VILLA SPECIALIST HOURS:
MON-FRI 8AM-8PM ET
SUNDAY 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.

693 Villas
Sort Results
Mirador at Tryall

Mirador at Tryall

Jamaica / Tryall

1
Bedrooms
Sleeps
4
from $357+
per night

Our Exclusive Offers:
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Mirador is a stylish one-bedroom apartment at the posh Tryall Club with a breathtaking view.

Silver Star Four-Bedroom Townhome
4
Bedrooms
Sleeps
12
from $480+
per night

Our Exclusive Offers:
 Free Nights
 Free Nights
 Free Night
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Silver Star is a ski-in/ski-out community located mid-mountain at Park City Mountain Resort.

Camelot at Tryall

Camelot at Tryall

Jamaica / Tryall

2
Bedrooms
Sleeps
4
from $520+
per night

Our Exclusive Offers:
 Friends and Family Sale
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Camelot is a staffed two-bedroom villa at the legendary Tryall Great House. The villa is distinguished by breathtaking views and convenient access to Tryall Club amenities, and recently added a private plunge pool.

C'est La Vie

C'est La Vie

St. Lucia / Bois D'Orange

5
Bedrooms
Sleeps
12
from $525+
per night

Our Exclusive Offers:
 Meals Included
 25% Off
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Situated on the northernmost peninsula of St. Lucia and entirely surrounded by lush tropical foliage, C’est la Vie Villa offers total tranquility and relaxation to its guests.

AnaCapri Estate

AnaCapri Estate

Tortola

4
Bedrooms
Sleeps
12
from $572+
per night

Our Exclusive Offers:
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

'AnaCapri Estate' sits on a generous one-acre lot looking out over Tortola's breathtaking panorama of Guana Island, Great Camanoe, and over to The Dogs and Virgin Gorda.

Marigot Bay Resort and Marina

Marigot Bay Resort and Marina

St. Lucia / Marigot Bay

3
Bedrooms
Sleeps
8
from $594+
per night

Our Exclusive Offers:
 Friends and Family Sale
 Special Amenities – Offer expires in 6 days.
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

In the heart of Saint Lucia lies Marigot Bay, arguably the most beautiful bay in the Caribbean.

Coqui

Coqui

St. John / Cruz Bay

3
Bedrooms
Sleeps
6
from $600+
per night

Our Exclusive Offers:
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Coqui is a newly renovated cliff side villa perched 50 feet above the brilliant blue waters of Pillsbury Sound overlooking St. Thomas.

Casa del Alba

Casa del Alba

Costa Rica / Las Catalinas

4
Bedrooms
Sleeps
8
from $600+
per night

Our Exclusive Offers:
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Casa del Alba is a classy, four-bedroom, four-and-a-half-bathroom house featuring a high-class gourmet kitchen, spacious indoor areas, and outdoor dining table overlooking the irresistible private swimming pool.

Senner Chalet

Senner Chalet

Colorado / Steamboat Springs

6
Bedrooms
Sleeps
14
from $611+
per night

Our Exclusive Offers:
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Senner Chalet sits with a grandstand view of the mountain perched in private neighborhood just 2 minutes from the ski trails. Authentically constructed by European craftsmen, the home bears murals and imported furniture that convey the cultural heritage of the owners throughout—right down to the cowbells hanging over the deck.

The Villas at Koloa Landing Resort
3
Bedrooms
Sleeps
8
from $634+
per night

Our Exclusive Offers:
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Koloa Landing at Poipu Beach Grand Resort is located on the sunny side of the Garden Isle. A paradise of natural and cultural treasures on Kauai´s South Shore awaits you, at Koloa Landing.

Silver Star Four-Bedroom Cottage
4
Bedrooms
Sleeps
13
from $650+
per night

Our Exclusive Offers:
 Free Nights
 Free Nights
 Free Night
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Silver Star is a ski-in/ski-out community located mid-mountain at Park City Mountain Resort.

Leonardo

Leonardo

Tuscany / Chianti

6
Bedrooms
Sleeps
12
from $755+
per night

Our Exclusive Offers:
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Leonardo is a beautiful, private 12-acre estate tucked away in Chianti, the heart of Tuscany.

Casa Big Sur

Casa Big Sur

Costa Rica / Dominical

5
Bedrooms
Sleeps
10
from $679+
per night

Our Exclusive Offers:
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Casa Big Sur is a five-bedroom jewel in the rainforest, located near Dominical in the Southern Zone of Costa Rica where the lush verdant mountains meet the Pacific Ocean.

Ali'i Villa

Ali'i Villa

The Big Island / Mauna Lani Resort

3
Bedrooms
Sleeps
6
from $695+
per night

Our Exclusive Offers:
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Ali’i Villa is a stunning three-bedroom, three-and-a-half-bath, villa with a magnificent view of the golf course, ideal for entertaining and sharing with your family and friends.

Caribbean Jewel

Caribbean Jewel

Jamaica / Montego Bay

4
Bedrooms
Sleeps
8
from $714+
per night

Our Exclusive Offers:
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Caribbean Jewel is a 5,000 square-foot Mediterranean style villa, with a blend of modern Caribbean elegance, privately located on the exclusive gated Spring Farm Estate with spectacular sea views & Golf privileges at Cinnamon Hill & White Witch Golf Courses

La Josephine

La Josephine

Saint-Martin (French) / Terres Basses

7
Bedrooms
Sleeps
14
from $743+
per night

Our Exclusive Offers:
 Free Car Rental
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Enjoy the glowing sunsets from the terrace of La Josephine, close to one of the most beautiful beaches in the Caribbean—Baie Longue Beach.

Just in Paradise

Just in Paradise

Saint-Martin (French) / Terres Basses

3
Bedrooms
Sleeps
6
from $743+
per night

Our Exclusive Offers:
 Free Night
 Friends and Family Sale
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Just in Paradise is a three-bedroom villa in the gated Terres-Basses community, offering sweeping views from La Samanna at the far east end of Long Bay Beach all the way over to Plum Bay Beach, and its west-facing sunset vistas.

Sol y Luna

Sol y Luna

Riviera Maya / Playa del Secreto

10
Bedrooms
Sleeps
26
from $786+
per night

Our Exclusive Offers:
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Villa Sol y Luna is a full service villa conveniently located half an hour drive from the Cancun Airport.

Silver Star Cottage #4

Silver Star Cottage #4

Utah / Park City

6
Bedrooms
Sleeps
21
from $800+
per night

Our Exclusive Offers:
 Free Nights
 Free Nights
 Free Night
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

Silver Star is a ski-in/ski-out community located mid-mountain at Park City Mountain Resort.

Allegra

Allegra

Tuscany / Siena Area

4
Bedrooms
Sleeps
8
from $943+
per night

Our Exclusive Offers:
 Up to a $2,000 Amazon Gift Card – Offer expires in 5 days.

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.