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  12,000 Club Points/night

More Villas

Exclusive Offers
9 Guests 5 Bedrooms 3 Bathrooms

Torre Di Montelopio

Italy / Tuscany
from 1,000 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Diana

Italy / Amalfi Coast
from 13,500 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Dione

Italy / Sicily
from 4,000 Club Points/night
Exclusive Offers
12 Guests 5 Bedrooms 5 Bathrooms

Diosa del Mar

Costa Rica / Guanacaste
from 4,000 Club Points/night
Exclusive Offers
22 Guests 11 Bedrooms 11 Bathrooms

Dodola

Italy / Amalfi Coast
from 10,500 Club Points/night
Exclusive Offers
9 Guests 5 Bedrooms 6 Bathrooms

Dorata

Italy / Amalfi Coast
from 8,000 Club Points/night
Exclusive Offers
12 Guests 5 Bedrooms 6 Bathrooms

Drakothea

Greece / Mykonos
from 3,500 Club Points/night
Exclusive Offers
10 Guests 5 Bedrooms 5.5 Bathrooms

Dream in Blue

St. Martin / St. Martin (French)
from 3,500 Club Points/night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

East Wind at Jumby Bay

Antigua / Jumby Bay Island
from 42,000 Club Points/night
Exclusive Offers
6 Guests 3 Bedrooms 3 Bathrooms

Easy Reach

Barbados / Mullins Beach
from 2,000 Club Points/night
Exclusive Offers
16 Guests 8 Bedrooms 8.5 Bathrooms

Eco Serendib - Entire Villa

United States Virgin Islands / St. John
from 10,500 Club Points/night
Exclusive Offers
2 Guests 1 Bedrooms 1 Bathrooms

Eco Serendib - Presidential Suite

United States Virgin Islands / St. John
from 7,000 Club Points/night
9 Guests 5 Bedrooms 3 Bathrooms

Torre Di Montelopio

Italy / Tuscany
from 1,000 Club Points/night

Villa di Montelopio is a traditional 16th century villa with private swimming pool situated in the Montelopio Village within walking distance of restaurants and bars.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
12 Guests 6 Bedrooms 6 Bathrooms

Diana

Italy / Amalfi Coast
from 13,500 Club Points/night

The striking white stucco structure of Villa Diana is perfectly positioned in the beautiful village of Praiano, within easy reach from Positano, Ravello, and Amalfi.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
12 Guests 6 Bedrooms 6 Bathrooms

Dione

Italy / Sicily
from 4,000 Club Points/night

Set on a quiet cliff looking at the enchanting town of Cefalù in the distance and the crystal sea all around, Villa Dione is the perfect villa for sea lovers!

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
12 Guests 5 Bedrooms 5 Bathrooms

Diosa del Mar

Costa Rica / Guanacaste
from 4,000 Club Points/night

Fall under Costa Rica’s spell at the enchanting Diosa del Mar.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
22 Guests 11 Bedrooms 11 Bathrooms

Dodola

Italy / Amalfi Coast
from 10,500 Club Points/night

Overlooking the extraordinary Gulf of Naples with the imposing Mount Vesuvius on the horizon, the three-floor Villa Dodola rests in a quiet and private part of the hills between the Sorrentino and the Amalfi coasts, only a few kilometers from the lively Sorrento, and just a 20-minute drive from the sandy beach of Massa Lubrense.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
9 Guests 5 Bedrooms 6 Bathrooms

Dorata

Italy / Amalfi Coast
from 8,000 Club Points/night

Villa Dorata is a super-luxury private palazzo perched 194 steps above the glorious Mediterranean and the light of Positano.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
12 Guests 5 Bedrooms 6 Bathrooms

Drakothea

Greece / Mykonos
from 3,500 Club Points/night

Drakothea is a stunningly beautiful property and offers an extraordinary setting for a dream vacation. The distinctive combination of breathtaking views, artistic elements, modern amenities, privacy, luxury and comfort make this villa an exceptional vacation spot.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
10 Guests 5 Bedrooms 5.5 Bathrooms

Dream in Blue

St. Martin / St. Martin (French)
from 3,500 Club Points/night

Welcome to Villa Dream in Blue, offering one of the most beautiful views in Saint Martin, with stunning panoramic views of the Caribbean Sea from sunrise to sunset.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
12 Guests 6 Bedrooms 6 Bathrooms

East Wind at Jumby Bay

Antigua / Jumby Bay Island
from 42,000 Club Points/night

Welcome to East Wind, a private haven of tranquility, set on the breezy southeastern shore of Jumby Bay Island.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
6 Guests 3 Bedrooms 3 Bathrooms

Easy Reach

Barbados / Mullins Beach
from 2,000 Club Points/night

Easy Reach is an impressive beach house offering three double bedrooms with en-suite bathrooms built just feet from the sea, on the white sands of the famous Mullins beach.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
16 Guests 8 Bedrooms 8.5 Bathrooms

Eco Serendib - Entire Villa

United States Virgin Islands / St. John
from 10,500 Club Points/night

Luxurious private spa retreat & organic garden-to-plate adventures. Indulge & experience luxury reserved for the privileged few.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners
2 Guests 1 Bedrooms 1 Bathrooms

Eco Serendib - Presidential Suite

United States Virgin Islands / St. John
from 7,000 Club Points/night

Luxurious private spa retreat & organic garden-to-plate adventures. Indulge & experience luxury reserved for the privileged few.

Our Exclusive Offers:
  • Up to $100 Destination Dollars for Executive Owners
  • Up to $175 Destination Dollars for Presidential Owners
  • Up to $250 Destination Dollars for Chairman's Club Owners