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

10 Guests 5 Bedrooms 5.5 Bathrooms

Saramanda

Barbados / St. James
from $2,200.00 /night
8 Guests 5 Bedrooms 3.5 Bathrooms

Saving Grace

Turks & Caicos / Providenciales
from $3,500.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Schooner Bay 205

Barbados / Speightstown
from $600.00 /night
6 Guests 3 Bedrooms 3.5 Bathrooms

Schooner Bay 207 - Innisfree

Barbados / Speightstown
from $860.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Scudo

Italy / Tuscany
from $741.00 /night
8 Guests 4 Bedrooms 4.5 Bathrooms

Sea Breeze at Jumby Bay

Antigua / Jumby Bay Island
from $9,800.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Sea Hare Harbour at Jumby Bay

Antigua / Jumby Bay Island
from $6,900.00 /night
11 Guests 6 Bedrooms 5 Bathrooms

Sea Villa

Anguilla / Long Bay Village
from $5,200.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Secret Garden

Barbados / St. James
from $530.00 /night
18 Guests 9 Bedrooms 7 Bathrooms

Senese

Italy / Tuscany
from $2,932.00 /night
14 Guests 6 Bedrooms 3.5 Bathrooms

Senner Chalet

Colorado / Steamboat Springs
from $616.00 /night
12 Guests 6 Bedrooms 7 Bathrooms

Serena

Italy / The Lakes
from $7,098.00 /night
10 Guests 5 Bedrooms 5.5 Bathrooms

Saramanda

Barbados / St. James
from $2,200.00 /night

Saramanda is a luxurious and spacious five-bedroom villa with a large swimming pool located in the heart of the prestigious Sandy Lane Estate in St. James on the West Coast of Barbados.

8 Guests 5 Bedrooms 3.5 Bathrooms

Saving Grace

Turks & Caicos / Providenciales
from $3,500.00 /night

Located in a residential area on Grace Bay Beach, Saving Grace Villa Providenciales is a 4,000+ square foot, two-story, L-shaped Colonial style villa nestled discreetly into a sunset-facing cove on this world-famous beach.

6 Guests 3 Bedrooms 3 Bathrooms

Schooner Bay 205

Barbados / Speightstown
from $600.00 /night

Schooner Bay 205 is a spacious, three-bedroom apartment located within a few yards of the beach at Schooner Bay.

6 Guests 3 Bedrooms 3.5 Bathrooms

Schooner Bay 207 - Innisfree

Barbados / Speightstown
from $860.00 /night

Schooner Bay 207 "Innisfree" is an elegant, three-bedroom residence located on the first floor of the Schooner Bay complex.

8 Guests 4 Bedrooms 4 Bathrooms

Scudo

Italy / Tuscany
from $741.00 /night

This is a fashionable property in an exclusive location in the heart of Florence!

8 Guests 4 Bedrooms 4.5 Bathrooms

Sea Breeze at Jumby Bay

Antigua / Jumby Bay Island
from $9,800.00 /night

Dramatic views of the Caribbean Sea greet guests each morning at this comfortable four-bedroom retreat.

6 Guests 3 Bedrooms 3 Bathrooms

Sea Hare Harbour at Jumby Bay

Antigua / Jumby Bay Island
from $6,900.00 /night

Resting serenely along the shore of Harbour Beach, Sea Hare boasts an impressive strip of secluded private beach within arm’s reach of its cerulean-tiled infinity-edge pool.

11 Guests 6 Bedrooms 5 Bathrooms

Sea Villa

Anguilla / Long Bay Village
from $5,200.00 /night

Perched overlooking the azure water, Sea Villa offers unrivaled Caribbean views and private stairs leading to our secluded stretch of sand.

6 Guests 3 Bedrooms 3 Bathrooms

Secret Garden

Barbados / St. James
from $530.00 /night

Secret Garden at Merlin Bay is a lovely three bedroom fully air-conditioned villa with a private plunge pool set on two floors.

18 Guests 9 Bedrooms 7 Bathrooms

Senese

Italy / Tuscany
from $2,932.00 /night

Villa Senese is set atop a hill, with a location that is ideal for those who wish to spend a unique holiday amidst spectacular views of the Tuscan rolling hills.

14 Guests 6 Bedrooms 3.5 Bathrooms

Senner Chalet

Colorado / Steamboat Springs
from $616.00 /night

Senner Chalet sits with a grandstand view of the mountain perched in private neighborhood just 2 minutes from the ski trails. Authentically constructed by European craftsmen, the home bears murals and imported furniture that convey the cultural heritage of the owners throughout—right down to the cowbells hanging over the deck.

12 Guests 6 Bedrooms 7 Bathrooms

Serena

Italy / The Lakes
from $7,098.00 /night

A lakefront luxury villa located just 5 km from the city of Como, Villa Serena is a patrician manor that combines regal and elegant interiors with white-glove service for a grand vacation experience.