Villa Collection Curated by Our Family Specialist

Family


Find Your Villa

Guests:

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 7 Bedrooms 5.5 Bathrooms

Cypress at Reunion Resort

Orlando, Florida
from  $551.00 /night
Exclusive Offers
Guests 9 Bedrooms 12.5 Bathrooms

Nona at Reunion Resort

Orlando, Florida
from  $1,950.00 /night
Exclusive Offers
Guests 5 Bedrooms 5.5 Bathrooms

Sundog

Providenciales, Turks & Caicos
from  $3,900.00 /night

More Villas

Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Westshore

Barbados / The Garden
from $950.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

West We Go

Barbados / Holetown
from $605.00 /night
Exclusive Offers
20 Guests 7 Bedrooms 4.5 Bathrooms

Westhampton Waterfront Home

New York / Westhampton
from $1.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4.5 Bathrooms

Westhaven

Barbados / Gibbes Beach
from $2,225.00 /night
Exclusive Offers
12 Guests 4 Bedrooms 4.5 Bathrooms

What Else

St. Barthélemy / Pointe Milou
from $1,171.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4.5 Bathrooms

Whispering Palms at Jumby Bay

Antigua / Long Island
from $7,200.00 /night
Exclusive Offers
11 Guests 5 Bedrooms 3 Bathrooms

White Cottage

Grand Cayman / Frank Sound
from $1,219.00 /night
Exclusive Offers
8 Guests 3 Bedrooms 3 Bathrooms

White House Villa

Greece / Santorini
from $743.00 /night
Exclusive Offers
24 Guests 8 Bedrooms 8.5 Bathrooms

Windermere at Reunion Resort

Florida / Orlando
from $1,260.00 /night
Exclusive Offers
2 Guests 1 Bedrooms 1 Bathrooms

Windsong - 1 Bedroom

Turks & Caicos / Providenciales
from $439.00 /night
Exclusive Offers
4 Guests 2 Bedrooms 2 Bathrooms

Windsong - 2 Bedroom Suites

Turks & Caicos / Providenciales
from $659.00 /night
Exclusive Offers
8 Guests 3 Bedrooms 3 Bathrooms

Windsong - 3 Bedroom Penthouse

Turks & Caicos / Providenciales
from $1,112.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Westshore

Barbados / The Garden
from $950.00 /night

Westshore, a beautiful beachfront villa with spectacular views on the West Coast of Barbados.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000*
8 Guests 4 Bedrooms 4 Bathrooms

West We Go

Barbados / Holetown
from $605.00 /night

Located on the famous Sandy Lane beach with wonderful views of Sandy Lane Bay and only a short walk up the beach from Sandy Lane Hotel, 'West We Go' offers guests extensive gardens and beach frontage.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000*
20 Guests 7 Bedrooms 4.5 Bathrooms

Westhampton Waterfront Home

New York / Westhampton
from $1.00 /night

The idyllic setting of this spectacular, stately waterfront home in the picturesque village of Westhampton Beach makes it perfect for weddings, family reunion or just a tranquil retreat far from the madding crowds.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000*
8 Guests 4 Bedrooms 4.5 Bathrooms

Westhaven

Barbados / Gibbes Beach
from $2,225.00 /night

Westhaven is a two-story, luxurious, beachfront villa located on the world renowned Gibbs Beach; a white, sandy beach lapped by the calmer blue Caribbean warm waters on the West Coast of Barbados.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000*
12 Guests 4 Bedrooms 4.5 Bathrooms

What Else

St. Barthélemy / Pointe Milou
from $1,171.00 /night

Villa What Else is a contemporary 4-bedroom villa located in Pointe Milou within minutes of several beaches and shopping.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000*
8 Guests 4 Bedrooms 4.5 Bathrooms

Whispering Palms at Jumby Bay

Antigua / Long Island
from $7,200.00 /night

Spacious, comfortable and beautifully furnished, Whispering Palms offers a welcoming blend of Caribbean luxury and charm.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000*
11 Guests 5 Bedrooms 3 Bathrooms

White Cottage

Grand Cayman / Frank Sound
from $1,219.00 /night

Gather in a place where sea meets sand.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000*
8 Guests 3 Bedrooms 3 Bathrooms

White House Villa

Greece / Santorini
from $743.00 /night

White House Villa is a unique property located at the highest spot of Oia village in the Perivolas area.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000*
24 Guests 8 Bedrooms 8.5 Bathrooms

Windermere at Reunion Resort

Florida / Orlando
from $1,260.00 /night

Windermere is a magnificent eight bedroom mansion that sets new standards for luxury accommodation on Reunion Resort!

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000*
2 Guests 1 Bedrooms 1 Bathrooms

Windsong - 1 Bedroom

Turks & Caicos / Providenciales
from $439.00 /night

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000*
4 Guests 2 Bedrooms 2 Bathrooms

Windsong - 2 Bedroom Suites

Turks & Caicos / Providenciales
from $659.00 /night

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000*
8 Guests 3 Bedrooms 3 Bathrooms

Windsong - 3 Bedroom Penthouse

Turks & Caicos / Providenciales
from $1,112.00 /night

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000*