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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.

Kid-Friendly Villas 141-300 of 687

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The Buccaneer Beach House

The Buccaneer Beach House »

St. Croix / Shoys Estate
6
Bedrooms
Sleeps
15
from $1,029+
per night

The exclusivity of a private beach house, the amenities of a full-service resort ...

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Las Verandas A-87 at Bahia Beach

Las Verandas A-87 at Bahia Beach »

Puerto Rico / Rio Grande
2
Bedrooms
Sleeps
6
from $1,015+
per night

This condo-style unit is located in the Las Verandas section of the gated Bahia Beach Resort and Golf Club.

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Kenyan Sunset Golf Villa

Kenyan Sunset Golf Villa »

Jamaica / Montego Bay
5
Bedrooms
Sleeps
12
from $1,014+
per night

 2 Free Nights - Stay for 7, Pay for 5!
Glamorous 8,000-square-foot 5-bedroom private golf villa on 2 acres with separate 2-bedroom guest cottage!

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Wild Orchid

Wild Orchid »

Jamaica / Montego Bay
5
Bedrooms
Sleeps
10
from $1,000+
per night

On 220 private acres of former banana and coconut plantation stretching from mountain to sea, Wild Orchid is a glamorous and luxurious hideaway in the tropics.

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Oyster Bay

Oyster Bay »

Barbados / St. James
4
Bedrooms
Sleeps
7
from $1,000+
per night

 Complimentary Car Rental in Barbados
Oyster Bay is a four-bedroom villa with a swimming pool located on the beautiful Lower Carlton Beach on Reeds Bay, West Coast.

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Seven Seas on the Beach

Seven Seas on the Beach »

Jamaica / Ocho Rios
4
Bedrooms
Sleeps
9
from $1,000+
per night

The morning sun has turned the sea and the dew on the palm trees to silver. The non-stop trade winds waft through the rooms of the villa and the aroma of fresh-baked bread works its way from the kitchen to my bedroom window.

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Harmony Haus

Harmony Haus »

Utah / Deer Valley
5
Bedrooms
Sleeps
12
from $1,000+
per night

With stunning mountain views and easy access to the slopes, this luxurious home is nestled in the gated community of Deer Crest at Deer Valley Resort, located less than a mile away from the Jordanelle Gondola.

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Casa del Agua

Casa del Agua »

Riviera Maya / Puerto Aventuras
4
Bedrooms
Sleeps
8
from $1,000+
per night

After a breakfast catered to your taste and served at your leisure, relax in a hammock under the shade of a palm tree or let the sun perform its golden magic on your skin while you study the waves.

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Silver Star Five-Bedroom Cottage
5
Bedrooms
Sleeps
10
from $1,000+
per night

 Pay for 6 Nights, Get 7th Night Free!  Stay 4 Nights, Receive 5th Night Free!  Get Up to 2 Nights Free!
Silver Star is a ski-in/ski-out community located mid-mountain at Park City Mountain Resort.

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Sun Cloud Estate Ask about March Availability

Sun Cloud Estate »

Places Beyond / Rum Point
5
Bedrooms
Sleeps
12
from $999+
per night

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

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High Spirits

High Spirits »

Barbados / Royal Westmoreland
4
Bedrooms
Sleeps
8
from $975+
per night

 Complimentary Car Rental in Barbados
This impressive four-bedroom villa is strategically positioned on a ridge, commanding breathtaking views across the immaculately-groomed golf course, a Robert Trent Jones Jr. design, to the alluring turquoise waters of the West Coast shoreline.

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Marsh Mellow Ocean views from every room!

Marsh Mellow »

Barbados / St. James
4
Bedrooms
Sleeps
8
from $965+
per night

 Complimentary Car Rental in Barbados  Barbados Fall Special - Save 10%!
'Marsh Mellow' is a custom designed villa, situated on a ridge overlooking the West Coast of Barbados and the sparkling Caribbean Sea.

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Peaks Grande Chalet

Peaks Grande Chalet »

Colorado / Steamboat Springs
8
Bedrooms
Sleeps
23
from $961+
per night

The Peaks Grande Chalet offers premier comfort and privacy just a short walk from the heart of the Steamboat Ski village. The views of the mountain are fabulous especially when touched with Alpenglow. For large groups seeking a home-away-from-home atmosphere with a close connection to the mountain village it is unrivaled.

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Gran Hacienda Florentina

Gran Hacienda Florentina »

Spain / Marbella
7
Bedrooms
Sleeps
28
from £954+
per night

This newly constructed, ultra-luxury 7-bedroom villa is superbly located in a prestigious west-Marbella hilltop estate, just 10 minutes from the coast’s best beaches, Puerto Banus, and Marbella.

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Chateau du Marquis

Chateau du Marquis »

Normandy / Cherbourg
8
Bedrooms
Sleeps
14
from 950+
per night

Set on seven acres of land and five minutes away from sandy beaches, Chateau du Marquis offers six bedrooms in the castle and two more in the cottage, a heated swimming pool and a tennis court.

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Hillside House on Round Hill

Hillside House on Round Hill »

Jamaica / Round Hill
5
Bedrooms
Sleeps
10
from $929+
per night

 10% Discount!
When Round Hill was only an undeveloped knob of lush green hillside rising over the sea, one man had the good fortune to have his choice of lots, and the wisdom to choose that piece of land most favored by the sun and prevailing tradewinds ... which also happened to have one of the most spectacular views in all the Caribbean. Today, an extensive renovation of the original house was just completed by the same family who captured the site 60 years ago and named their first house Hillside Cottage.

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Villa Mas

Villa Mas »

St. Thomas / Estate Bakkero
4
Bedrooms
Sleeps
8
from $928+
per night

 7th Night Free!
Beautifully situated at the top of Sunset Road.

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Belair

Belair »

Barbados / Mullins Bay
6
Bedrooms
Sleeps
12
from $925+
per night

 Complimentary Car Rental in Barbados
Belair is one of our most popular rental holiday homes located on the white sands of Mullins Beach on the West Coast of Barbados.

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Luna Llena

Luna Llena »

Costa Rica / Nosara
4
Bedrooms
Sleeps
8
from $924+
per night

This magnificent villa is located in our secluded Emerald Woods village rich in birds, monkeys, butterflies, and tropical flowers.

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Luna Nueva

Luna Nueva »

Costa Rica / Nosara
4
Bedrooms
Sleeps
8
from $924+
per night

Luna 33 in Ruby Sky Village is situated near the breathtaking Costa Rican coastline of beautiful Playa Azul.

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