000.00 /night

Perched 500 feet on a hillside in the gated enclave of Upper Peter bay is an elegant, five-bedroom sanctuary in a mesmerizing setting.