Multi-Generational villa rentals


Villa Aerial View

Adagio

Caribbean Villa

from $740 /night
up to 10 guests

Adagio

5 bedroom 6 bath BVI villa in Virgin Gorda

Paradise awaits in this vacation rental in Virgin Gorda.

Allegra

Europe Villa

from $1253 /night
up to 10 guests

Allegra

5 bedroom 5 bath Italy villa in Tuscany

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.

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Aquaria at Casa de Campo

Caribbean Villa

from $2249 /night
up to 10 guests

Aquaria at Casa de Campo

5 bedroom 5.5 bath Dominican Republic villa in la Romana

Full of luxurious amenities like marble floors, dramatic art, and fashionable interiors, no detail has been spared in this one-story villa.

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Arrabelle Chalet at Vail Square

United States Villa

rates on request
up to 10 guests

Arrabelle Chalet at Vail Square

5 bedroom 4.5 bath Colorado villa in Vail

In the five-bedroom Arrabelle Chalet, imported French and Austrian antiques craft the iconic warmth and character of the European Alps-in the heart of Vail Square, steps from the gondola.

Calliaqua

Calliaqua at Sugar Hill

Caribbean Villa

from $1150 /night
up to 10 guests

Calliaqua at Sugar Hill

5 bedroom 5 bath Barbados villa in Holetown

Embark on an unforgettable journey. Step through the doors of 'Calliaqua' and experience the intrigue, adventure and romance of this beautiful five-bedroom villa.

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Casa Dos Cisnes

Mexico Villa

from $1599 /night
up to 10 guests

Casa Dos Cisnes

5 bedroom 6.5 bath Puerto Vallarta villa in Conchas Chinas

Encompassing 10,000 square feet on four levels, Casa Dos Cisnes boasts 5 bedrooms, 7 baths, multiple terraces and elegant public and private spaces.

Casa Tortuga Exterior 5 Bdrm 5 5 Bath Cabo Del Sol Lifestyle Villas

Casa Tortuga

Mexico Villa

from $1395 /night
up to 10 guests

Casa Tortuga

5 bedroom 5.5 bath Los Cabos villa in Cabo San Lucas

Casa Tortuga is a newly renovated 4,800-square-foot, single-story Mexican-style villa with modern twists.

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Corales 18

Caribbean Villa

from $4550 /night
up to 10 guests

Corales 18

5 bedroom 5.5 bath Dominican Republic villa in Punta Cana

Villa Corales 18 is located in the Corales section of the exclusive gated community of Punta Cana Resort & Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.

Dorata

Europe Villa

from $3053 /night
up to 9 guests

Dorata

5 bedroom 6 bath Italy villa in Amalfi Coast

Dorata, a super-luxury private palazzo perched 94 steps above the glorious Mediterranean and the light of Positano.

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Estrella at Casa de Campo

Caribbean Villa

from $2249 /night
up to 10 guests

Estrella at Casa de Campo

5 bedroom 5.5 bath Dominican Republic villa in la Romana

This gracious one-story home is full of architectural details and modern interiors.

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Falconhead Lodge North

United States Villa

from $1069 /night
up to 16 guests

Falconhead Lodge North

5 bedroom 5.5 bath Colorado villa in Steamboat Springs

Falconhead Lodge North is perched above the Yampa Valley with spectacular views. It is ideal for multi-generational family gatherings featuring two kitchens, two living rooms and a sports bar complete with pool table and flat-screen TV.

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Falconhead Lodge South

United States Villa

from $1069 /night
up to 16 guests

Falconhead Lodge South

5 bedroom 5.5 bath Colorado villa in Steamboat Springs

Falconhead Lodge South is perched above the Yampa Valley with spectacular views. It is ideal for multi-generational family gatherings featuring two kitchens, two living rooms and a sports bar complete with pool table and flat-screen TV.

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Foster’s House

Caribbean Villa

from $2100 /night
up to 10 guests

Foster’s House

5 bedroom 5 bath Barbados villa in St. James

Experience pure luxury at Fosters House, a stunning beachfront villa in Barbados.

Mosteller Hires

Four Peaks Estate

United States Villa

rates on request
up to 10 guests

Four Peaks Estate

5 bedroom 6.5 bath Colorado villa in Aspen

There’s a reason John Denver dubbed this place his snow-covered paradise. The majestic Rocky Mountain backdrop. The canopy of evergreens. The captivating mountain homes and winding roads.

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La Fontaine

Europe Villa

from $1966 /night
up to 10 guests

La Fontaine

5 bedroom 5 bath France villa in Provence

La Fontaine , a former authentic farmhouse is located near Gordes within a peaceful environment.

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La Paloma

Caribbean Villa

from $1250 /night
up to 10 guests

La Paloma

5 bedroom 5 bath Barbados villa in Fitts Village

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

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Lienzo at Casa de Campo

Caribbean Villa

from $2249 /night
up to 15 guests

Lienzo at Casa de Campo

5 bedroom 5 bath Dominican Republic villa in la Romana

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

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Madras

Caribbean Villa

from $429 /night
up to 10 guests

Madras

5 bedroom 5 bath St. Martin villa in Terres Basses

Madras is a luxurious Caribbean villa situated in Terre-Basses, a private gated community area in French St Martin.

Star Villas

Maravilla

Central America Villa

from $1600 /night
up to 12 guests

Maravilla

5 bedroom 7 bath Costa Rica villa in Guanacaste Coast

This gorgeous villa is situated on a hillside overlooking the Gulf of Papagayo and the panoramic views are simply sensational. 'Maravilla' aptly earns its name because in Spanish 'maravilla' means “marvelous” and that’s exactly what this exquisite villa is!

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Marmol at Casa de Campo

Caribbean Villa

from $2249 /night
up to 10 guests

Marmol at Casa de Campo

5 bedroom 5 bath Dominican Republic villa in la Romana

Majestic palms and fragrant blooms welcome you to this peaceful one-story villa.

Sirena Blue

Caribbean Villa

from $6430 /night
up to 14 guests

Sirena Blue

5 bedroom 5 bath Dominican Republic villa in Punta Cana

The villa of a globetrotter!

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Sky Villa

Caribbean Villa

from $4500 /night
up to 10 guests

Sky Villa

5 bedroom 4 bath Anguilla villa in Long Bay Village

Inspired by cloudless skies, Sky Villa offers an elevated slice of island life.

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Toscano at Casa de Campo

Caribbean Villa

from $2249 /night
up to 10 guests

Toscano at Casa de Campo

5 bedroom 5 bath Dominican Republic villa in la Romana

Nestled amongst palm trees and tropical flowers, this one-story villa has been cleverly designed to introduce elements of the beautiful outdoor surroundings into the airy interior spaces.

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Vila Trevo at Vila Vita Parc

Europe Villa

from $3687 /night
up to 10 guests

Vila Trevo at Vila Vita Parc

5 bedroom 5 bath Portugal villa in Algarve

Clinging to the rocky coast above the Atlantic Ocean near one of the Algarve’s finest beaches, this luxury villa ensconces guests in a cool, calming haven.

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6 Bedroom Amanyara Villa

Caribbean Villa

rates on request
up to 14 guests

6 Bedroom Amanyara Villa

6 bedroom 6 bath Turks & Caicos villa in Providenciales

A nature lover's paradise, Amanyara sits on a promontory on the western shore of Providenciales.

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6 Bedroom Beach Sala Villa at Amanyara

Caribbean Villa

rates on request
up to 12 guests

6 Bedroom Beach Sala Villa at Amanyara

6 bedroom 6 bath Turks & Caicos villa in Providenciales

A nature lover's paradise, Amanyara sits on a promontory on the western shore of Providenciales.

Aiola

Europe Villa

from $1699 /night
up to 12 guests

Aiola

6 bedroom 5 bath Italy villa in Tuscany

Villa Aiola is a strikingly beautiful, restored country house that is part of a 1700-acre estate located in the Val d’Orcia region in southern Tuscany.

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Angeloni

Europe Villa

from $791 /night
up to 10 guests

Angeloni

6 bedroom 6 bath Italy villa in Tuscany

An elegant and stylish villa in a beautiful green environment.

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Baraka Point

Caribbean Villa

from $3929 /night
up to 16 guests

Baraka Point

6 bedroom 6.5 bath BVI villa in Virgin Gorda

Baraka Point is an exclusive beachfront estate offering barefoot luxury, resort-style amenities and excellent service from a dedicated full-time staff including private chef, concierge, villa manager & housekeeper.

Casa Ana

Europe Villa

from $1142 /night
up to 12 guests

Casa Ana

6 bedroom 5.5 bath Portugal villa in Algarve

This beautiful villa has breath-taking ocean views, is only a few minutes walk from the beach and a short stroll to bars and clubs.

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Casa Clara

Mexico Villa

from $1900 /night
up to 16 guests

Casa Clara

6 bedroom 6 bath Riviera Maya villa in Playa Del Carmen

This extraordinary villa contains everything to offer the once-in-a-lifetime vacation experience. The name says it all—Casa Clara fulfills the clarity of paradise, surrounded by the tropical flora and across the street from the amazing Playacar beach.

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Casa Majani

Mexico Villa

from $6600 /night
up to 14 guests

Casa Majani

6 bedroom 8 bath Punta Mita villa in La Punta Estate

From world-renowned architects Manolo Mestre and Juan Collignon comes Casa Majani.

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Casa Oceano

Central America Villa

from $2370 /night
up to 12 guests

Casa Oceano

6 bedroom 4.5 bath Costa Rica villa in Tango Mar

Casa Oceano is a true beachfront villa - a marriage of sea, sand, oceanfront infinity pool and luxurious accommodations.

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Casa Ramon

Central America Villa

from $4130 /night
up to 14 guests

Casa Ramon

6 bedroom 11 bath Costa Rica villa in Dominical

Casa Ramon is an exclusive and luxurious vacation rental home in the South Pacific enclave that redefines Coastal Living in Costa Rica.

Corales 114

Caribbean Villa

from $2530 /night
up to 14 guests

Corales 114

6 bedroom 6.5 bath Dominican Republic villa in Punta Cana

Blissful images of a well deserved vacation are usually only found on colorful postcards, but when you step for the first time through the long corridor you are automatically wrapped in a unique stylish ambiance, ready to fulfill your most lavish desires and whims to make from your stay an unforgettable experience.

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East Wind at Jumby Bay

Caribbean Villa

from $15900 /night
up to 12 guests

East Wind at Jumby Bay

6 bedroom 6 bath Antigua villa in Jumby Bay Island

Welcome to East Wind, a private haven of tranquility, set on the breezy southeastern shore of Jumby Bay Island.

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Grimaud

Europe Villa

from $2583 /night
up to 15 guests

Grimaud

6 bedroom 6 bath France villa in St. Tropez

Set against a verdant backdrop of forested and peaceful hills, just 12 km from the excitement of St Tropez, this newly built Villa Grimaud is an ideal place to spend time with family and friends in a high range luxury villa, open to nature, in a Zen atmosphere.

Impruneta

Europe Villa

from $1712 /night
up to 12 guests

Impruneta

6 bedroom 6 bath Italy villa in Tuscany

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

Landmark House

Caribbean Villa

from $2200 /night
up to 12 guests

Landmark House

6 bedroom 7 bath Barbados villa in St. James

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.

Leonardo

Europe Villa

from $952 /night
up to 12 guests

Leonardo

6 bedroom 6 bath Italy villa in Tuscany

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

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L’Oasis

Caribbean Villa

from $4176 /night
up to 12 guests

L’Oasis

6 bedroom 6.5 bath St. Martin villa in St. Martin (French)

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.

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Mystique

Caribbean Villa

from $2600 /night
up to 14 guests

Mystique

6 bedroom 9.5 bath Anguilla villa in West End

Mystique, reputed to be the largest villa on the island of Anguilla, at 21,000 square feet, is home to five Grand Villa Suites, three pools, and a full gym.

Orfea

Europe Villa

from $2594 /night
up to 12 guests

Orfea

6 bedroom 5 bath Italy villa in Tuscany

Only a ten minute drive away from the city sits Orfea, a superb luxury villa that dates back to the 15th century and now completely and painstakingly renovated to transport you to the an era of modern beauty and sublime elegance.

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Sea Villa

Caribbean Villa

from $5200 /night
up to 11 guests

Sea Villa

6 bedroom 5 bath Anguilla villa in Long Bay Village

Perched overlooking the azure water, Sea Villa offers unrivaled Caribbean views and private stairs leading to our secluded stretch of sand.

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Senner Chalet

United States Villa

from $612 /night
up to 14 guests

Senner Chalet

6 bedroom 3.5 bath Colorado villa in Steamboat Springs

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.

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Sirena

Caribbean Villa

from $2860 /night
up to 14 guests

Sirena

6 bedroom 6.5 bath Dominican Republic villa in Punta Cana

Sirena is located in the exclusive gated community of Punta Cana Resort and Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.

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Triton at Kamique Villas

Caribbean Villa

from $2200 /night
up to 12 guests

Triton at Kamique Villas

6 bedroom 6.5 bath Anguilla villa in Little Harbor

Triton Villa is a gorgeous six-bedroom villa overlooking the shimmering Caribbean, with amazing views of St.Maarten (and St. Barth's in the distance).

Yellow Bear

Caribbean Villa

from $1860 /night
up to 14 guests

Yellow Bear

6 bedroom 6.5 bath Dominican Republic villa in Punta Cana

After a long working year, we all yearn for a well deserved vacation in a relaxed paradise far away from the honking cars, skyscrapers, and big cities.

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Alizee

Caribbean Villa

from $930 /night
up to 18 guests

Alizee

7 bedroom 7 bath St. Martin villa in Sint Maarten

Alizée is an impressive 7-bedroom, 7-bathroom luxurious villa located in Guana Bay, and is within walking distance of Guana Bay Beach.

Ana

Europe Villa

rates on request
up to 13 guests

Ana

7 bedroom 5 bath Croatia villa in Dubrovnik

Built on the Dubrovnik hills, Villa Ana represents two houses joined together by a courtyard, featuring two outstanding, large terraces overlooking the milieu of the Dalmatian Coast and the Old Town’s medieval walls.

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