Family Villas

Villa Collection Curated by Our Family Specialist

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

16 Guests 7 Bedrooms 6.5 Bathrooms

Kempa Kai

Grand Cayman / Rum Point
from $2,750.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Kessi

St. Lucia / Gros Islet
from $510.00 /night
32 Guests 16 Bedrooms 20 Bathrooms

Khaleesi

Greece / Mykonos
from $10,194.00 /night
10 Guests 5 Bedrooms 4 Bathrooms

Kishti Black Garden

Anguilla / Black Garden Bay
from $3,500.00 /night
8 Guests 4 Bedrooms 4.5 Bathrooms

Klairan

Barbados / Holetown
from $1,950.00 /night
4 Guests 2 Bedrooms 2 Bathrooms

Kokomo Botanical Resort

Turks & Caicos / Providenciales
from $485.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6.5 Bathrooms

L'Oasis

St. Martin Villas / Terres Basses
from $4,176.00 /night
8 Guests 4 Bedrooms 4.5 Bathrooms

La Bella Vita

United States Virgin Islands / St. John
from $858.00 /night
10 Guests 5 Bedrooms 6 Bathrooms

La Boheme

Italy Villas / Sicily
from $715.00 /night
12 Guests 6 Bedrooms 6.5 Bathrooms

La Casa at Jumby Bay

Antigua / Jumby Bay Island
from $14,200.00 /night
10 Guests 5 Bedrooms 4 Bathrooms

La Cecchella

Italy Villas / Tuscany
from $469.00 /night
13 Guests 7 Bedrooms 5 Bathrooms

La Cerbaia

Italy Villas / Tuscany
from $641.00 /night
16 Guests 7 Bedrooms 6.5 Bathrooms

Kempa Kai

Grand Cayman / Rum Point
from $2,750.00 /night

Inspiring, luxurious, and peaceful are just a few words we’d use to describe the blissful elegance you’ll find at Kempa Kai.

6 Guests 3 Bedrooms 3 Bathrooms

Kessi

St. Lucia / Gros Islet
from $510.00 /night

This spacious villa is located on South Hill, in Cap Estate with views of the Caribbean Sea and the Atlantic Ocean.

32 Guests 16 Bedrooms 20 Bathrooms

Khaleesi

Greece / Mykonos
from $10,194.00 /night

Perched right over the clear waters of the Aegean, Khaleesi finds space as an astonishing private property situated literally in between the beaches of Paranga and Paradise, both easily reachable from the estate.

10 Guests 5 Bedrooms 4 Bathrooms

Kishti Black Garden

Anguilla / Black Garden Bay
from $3,500.00 /night

Dramatically situated overlooking the Atlantic Ocean, Kishti Black Garden is a haven for relaxation and peaceful solitude.

8 Guests 4 Bedrooms 4.5 Bathrooms

Klairan

Barbados / Holetown
from $1,950.00 /night

Set in over an acre of tropical gardens in the heart of the exclusive Sandy Lane Estate, 'Klairan' offers luxury island living.

4 Guests 2 Bedrooms 2 Bathrooms

Kokomo Botanical Resort

Turks & Caicos / Providenciales
from $485.00 /night

The Villas at Kokomo Botanical Resort & Spa are built to let you have the vacation you deserve in beautiful Turks & Caicos.

12 Guests 6 Bedrooms 6.5 Bathrooms

L'Oasis

St. Martin Villas / Terres Basses
from $4,176.00 /night

Located on Baie Rouge Beach, Villa L'Oasis on St. Martin is a one-of-a-kind masterpiece, seamlessly blending the captivating allure of Moroccan design with the timeless elegance of Greek architecture.

Our Exclusive Offers:
  • Up to 10% Off | L'Oasis
8 Guests 4 Bedrooms 4.5 Bathrooms

La Bella Vita

United States Virgin Islands / St. John
from $858.00 /night

With full air-conditioning, four luxurious master suites, a poolside bar, outdoor grilling station, and gourmet kitchen designed by a professional chef, the beauty of La Bella Vita is in the details.

10 Guests 5 Bedrooms 6 Bathrooms

La Boheme

Italy Villas / Sicily
from $715.00 /night

La Boheme is an exclusive villa with private swimming pool in Taormina.

12 Guests 6 Bedrooms 6.5 Bathrooms

La Casa at Jumby Bay

Antigua / Jumby Bay Island
from $14,200.00 /night

La Casa is an exquisite British Colonial style villa, set on three acres of lush tropical landscape.

10 Guests 5 Bedrooms 4 Bathrooms

La Cecchella

Italy Villas / Tuscany
from $469.00 /night

Located in the North-West countryside of Lucca, between the town and the Versilian coast, La Cecchella is a welcoming and secluded property, rich in colors, harmony, comfort and tradition.

13 Guests 7 Bedrooms 5 Bathrooms

La Cerbaia

Italy Villas / Tuscany
from $641.00 /night

La Cerbaia is a farmhouse at the foot of Montagnola Senese on the Cetinale estate.