VILLA SPECIALIST HOURS:
MON-FRI 9AM-9PM ET,
SAT & SUN 9AM-6PM ET
  1. Home
  2. Villa Collections
  3. Kid-Friendly Luxury Villas

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.

713 Villas
Sort Results
Arrabelle Chalet at Vail Square

Arrabelle Chalet at Vail Square

Colorado / The Arrabelle Square

5
Bedrooms
Sleeps
10
from $2,500+
per night

In the five-bedroom Arrabelle Chalet, imported French and Austrian antiques craft the iconic warmth and character of the European Alps-in the heart of Vail Square, steps from the gondola.

View Details
Over the Edge Chalet

Over the Edge Chalet

Colorado / Steamboat Springs

7
Bedrooms
Sleeps
16
from $2,551+
per night

Voted by Reuter’s/Trip Advisor as one of the top ten rental homes in North America, this custom Steamboat ski home offers true back door ski-in, ski-out access to the mountain. Located exceptionally close to the Thunderhead Express high-speed quad lift, 'Over the Edge Chalet' is top-of-the line in all respects from its location to its many world-class amenities.

View Details
Canoe Cove on the Beach

Canoe Cove on the Beach

Jamaica / Ocho Rios

7
Bedrooms
Sleeps
14
from $2,554+
per night

Experience this new 7-bedroom contemporary beachfront villa on three private acres in Old Fort Bay!

View Details
Tropical Dream Villa at Cap Cana

Tropical Dream Villa at Cap Cana

Dominican Republic / Cap Cana

8
Bedrooms
Sleeps
18
from $2,640+
per night

Our Exclusive Offers:
 2 Free Nights

This idyllic villa presents you with one of a kind luxury accommodation experience!

View Details
Sirena at Punta Cana Resort

Sirena at Punta Cana Resort

Dominican Republic / Punta Cana

6
Bedrooms
Sleeps
14
from $2,670+
per night

Villa Sirena is located in the exclusive gated community of Punta Cana Resort & Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.

View Details
Create Abundance at Tryall

Create Abundance at Tryall

Jamaica / Tryall

10
Bedrooms
Sleeps
20
from $2,714+
per night

Our Exclusive Offers:
 Up to 40% Off Tryall Golf

Occupying a commanding elevated location, Create Abundance offers magnificent ocean views and a backdrop of deeply forested hills.

View Details
Windward

Windward

Barbados / Sandy Lane

5
Bedrooms
Sleeps
10
from $2,800+
per night

Our Exclusive Offers:
 Free Car Rental

Windward is a private 5-bedroom luxury villa for rent on the exclusive Sandy Lane Estate on Barbados’ West Coast, with its own fully equipped, air-conditioned gym, media room and swimming pool.

View Details
Baraka Point

Baraka Point

Virgin Gorda / Nail Bay

5
Bedrooms
Sleeps
14
from $2,857+
per night

Baraka Point is an exclusive beachfront estate offering barefoot luxury, full resort amenities and excellent service from our dedicated staff - private chef, concierge, villa manager and housekeeper.

View Details
Harmony

Harmony

Anguilla / Sheriva

8
Bedrooms
Sleeps
16
from $2,900+
per night

This eight-bedroom residence style villa successfully harmonizes traditional Caribbeanesque style with subtle touches from the Far East.

View Details
Infinity

Infinity

Anguilla / Sheriva

8
Bedrooms
Sleeps
18
from $2,900+
per night

Our Exclusive Offers:
 Holiday Availability

Infinity is the second eight-bedroom villa in Anguilla's newest luxury villa enclave in chic West End.

View Details
Sunset Hill 1614 at Four Seasons

Sunset Hill 1614 at Four Seasons

Nevis / Four Seasons Resort

4
Bedrooms
Sleeps
9
from $2,987+
per night

Our Exclusive Offers:
 Free Night + Resort Credit

The playful yet stylish décor of Sunset Hill 1614 or Neptune gives guests the opportunity to lounge among abstract art, dine among a retro-inspired kitchen, and shower with three different spouts to choose from.

View Details
Bungalows at Mauna Lani Bay

Bungalows at Mauna Lani Bay

The Big Island / Mauna Lani Resort

2
Bedrooms
Sleeps
6
from $3,000+
per night

Our Exclusive Offers:
 Free Night
 Bungalow Inclusive Experience
 25% Off

Amidst mountains and the sea on the sunny Kohala Coast on the tropical Island of Hawaii, the Mauna Lani Bay Hotel and Bungalows offers an exceptional experience with unparalleled value.

View Details
Palm Point

Palm Point

Antigua / Jolly Harbour

7
Bedrooms
Sleeps
14
from $3,000+
per night

Our Exclusive Offers:
 Free Nights

Nestled on an exquisite private beach in beautiful tropical gardens, Palm Point is the perfect destination for up to fourteen guests to unwind.

View Details
Casa La Laguna

Casa La Laguna

Los Cabos / San Jose Del Cabo

6
Bedrooms
Sleeps
15
from $3,200+
per night

One of the largest beachfront vacation homes in Los Cabos, Casa La Laguna sits on a quiet, pristine, semi-private beach next to the Puerto Los Cabos Marina.

View Details
Hale Hikina

Hale Hikina

Oahu / Lanikai

3.5
Bedrooms
Sleeps
7
from $3,445+
per night

Ensconce yourself in unpretentious luxury.

View Details
Hacienda Beachfront Villa #7

Hacienda Beachfront Villa #7

Los Cabos / Cabo San Lucas

4
Bedrooms
Sleeps
9
from $3,500+
per night

Just steps from the water on Cabo's most renowned oceanfront, with unparalleled views of the infamous Land's End, Hacienda Beachfront Villa #7 has mastered the balance of a private and exclusive beachfront villa in the heart of Cabo's bustling oceanfront.

View Details
Mahogany Hill 1907 at Four Seasons

Mahogany Hill 1907 at Four Seasons

Nevis / Four Seasons Resort

5
Bedrooms
Sleeps
11
from $3,520+
per night

Our Exclusive Offers:
 Free Night + Resort Credit

Whether you’re looking for a romantic hideaway or a tropical retreat to share with family and friends, this five-bedroom Caribbean vacation villa is ideal.

View Details
Stewart's Residence 1719 at Four Seasons

Stewart's Residence 1719 at Four Seasons

Nevis / Four Seasons Resort

5
Bedrooms
Sleeps
10
from $3,520+
per night

Our Exclusive Offers:
 Free Night + Resort Credit

Contemporary in design and style, and just steps from the 15th hole of the Robert Trent Jones II golf course, Villa 1719 is an oasis of modern comfort.

View Details
Point of View at Tryall

Point of View at Tryall

Jamaica / Tryall

5
Bedrooms
Sleeps
10
from $3,636+
per night

Our Exclusive Offers:
 Holiday Availability
 Up to 40% Off Tryall Golf

Located on the highest point at the renowned Tryall Club, Point of View sits on one of the most spectacular sites in the Caribbean … indeed, in the world.

View Details
Fustic House Private Estate

Fustic House Private Estate

Barbados / St. Lucy

7
Bedrooms
Sleeps
14
from $3,750+
per night

Our Exclusive Offers:
 Free Car Rental

Fustic House is a privately owned 11-acre estate, built in the early 18th century from local coral stone.

View Details