Villa Collection Curated by Our Family Specialist

Kid-Friendly

Triton
Turks & Caicos

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Guests:

Theme and water parks just aren’t cutting it for your family? Embark upon a new adventure with a private villa vacation that will give you the luxuries you deserve, while in a child-friendly setting.

A villa features room for the entire family and the creature comforts of home. Many villas even have a laundress to wash your clothes, and even a personal chef to prepare your kid-friendly meals (chicken nuggets and fries, anyone?) A villa can be the ultimate family vacation.

Featured Villas

Exclusive Offers
Guests 4 Bedrooms 4.5 Bathrooms

AnaCapri Estate

Tortola, British Virgin Islands
from  $555.00 /night

More Villas

8 Guests 4 Bedrooms 4.5 Bathrooms

Westhaven

Barbados / Gibbes Beach
from $2,100.00 /night
3 Guests 1 Bedrooms 1 Bathrooms

Windsong - Resort Suites

Turks & Caicos / Providenciales
from $548.00 /night
Exclusive Offers
4 Guests 2 Bedrooms 2 Bathrooms

Windsong - Oceanfront Suites

Turks & Caicos / Providenciales
from $798.00 /night
Exclusive Offers
10 Guests 4 Bedrooms 3 Bathrooms

Windsong - Oceanfront Penthouse Suites

Turks & Caicos / Providenciales
from $2,021.00 /night
Exclusive Offers
6 Guests 2 Bedrooms 2 Bathrooms

Windsong - Lanai Bungalow Suites

Turks & Caicos / Providenciales
from $745.00 /night
10 Guests 5 Bedrooms 5.5 Bathrooms

Windward

Barbados / St. James
from $3,000.00 /night
12 Guests 5 Bedrooms 5.5 Bathrooms

Woodside Villa

Utah / Park City
from $988.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Zacil Na

Riviera Maya / Puerto Aventuras
from $1,102.00 /night
14 Guests 7 Bedrooms 7.5 Bathrooms

Zenaida Estate

Anguilla / Sandy Hill
from $1,100.00 /night
8 Guests 4 Bedrooms 4.5 Bathrooms

Westhaven

Barbados / Gibbes Beach
from $2,100.00 /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.

3 Guests 1 Bedrooms 1 Bathrooms

Windsong - Resort Suites

Turks & Caicos / Providenciales
from $548.00 /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.

4 Guests 2 Bedrooms 2 Bathrooms

Windsong - Oceanfront Suites

Turks & Caicos / Providenciales
from $798.00 /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:
  • Windsong | April Showers of Savings!
10 Guests 4 Bedrooms 3 Bathrooms

Windsong - Oceanfront Penthouse Suites

Turks & Caicos / Providenciales
from $2,021.00 /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:
  • Windsong | April Showers of Savings!
6 Guests 2 Bedrooms 2 Bathrooms

Windsong - Lanai Bungalow Suites

Turks & Caicos / Providenciales
from $745.00 /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:
  • Windsong | April Showers of Savings!
10 Guests 5 Bedrooms 5.5 Bathrooms

Windward

Barbados / St. James
from $3,000.00 /night

Windward is a luxurious two-story villa on Cooper Hill within Sandy Lane Estate in Barbados featuring a swimming pool, 5 bedrooms suites, and 5.5 bathrooms.

12 Guests 5 Bedrooms 5.5 Bathrooms

Woodside Villa

Utah / Park City
from $988.00 /night

This stunning Old Town home infuses elements of Park City's mining history with modern architecture, featuring hardwood floors and beams, vaulted ceilings and custom lighting.

10 Guests 5 Bedrooms 5 Bathrooms

Zacil Na

Riviera Maya / Puerto Aventuras
from $1,102.00 /night

Zacil Na is the ultimate in simplicity luxury and privacy. Located on the beach in the fabulous Riviera Maya, this modern, deluxe villa offers five bedrooms.

14 Guests 7 Bedrooms 7.5 Bathrooms

Zenaida Estate

Anguilla / Sandy Hill
from $1,100.00 /night

Zenaida Beach and Tennis Estate is nestled on three acres of lush tropical gardens with majestic, sweeping views of the Caribbean Sea and the mountains of St. Martin and St. Barts beyond.