Villa Collection Curated by Our Family Specialist

Kid-Friendly

Triton
Turks & Caicos

Find Your Villa

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

Exclusive Offers
8 Guests 3 Bedrooms 3 Bathrooms

Sailrock South Caicos Resort - 3 Bedroom Beachfront Villa

Turks & Caicos / South Caicos Island
from $4,113.00 /night
Exclusive Offers
10 Guests 4 Bedrooms 4 Bathrooms

Sailrock South Caicos Resort - 4 Bedroom Beachfront Villa

Turks & Caicos / South Caicos Island
from $4,664.00 /night
14 Guests 4 Bedrooms 4.5 Bathrooms

Park Avenue Home

Utah / Park City
from $1,100.00 /night
16 Guests 7 Bedrooms 7 Bathrooms

A La Mer

United States Virgin Islands / St. John
from $7,215.00 /night
6 Guests 3 Bedrooms 3.5 Bathrooms

Acqua at Casa de Campo

Dominican Republic / la Romana
from $1,499.00 /night
12 Guests 6 Bedrooms 5 Bathrooms

Adriana

Italy / The Lakes
from $941.00 /night
12 Guests 6 Bedrooms 5 Bathrooms

Aiola

Italy / Tuscany
from $1,654.00 /night
Exclusive Offers
18 Guests 9 Bedrooms 9 Bathrooms

Aliseo

Barbados / St. James
from $2,200.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Allegra

Italy / Tuscany
from $1,543.00 /night
14 Guests 6 Bedrooms 7 Bathrooms

Allegra - Arrecife 69

Dominican Republic / Punta Cana
from $1,750.00 /night
9 Guests 4 Bedrooms 4.5 Bathrooms

Alondra at Casa de Campo

Dominican Republic / la Romana
from $2,099.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Amber

St. Martin / Terres Basses
from $720.00 /night
8 Guests 3 Bedrooms 3 Bathrooms

Sailrock South Caicos Resort - 3 Bedroom Beachfront Villa

Turks & Caicos / South Caicos Island
from $4,113.00 /night

Wake up to the sounds of the ocean washing ashore

Our Exclusive Offers:
  • Sailrock South Caicos Resort | New Year's Resolution Sale!
  • Sailrock South Caicos Resort | Fall in Love with Sailrock!
10 Guests 4 Bedrooms 4 Bathrooms

Sailrock South Caicos Resort - 4 Bedroom Beachfront Villa

Turks & Caicos / South Caicos Island
from $4,664.00 /night

Wake up to the sounds of the ocean washing ashore

Our Exclusive Offers:
  • Sailrock South Caicos Resort | New Year's Resolution Sale!
  • Sailrock South Caicos Resort | Fall in Love with Sailrock!
14 Guests 4 Bedrooms 4.5 Bathrooms

Park Avenue Home

Utah / Park City
from $1,100.00 /night

Stay in the heart of Old Town Park City with this beautiful private 3,000 square foot ski home.

16 Guests 7 Bedrooms 7 Bathrooms

A La Mer

United States Virgin Islands / St. John
from $7,215.00 /night

The buzz throughout St. John and in the world of luxury villas is all about the impressive scale and the barefoot elegance of À La Mer!

6 Guests 3 Bedrooms 3.5 Bathrooms

Acqua at Casa de Campo

Dominican Republic / la Romana
from $1,499.00 /night

Perfect for large families and active groups, this three-story villa has plenty of room to relax and play.

12 Guests 6 Bedrooms 5 Bathrooms

Adriana

Italy / The Lakes
from $941.00 /night

This property is situated on the western side of Lake Maggiore in the beautiful park of "Lagoni di Mercurago".

12 Guests 6 Bedrooms 5 Bathrooms

Aiola

Italy / Tuscany
from $1,654.00 /night

Villa Aiola is a strikingly beautiful, restored country house that is part of a 1700-acre estate located in the Val d’Orcia region in southern Tuscany.

18 Guests 9 Bedrooms 9 Bathrooms

Aliseo

Barbados / St. James
from $2,200.00 /night

Aliseo, a magnificent three-story residence within the Sandy Lane Estate.

Our Exclusive Offers:
  • Stay for 14 Nights, Pay for 13 | Aliseo
10 Guests 5 Bedrooms 5 Bathrooms

Allegra

Italy / Tuscany
from $1,543.00 /night

Surrounded by a picture-perfect landscape, near the quaint village of Sovicille and only a 20-minute drive from Siena, Allegra is an elegant Italian villa composed of a main building having approx. 2,800 square feet of living space, and an independent wing of approx. 680 square feet and with an independent entrance.

14 Guests 6 Bedrooms 7 Bathrooms

Allegra - Arrecife 69

Dominican Republic / Punta Cana
from $1,750.00 /night

This architectural masterpiece is the ideal place to dwell and relax, ensuring a unique and well-deserved vacation days.

9 Guests 4 Bedrooms 4.5 Bathrooms

Alondra at Casa de Campo

Dominican Republic / la Romana
from $2,099.00 /night

This elegant two-story villa is the perfect hideaway for an incredible vacation.

8 Guests 4 Bedrooms 4 Bathrooms

Amber

St. Martin / Terres Basses
from $720.00 /night

Villa Amber in St. Martin is a luxurious vacation rental located in the secluded Terres Basses community.