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

Exclusive Offers
8 Guests 5 Bedrooms 3.5 Bathrooms

Saving Grace

Turks & Caicos / Providenciales
from $3,600.00 /night
Exclusive Offers
6 Guests 3 Bedrooms 3.5 Bathrooms

Schooner Bay 207 - Innisfree

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

Scudo

Italy / Tuscany
from $641.00 /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 5.5 Bathrooms

Sea Villa

Anguilla / Long Bay Village
from $7,000.00 /night
Exclusive Offers
6 Guests 3 Bedrooms 3 Bathrooms

Secret Garden

Barbados / St. James
from $690.00 /night
Exclusive Offers
18 Guests 9 Bedrooms 7 Bathrooms

Senese

Italy / Tuscany
from $3,040.00 /night
15 Guests 6 Bedrooms 4 Bathrooms

Senner Chalet

Colorado / Steamboat Springs
from $616.00 /night
Exclusive Offers
14 Guests 6 Bedrooms 6.5 Bathrooms

Sirena - Arrecife 3

Dominican Republic / Punta Cana
from $1,860.00 /night
Exclusive Offers
14 Guests 5 Bedrooms 5 Bathrooms

Sirena Blue

Dominican Republic / Punta Cana
from $4,700.00 /night
16 Guests 6 Bedrooms 10 Bathrooms

Ski Dream Home

Utah / Deer Valley
from $13,000.00 /night
8 Guests 5 Bedrooms 3.5 Bathrooms

Saving Grace

Turks & Caicos / Providenciales
from $3,600.00 /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.

Our Exclusive Offers:
  • $250 Concierge Credit
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.

Our Exclusive Offers:
  • $250 Concierge Credit
8 Guests 4 Bedrooms 4 Bathrooms

Scudo

Italy / Tuscany
from $641.00 /night

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

Our Exclusive Offers:
  • $250 Concierge Credit
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 5.5 Bathrooms

Sea Villa

Anguilla / Long Bay Village
from $7,000.00 /night

Our most famous villa, Sea Villa offers breathtaking views of the Caribbean Sea and is our largest villa. With a private stairway to the beach and water below, Sea Villa is also located closest to secluded Long Bay Beach.

6 Guests 3 Bedrooms 3 Bathrooms

Secret Garden

Barbados / St. James
from $690.00 /night

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

Our Exclusive Offers:
  • $250 Concierge Credit
18 Guests 9 Bedrooms 7 Bathrooms

Senese

Italy / Tuscany
from $3,040.00 /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.

Our Exclusive Offers:
  • $250 Concierge Credit
15 Guests 6 Bedrooms 4 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.

14 Guests 6 Bedrooms 6.5 Bathrooms

Sirena - Arrecife 3

Dominican Republic / Punta Cana
from $1,860.00 /night

Sirena is located in the exclusive gated community of Punta Cana Resort and Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.

Our Exclusive Offers:
  • $250 Concierge Credit
14 Guests 5 Bedrooms 5 Bathrooms

Sirena Blue

Dominican Republic / Punta Cana
from $4,700.00 /night

The villa of a globetrotter!

Our Exclusive Offers:
  • $250 Concierge Credit
16 Guests 6 Bedrooms 10 Bathrooms

Ski Dream Home

Utah / Deer Valley
from $13,000.00 /night

Experience all that Deer Valley has to offer at this inviting slope-side ski chalet, complete with direct ski-in/ski-out access, a private ski bridge, heated wrap-around decks and patio areas, two exterior fire pits, and stunning views of Lake Jordanelle.