Villa Collection Curated by Our Family Specialist

Kid-Friendly

Triton
Turks & Caicos

Find Your Villa

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  $548.00 /night
Exclusive Offers
Guests 4 Bedrooms 4 Bathrooms

Estate Residences at Grace Bay Club

Providenciales, Turks & Caicos
from  Call for Pricing
Exclusive Offers
Guests 8 Bedrooms 8.5 Bathrooms

Magic at Reunion Resort

Orlando, Florida
from  $1,263.00 /night
Exclusive Offers
Guests 6 Bedrooms 5 Bathrooms

Magnolia at Reunion Resort

Orlando, Florida
from  $579.00 /night

More Villas

6 Guests 3 Bedrooms 3 Bathrooms

Stirling House Pool Villa at Somerset

Turks & Caicos / Providenciales
Call for Pricing
10 Guests 4 Bedrooms 4.5 Bathrooms

Storm Peak Chalet

Colorado / Steamboat Springs
Call for Pricing
12 Guests 6 Bedrooms 7.5 Bathrooms

Stu Casa

Costa Rica / Guanacaste Coast
from $1,800.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Sugar Cane Ridge 1

Barbados / Alleynes Bay
from $485.00 /night
12 Guests 5 Bedrooms 4.5 Bathrooms

Sun Cloud Estate

Grand Cayman / Rum Point
from $1,625.00 /night
18 Guests 6 Bedrooms 5.5 Bathrooms

Sun Salutations

Grand Cayman / Rum Point
from $2,729.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Sunset Beach

United States Virgin Islands / St. John
from $629.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Sunset Close

Turks & Caicos / Providenciales
from $770.00 /night
7 Guests 3 Bedrooms 3 Bathrooms

Sunset Hill 1502 at Four Seasons

Nevis / Pinneys Beach
from $3,089.00 /night
11 Guests 5 Bedrooms 5 Bathrooms

Sunset Hill 1601 at Four Seasons

Nevis / Pinneys Beach
from $4,479.00 /night
9 Guests 4 Bedrooms 4.5 Bathrooms

Sunset Hill 1604 at Four Seasons

Nevis / Pinneys Beach
from $3,334.00 /night
7 Guests 3 Bedrooms 4 Bathrooms

Sunset Hill 1609 at Four Seasons

Nevis / Pinneys Beach
from $3,089.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Stirling House Pool Villa at Somerset

Turks & Caicos / Providenciales
Call for Pricing

The Somerset on Grace Bay is peaceful luxury hideaway, amid the sprawling Turks and Caicos resorts, where you can enjoy the greatest gift of all — treasured time together.

10 Guests 4 Bedrooms 4.5 Bathrooms

Storm Peak Chalet

Colorado / Steamboat Springs
Call for Pricing

Storm Peak Chalet is a mountain home with fabulous views, just walking distance from the heart of the Steamboat Ski village. Ideal for families or a group seeking a close connection to the mountain village.

12 Guests 6 Bedrooms 7.5 Bathrooms

Stu Casa

Costa Rica / Guanacaste Coast
from $1,800.00 /night

StuCasa, a spacious beachfront house, features fabulous ocean views, six bedrooms, seven and a half bathrooms and accommodates up to twelve guests.

6 Guests 3 Bedrooms 3 Bathrooms

Sugar Cane Ridge 1

Barbados / Alleynes Bay
from $485.00 /night

Sugar Cane Ridge 1 is a well-appointed, modern Caribbean villa, nestled in the exclusive Royal Westmoreland Golf Resort in Barbados, overlooking the beautifully landscaped short-game and putting areas of the Resort.

12 Guests 5 Bedrooms 4.5 Bathrooms

Sun Cloud Estate

Grand Cayman / Rum Point
from $1,625.00 /night

This stunning modern house boasts unbelievable views of the crystal blue ocean from every room.

18 Guests 6 Bedrooms 5.5 Bathrooms

Sun Salutations

Grand Cayman / Rum Point
from $2,729.00 /night

Because morning stretches are better when they face the Caribbean Sea.

8 Guests 4 Bedrooms 4 Bathrooms

Sunset Beach

United States Virgin Islands / St. John
from $629.00 /night

Do you enjoy walks on the beach? The sound of the water lapping on the shore? Beach homes with all the comforts of home and then some? If you answered yes to any of those questions, then 'Sunset Beach' is the villa for you.

8 Guests 4 Bedrooms 4 Bathrooms

Sunset Close

Turks & Caicos / Providenciales
from $770.00 /night

Spend a week in this newly constructed 4-bedroom, 4 bathroom villa on the turquoise waters of the island of Providenciales.

7 Guests 3 Bedrooms 3 Bathrooms

Sunset Hill 1502 at Four Seasons

Nevis / Pinneys Beach
from $3,089.00 /night

The front entrance of Villa 1502 gives way to a modern Grecian living room, complete with a couch large enough to entertain several guests.

11 Guests 5 Bedrooms 5 Bathrooms

Sunset Hill 1601 at Four Seasons

Nevis / Pinneys Beach
from $4,479.00 /night

Coveted for its proximity to all the amenities of the Four Seasons, this magnificent Villa is loved for itʼs views of Mount Nevis and the Caribbean Ocean.

9 Guests 4 Bedrooms 4.5 Bathrooms

Sunset Hill 1604 at Four Seasons

Nevis / Pinneys Beach
from $3,334.00 /night

Sunset Hill 1604 or Tamarind offers décor featuring hand painted adornments and a plethora of local, plantation-inspired artwork.

7 Guests 3 Bedrooms 4 Bathrooms

Sunset Hill 1609 at Four Seasons

Nevis / Pinneys Beach
from $3,089.00 /night

Nestled in the heart of the Sunset neighborhood, this villa provides the ultimate privacy and stunning views.