Villa Collection Curated by Our Family Specialist

Family


Find Your Villa

The following properties have been carefully selected by our staff as those most accommodating for families traveling with infants and small children.

We want you to feel at home with your family on your villa vacation. The following properties have been carefully selected by our staff as those most accommodating for families traveling with infants and small children. Our villa specialists can advise you on additional details and facilities of the properties including swimming pool depth. We'll help you plan the perfect family holiday!

Featured Villas

Exclusive Offers
Guests 5 Bedrooms 5.5 Bathrooms

Sundog

Providenciales, Turks & Caicos
from  $4,480.00 /night

More Villas

4 Guests 2 Bedrooms 2 Bathrooms

Poinciana at Jumby Bay

Antigua / Jumby Bay Island
from $5,200.00 /night
16 Guests 6 Bedrooms 6.5 Bathrooms

Point of View

Grand Cayman / South Sound
from $2,899.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Allamanda at Jumby Bay Island

Antigua / Jumby Bay Island
from $14,300.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Bougainvilla at Jumby Bay

Antigua / Jumby Bay Island
from $5,600.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Hummingbird at Jumby Bay

Antigua / Jumby Bay Island
from $6,900.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Poppy

Spain / Ibiza
from $1,761.00 /night
10 Guests 4 Bedrooms 3.5 Bathrooms

Poseidon's Perch

British Virgin Islands / Virgin Gorda
from $3,750.00 /night
11 Guests 6 Bedrooms 5 Bathrooms

Pozza di Volpaia

Italy / Tuscany
from $510.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Windjammer Landing - Hilltop Villas

St. Lucia / Labrelotte Bay
from $1,076.00 /night
16 Guests 7 Bedrooms 9 Bathrooms

Primavera

Punta Mita / La Punta Estate
Call for Pricing
10 Guests 4 Bedrooms 4.5 Bathrooms

Puako Hylton

Hawaii / The Big Island
from $2,895.00 /night
22 Guests 11 Bedrooms 11 Bathrooms

Puerto Aventuras Estate

Riviera Maya / Puerto Aventuras
from $2,568.00 /night
4 Guests 2 Bedrooms 2 Bathrooms

Poinciana at Jumby Bay

Antigua / Jumby Bay Island
from $5,200.00 /night

A gorgeous beachfront escape, Poinciana offers luxurious comfort paired with breathtaking views of the Caribbean Sea.

16 Guests 6 Bedrooms 6.5 Bathrooms

Point of View

Grand Cayman / South Sound
from $2,899.00 /night

The villa comprises of 6-bedrooms and 6.5-bathrooms that can accommodate multiple families, of up to 16.

8 Guests 4 Bedrooms 4 Bathrooms

Allamanda at Jumby Bay Island

Antigua / Jumby Bay Island
from $14,300.00 /night

Allamanda exudes a feeling of effortless sophistication and enjoyment.

6 Guests 3 Bedrooms 3 Bathrooms

Bougainvilla at Jumby Bay

Antigua / Jumby Bay Island
from $5,600.00 /night

As gorgeous and vibrant as its namesake, this three-bedroom villa is a popular choice for families.

6 Guests 3 Bedrooms 3 Bathrooms

Hummingbird at Jumby Bay

Antigua / Jumby Bay Island
from $6,900.00 /night

Nestled in a quiet location, this charming three-bedroom private villa overlooks a stunning stretch of Jumby Bay Beach.

10 Guests 5 Bedrooms 5 Bathrooms

Poppy

Spain / Ibiza
from $1,761.00 /night

This amazing south-facing designer villa is situated on the south coast of Ibiza in one of the most sought after areas and has spectacular panoramic views of the sparkling waters of the Mediterranean and the island of Formentera.

10 Guests 4 Bedrooms 3.5 Bathrooms

Poseidon's Perch

British Virgin Islands / Virgin Gorda
from $3,750.00 /night

A whimsical water palace, Poseidon’s Perch Villa presides atop the Ridge Villa neighborhood surrounded by turquoise views.

11 Guests 6 Bedrooms 5 Bathrooms

Pozza di Volpaia

Italy / Tuscany
from $510.00 /night

This six bedroom property is located in the fortified medieval hamlet of Volpaia, in a secluded position ensuring complete privacy yet a 1 minute walk to town.

8 Guests 4 Bedrooms 4 Bathrooms

Windjammer Landing - Hilltop Villas

St. Lucia / Labrelotte Bay
from $1,076.00 /night

Tucked away on a lush hillside along the cobalt Caribbean Sea, Windjammer Landing Villa Beach Resort is unlike any destination you’ve witnessed.

Our Exclusive Offers:
  • Windjammer Landing | Fall Into Savings!
16 Guests 7 Bedrooms 9 Bathrooms

Primavera

Punta Mita / La Punta Estate
Call for Pricing

'Primavera' is a sprawling, 20,000-square-foot, private, oceanfront estate nestled inside a gated community that includes the world class Four Seasons Resort and St Regis Resort, in Punta de Mita, Mexico.

10 Guests 4 Bedrooms 4.5 Bathrooms

Puako Hylton

Hawaii / The Big Island
from $2,895.00 /night

Situated in one of Hawaii's oceanfront communities on the sunny Kohala Coast, The Puako Hylton Beach Villa offers the ultimate luxury retreat.

22 Guests 11 Bedrooms 11 Bathrooms

Puerto Aventuras Estate

Riviera Maya / Puerto Aventuras
from $2,568.00 /night

Welcome to one of the finest estates in Mexico.