Photo by Lissete Laverde

Multi-Generational villa rentals

Some family holidays are more special than others. They embrace different generations from the youngest member to the oldest. Our luxury villas too, are multigenerational.

There are facilities for those with limited mobility, and babies in need of cribs are also taken care of. Child-friendly activities keep the youngsters busy and elegant suites offer adequate privacy. Plus, you will thrill in the spacious communal areas where the family will enjoy each other’s company.


Pool Beach Thesomerset

Stirling House Ocean Villa at Somerset

Caribbean Villa

from $1 /night
up to 6 guests

Stirling House Ocean Villa at Somerset

3 bedroom 3 bath Turks & Caicos villa in Providenciales

The Somerset on Grace Bay is peaceful luxury hideaway, amid the sprawling Turks and Caicos resorts, where you can enjoy the greatest gift of all — treasured time together.

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Villa Estrella

Central America Villa

from $5 /night
up to 22 guests

Villa Estrella

8 bedroom 8.5 bath Costa Rica villa in Guanacaste Coast

This all-inclusive villa is located in the exclusive beachside community of Ocotal, in the Guanacaste region of Costa Rica, overlooking the Gulf of Papagayo and the Pacific Ocean.

Flamboyant - Schooner Bay 201

Caribbean Villa

from $350 /night
up to 4 guests

Flamboyant - Schooner Bay 201

2 bedroom 2 bath Barbados villa in St. Peter

Schooner Bay is the most luxurious beachfront condominium on the exclusive west coast of this beautiful island.

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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.

Storm Peak Chalet

United States Villa

from $597 /night
up to 10 guests

Storm Peak Chalet

4 bedroom 4.5 bath Colorado villa in Steamboat Springs

Storm Peak Chalet is a mountain home with fabulous views, just walking distance from the heart of the Steamboat Ski village. Ideal for families or a group seeking a close connection to the mountain village.

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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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The Beach House

Asia Villa

from $645 /night
up to 8 guests

The Beach House

3 bedroom 2 bath Thailand villa in Phuket

The Beach House at Ao Yon Bay is an ultra-modern private sea view villa, located directly on the Island’s most beautiful beach.

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Ami La Vita

Caribbean Villa

from $714 /night
up to 8 guests

Ami La Vita

4 bedroom 3.5 bath USVI villa in St. John

Whether you’re coming down for a romantic getaway for two or a big family reunion, 'Ami La Vita' will not disappoint.

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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.

Windsong

Windsong - 2 Bedroom Lanai Bungalow Suites

Caribbean Villa

from $745 /night
up to 6 guests

Windsong - 2 Bedroom Lanai Bungalow Suites

2 bedroom 2 bath Turks & Caicos villa in Providenciales

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

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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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Emerald Beach #6 - Cassia

Caribbean Villa

from $900 /night
up to 6 guests

Emerald Beach #6 - Cassia

3 bedroom 3 bath Barbados villa in St. Peter

Emerald Beach Villas are comprised of six, three-bedroom villas located on Gibbs Bay on an acre of landscaped gardens.

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Trails Edge Lodge

United States Villa

from $922 /night
up to 16 guests

Trails Edge Lodge

7 bedroom 5.5 bath Colorado villa in Steamboat Springs

Newly remodeled with contemporary mountain style from top to bottom, 'Trails Edge Lodge' offers state-of-the-art, luxury lodging, ideal for family or group gatherings.

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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.

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.

Villa 4 at Golden Rays

Europe Villa

from $999 /night
up to 6 guests

Villa 4 at Golden Rays

3 bedroom 3.5 bath Croatia villa in Split Riviera

Villa 4 is a three bedroom villa on three levels, featuring an indoor pool and sea views. This property is located at Golden Rays Resort, with access to a private resort beach.

Villa 5 at Golden Rays

Europe Villa

from $999 /night
up to 8 guests

Villa 5 at Golden Rays

3 bedroom 3.5 bath Croatia villa in Split Riviera

Villa 5 is a three bedroom villa on two levels, featuring a private outdoor pool. This property is located at Golden Rays Resort, with access to a private resort beach.

Villa 6 at Golden Rays

Europe Villa

from $999 /night
up to 6 guests

Villa 6 at Golden Rays

3 bedroom 3.5 bath Croatia villa in Split Riviera

Villa 6 is a three bedroom villa on three levels, featuring an indoor pool and sea views. This property is located at Golden Rays Resort, with access to a private resort beach.

Villa 7 at Golden Rays

Europe Villa

from $999 /night
up to 8 guests

Villa 7 at Golden Rays

4 bedroom 4.5 bath Croatia villa in Split Riviera

Villa 7 is a four bedroom villa on two levels, featuring a private outdoor pool. This property is located at Golden Rays Resort, with access to a private resort beach.

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Gallietta

Europe Villa

from $999 /night
up to 21 guests

Gallietta

11 bedroom 9 bath Italy villa in The Lakes

On the water yet only a 5 minute lakeside stroll from Como's central piazza, Villa Gallietta is one of Lake Como's most unique and historic Luxury Villas.

Hacienda A18 - Tranquila

Caribbean Villa

from $1000 /night
up to 10 guests

Hacienda A18 - Tranquila

4 bedroom 4.5 bath Dominican Republic villa in Punta Cana

Indulge yourself and all your family and friends in some quality time and relaxed days in one the most secluded neighborhoods in Punta Cana.

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Caballet - La Cana H3

Caribbean Villa

from $1000 /night
up to 10 guests

Caballet - La Cana H3

4 bedroom 4.5 bath Dominican Republic villa in Punta Cana

Hop into this unique luxury villa to spend some quality time with your family or friends.

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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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Zenaida Estate

Caribbean Villa

from $1100 /night
up to 14 guests

Zenaida Estate

7 bedroom 7.5 bath Anguilla villa in Sandy Hill

Zenaida Beach and Tennis Estate is nestled on three acres of lush tropical gardens with majestic, sweeping views of the Caribbean Sea and the mountains of St. Martin and St. Barts beyond.

Peaks Grande Chalet

United States Villa

from $1133 /night
up to 23 guests

Peaks Grande Chalet

8 bedroom 8 bath Colorado villa in Steamboat Springs

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.

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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Villa Magnifico

Mexico Villa

from $1150 /night
up to 20 guests

Villa Magnifico

10 bedroom 15 bath Puerto Vallarta villa in Mismaloya

Welcome to Villa Magnifico, a stunning 10-bedroom, 16-bathroom luxury villa rental in Puerto Vallarta.

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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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.

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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Spero - Hacienda B6

Caribbean Villa

from $1290 /night
up to 10 guests

Spero - Hacienda B6

4 bedroom 4.5 bath Dominican Republic villa in Punta Cana

Surrounded by lush evergreen and "golf course green" grass, this marvelous four-bedroom home stands in the middle of paradise inside Punta Cana Resort, a world renowned and acclaimed Caribbean resort.

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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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Villa Paradise

Caribbean Villa

from $1400 /night
up to 16 guests

Villa Paradise

7 bedroom 7 bath Anguilla villa in Blowing Point

Villa Paradise is an exquisite 7-bedroom, 7,000-square-foot, gated vacation estate surrounded by 3.5 acres of magnificently landscaped gardens overlooking the sea.

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Good Vibes - Tortuga Bay C19

Caribbean Villa

from $1430 /night
up to 17 guests

Good Vibes - Tortuga Bay C19

8 bedroom 8 bath Dominican Republic villa in Punta Cana

Whether you are looking to have some deserved vacations with your family or you want spend some quality time with your friends, this dapper seven bedroom luxury villa in the exclusive Tortuga Bay neighborhood is the right place for you!

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Vila Atlântico II at Vila Vita Parc

Europe Villa

from $1474 /night
up to 5 guests

Vila Atlântico II at Vila Vita Parc

2 bedroom 2 bath Portugal villa in Algarve

Vila Atlântico is a two-story villa designed and equipped to the highest luxury standard, overlooking our golf course and the Atlantic Ocean.

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Vila Atlântico I at Vila Vita Parc

Europe Villa

from $1487 /night
up to 5 guests

Vila Atlântico I at Vila Vita Parc

2 bedroom 3 bath Portugal villa in Algarve

Vila Atlântico is a two-story villa designed and equipped to the highest luxury standard, overlooking our golf course and the Atlantic Ocean.

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Acqua at Casa de Campo

Caribbean Villa

from $1499 /night
up to 6 guests

Acqua at Casa de Campo

3 bedroom 3.5 bath Dominican Republic villa in la Romana

Perfect for large families and active groups, this three-story villa has plenty of room to relax and play.

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Villa Zen at Casa de Campo

Caribbean Villa

from $1499 /night
up to 6 guests

Villa Zen at Casa de Campo

3 bedroom 3.5 bath Dominican Republic villa in la Romana

A beautiful and cozy villa, Villa Zen is the perfect place to relax.

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Golf Azul at Casa de Campo

Caribbean Villa

from $1499 /night
up to 6 guests

Golf Azul at Casa de Campo

3 bedroom 3 bath Dominican Republic villa in la Romana

Lovely villa with beautiful view to the 14th hole of one of our famous golf courses.

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Casa San Bernardo

Europe Villa

from $1559 /night
up to 15 guests

Casa San Bernardo

7 bedroom 6 bath Spain villa in Marbella

Holiday in this spectacular, multi-million euro villa located in an ultra-exclusive, private estate just 10 minutes from world-renowned Puerto Banus, Marbella and their best beaches.

Villa Des Fleurs

Europe Villa

from $1568 /night
up to 14 guests

Villa Des Fleurs

7 bedroom 7 bath France villa in Cote D’Azur

Heated pool, tennis court, large grounds and located close to the aromatically scented town of Grasse, this is a superb large villa.

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Jamoon

Caribbean Villa

from $1590 /night
up to 14 guests

Jamoon

7 bedroom 6.5 bath Barbados villa in St. James

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.

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Azalea at Casa de Campo

Caribbean Villa

from $1599 /night
up to 8 guests

Azalea at Casa de Campo

4 bedroom 4.5 bath Dominican Republic villa in la Romana

This whimsical, colorful two-story villa offers truly one-of-a-kind comfort and style.

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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.

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Claro de Luna at Casa de Campo

Caribbean Villa

from $1599 /night
up to 8 guests

Claro de Luna at Casa de Campo

4 bedroom 4 bath Dominican Republic villa in la Romana

Claro de Luna is a beautiful two-story villa that enhances the beauty of the Caribbean, with inviting spaces that will delight guests and occupants alike.

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Casa Bella at Casa de Campo

Caribbean Villa

from $1599 /night
up to 8 guests

Casa Bella at Casa de Campo

4 bedroom 4.5 bath Dominican Republic villa in la Romana

Warm, inviting, and stylishly decorated, this two-story villa features open and airy common living spaces plus comfortable and private bedrooms.

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!

Villa Overview

Hortense

Europe Villa

from $1610 /night
up to 8 guests

Hortense

4 bedroom 4 bath Greece villa in Skiathos

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.

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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