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 $493.00 /night
Exclusive Offers
Guests 4 Bedrooms 4 Bathrooms

Estate Residences at Grace Bay Club

Providenciales, Turks & Caicos
from $3,000.00 /night
Exclusive Offers
Guests 8 Bedrooms 8.5 Bathrooms

Magic at Reunion Resort

Orlando, Florida
from $1,211.00 /night
Exclusive Offers
Guests 6 Bedrooms 5 Bathrooms

Magnolia at Reunion Resort

Orlando, Florida
from $579.00 /night

More Villas

Exclusive Offers
8 Guests 3 Bedrooms 3 Bathrooms

3 BR Beachfront Villa at Sailrock Resort

Turks & Caicos / South Caicos Island
from $3,395.00 /night
Exclusive Offers
12 Guests 4 Bedrooms 4 Bathrooms

4 BR Beachfront Villa at Sailrock Resort

Turks & Caicos / South Caicos Island
from $3,850.00 /night
Exclusive Offers
4 Guests 1 Bedrooms 1 Bathrooms

4 Plaza Carlota

Costa Rica / Guanacaste Coast
from $220.00 /night
Exclusive Offers
14 Guests 4 Bedrooms 4.5 Bathrooms

Park Avenue Home

Utah / Park City
from $1,250.00 /night
Exclusive Offers
4 Guests 1 Bedrooms 1 Bathrooms

8 Plaza Carlota

Costa Rica / Guanacaste Coast
from $220.00 /night
Exclusive Offers
22 Guests 9 Bedrooms 9.5 Bathrooms

A La Mer

United States Virgin Islands / St. John
from $5,280.00 /night
Exclusive Offers
6 Guests 3 Bedrooms 3.5 Bathrooms

Acqua at Casa de Campo

Dominican Republic / la Romana
from $1,199.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 5 Bathrooms

Adriana

Italy / The Lakes
from $819.00 /night
16 Guests 8 Bedrooms 8.5 Bathrooms

African Sapphire

Anguilla / Altamer
from $3,571.00 /night
Exclusive Offers
6 Guests 4 Bedrooms 4 Bathrooms

Agave Azul

St. Barthélemy / Vitet
from $886.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 5 Bathrooms

Aiola

Italy / Tuscany
from $1,527.00 /night
Exclusive Offers
6 Guests 3 Bedrooms 3 Bathrooms

Alba

Italy / Tuscany
from $0.00 /night
8 Guests 3 Bedrooms 3 Bathrooms

3 BR Beachfront Villa at Sailrock Resort

Turks & Caicos / South Caicos Island
from $3,395.00 /night

Wake up to the sounds of the ocean washing ashore

Our Exclusive Offers:
  • Luxury Villa Escape
  • Free Nights
  • Up to $2,000 in an Amazon Gift Card
12 Guests 4 Bedrooms 4 Bathrooms

4 BR Beachfront Villa at Sailrock Resort

Turks & Caicos / South Caicos Island
from $3,850.00 /night

Wake up to the sounds of the ocean washing ashore

Our Exclusive Offers:
  • Luxury Villa Escape
  • Free Nights
  • Up to $2,000 in an Amazon Gift Card
4 Guests 1 Bedrooms 1 Bathrooms

4 Plaza Carlota

Costa Rica / Guanacaste Coast
from $220.00 /night

Classic elegance and sleek modernity combine in this surprisingly roomy one-bedroom beach apartment in Plaza Carlota, one of the architectural highpoints of Las Catalinas Beach Town.

Our Exclusive Offers:
  • Up to $2,000 in an Amazon Gift Card
14 Guests 4 Bedrooms 4.5 Bathrooms

Park Avenue Home

Utah / Park City
from $1,250.00 /night

Stay in this beautiful private ski home and reside in the heart of Park City, Utah.

Our Exclusive Offers:
  • Up to $2,000 in an Amazon Gift Card
4 Guests 1 Bedrooms 1 Bathrooms

8 Plaza Carlota

Costa Rica / Guanacaste Coast
from $220.00 /night

Cozy, colorful, warm, elegant, and fun, this surprising vacation rental in Guanacaste packs a lot of punch in its eclectic living spaces, allowing guests to experience Las Catalinas in a fun, different way.

Our Exclusive Offers:
  • Up to $2,000 in an Amazon Gift Card
22 Guests 9 Bedrooms 9.5 Bathrooms

A La Mer

United States Virgin Islands / St. John
from $5,280.00 /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!

Our Exclusive Offers:
  • Holiday Availability!
  • Up to $2,000 in an Amazon Gift Card
6 Guests 3 Bedrooms 3.5 Bathrooms

Acqua at Casa de Campo

Dominican Republic / la Romana
from $1,199.00 /night

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

Our Exclusive Offers:
  • Up to $2,000 in an Amazon Gift Card
12 Guests 6 Bedrooms 5 Bathrooms

Adriana

Italy / The Lakes
from $819.00 /night

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

Our Exclusive Offers:
  • Up to $2,000 in an Amazon Gift Card
16 Guests 8 Bedrooms 8.5 Bathrooms

African Sapphire

Anguilla / Altamer
from $3,571.00 /night

The African Sapphire villa, an eight-bedroom villa, is ideal for those looking for two master suites. The living and dining space is ideal for a group of friends, one or two families vacationing together, or other larger group.

6 Guests 4 Bedrooms 4 Bathrooms

Agave Azul

St. Barthélemy / Vitet
from $886.00 /night

Private and peaceful villa with fantastic views.

Our Exclusive Offers:
  • Up to $2,000 in an Amazon Gift Card
12 Guests 6 Bedrooms 5 Bathrooms

Aiola

Italy / Tuscany
from $1,527.00 /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.

Our Exclusive Offers:
  • Up to $2,000 in an Amazon Gift Card
6 Guests 3 Bedrooms 3 Bathrooms

Alba

Italy / Tuscany
from $0.00 /night

Villa Alba, a carefully restored stone farmhouse, is nestled in a quiet position among trees and lavender plants on a hillside in Southern Tuscany’s unspoiled Val d’Orcia region.

Our Exclusive Offers:
  • Up to $2,000 in an Amazon Gift Card