Multi-Generational Villas

Villa Collection Curated by Our Family Specialist

From cribs to high chairs and even limited mobility options, every member of your family will be taken care of with a private villa vacation with Villas of Distinction.

Most of our properties feature communal gathering areas, separate sleeping quarters for privacy, and a wide variety of recreational facilities and activities to keep people of all ages entertained.

Featured Villas

Exclusive Offers
Guests 8 Bedrooms 6.5 Bathrooms

Dali Hale Estate

Kauai, Hawaii
from  $5,000.00 /night

More Villas

22 Guests 11 Bedrooms 11.5 Bathrooms

Hawksbill

Turks & Caicos / Providenciales
from $14,000.00 /night
14 Guests 7 Bedrooms 6.5 Bathrooms

Horizons

Barbados / Holetown
from $3,000.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Hortense

Greece / Skiathos
from $1,596.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Impruneta

Italy / Tuscany
from $1,697.00 /night
18 Guests 8 Bedrooms 9.5 Bathrooms

Infinity

Anguilla / West End
from $2,400.00 /night
14 Guests 7 Bedrooms 6.5 Bathrooms

Jamoon

Barbados / St. James
from $2,255.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6.5 Bathrooms

L'Oasis

St. Martin / St. Martin (French)
from $3,977.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

La Paloma

Barbados / Fitts Village
from $1,250.00 /night
12 Guests 6 Bedrooms 7 Bathrooms

Landmark House

Barbados / St. James
from $2,200.00 /night
12 Guests 6 Bedrooms 6 Bathrooms

Leonardo

Italy / Tuscany
from $943.00 /night
15 Guests 5 Bedrooms 5 Bathrooms

Lienzo at Casa de Campo

Dominican Republic / la Romana
from $2,249.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Los Pinos at Casa de Campo

Dominican Republic / la Romana
from $1,819.00 /night
22 Guests 11 Bedrooms 11.5 Bathrooms

Hawksbill

Turks & Caicos / Providenciales
from $14,000.00 /night

Hawksbill Villa is an 11-bedroom, Caribbean estate home within a number of separate buildings throughout the 5+ acre site.

14 Guests 7 Bedrooms 6.5 Bathrooms

Horizons

Barbados / Holetown
from $3,000.00 /night

Horizons is located in the prestigious Sandy Lane Estate and is situated on South Road, adjoining the 8th fairway of the Old Nine golf course.

8 Guests 4 Bedrooms 4 Bathrooms

Hortense

Greece / Skiathos
from $1,596.00 /night

This ideal waterfront property is surrounded by an exquisite garden that sits literally on a picturesque, quiet and unspoilt sandy beach, great for long walks and swimming in crystal clear waters.

12 Guests 6 Bedrooms 6 Bathrooms

Impruneta

Italy / Tuscany
from $1,697.00 /night

Impruneta is a typical "Casa Colonica" of the 16th century, situated in a panoramic position on top of a hill embedded in olive groves.

Our Exclusive Offers:
  • 20% Off in Italy
18 Guests 8 Bedrooms 9.5 Bathrooms

Infinity

Anguilla / West End
from $2,400.00 /night

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

14 Guests 7 Bedrooms 6.5 Bathrooms

Jamoon

Barbados / St. James
from $2,255.00 /night

Jamoon is a charming and private two-story home set on landscaped gardens in the established Sandy Lane Estate on the West Coast. Conveniently located a short distance to duty-free shopping, pristine beaches and an array of dining options, is the beautifully finished, seven-bed holiday villa.

12 Guests 6 Bedrooms 6.5 Bathrooms

L'Oasis

St. Martin / St. Martin (French)
from $3,977.00 /night

At the far end of Baie Rouge, one of St. Martin’s most sought after beaches, villa L'Oasis sits alongside the cliffs offering incredible sea views and luxurious surroundings.

Our Exclusive Offers:
  • Up to 20% Off
10 Guests 5 Bedrooms 5 Bathrooms

La Paloma

Barbados / Fitts Village
from $1,250.00 /night

Home on the Platinum coast of Barbados, La Paloma sits right on the beach taking advantage of exceptional ocean views.

12 Guests 6 Bedrooms 7 Bathrooms

Landmark House

Barbados / St. James
from $2,200.00 /night

Landmark House is one of only three villas situated directly on the exclusive Sandy Lane Beach, the premier location along Barbados’ platinum coast. Set within a tropical garden, it is a most striking property.

12 Guests 6 Bedrooms 6 Bathrooms

Leonardo

Italy / Tuscany
from $943.00 /night

Villa Leonardo is a beautiful, private 12-acre estate tucked away in Chianti, the heart of Tuscany, between Florence and Siena.

15 Guests 5 Bedrooms 5 Bathrooms

Lienzo at Casa de Campo

Dominican Republic / la Romana
from $2,249.00 /night

Contemporary chic defines this wonderful one-story villa featuring sleek furnishings, natural materials, and soothing colors.

8 Guests 4 Bedrooms 4 Bathrooms

Los Pinos at Casa de Campo

Dominican Republic / la Romana
from $1,819.00 /night

With living areas on the main floor and bedrooms upstairs, this two-story villa is the perfect set-up for sharing good times together while still enjoying individual privacy.