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.


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Annie’s House at The Chilko Experience

Canada Villa

from $2186 /night
up to 2 guests

Annie’s House at The Chilko Experience

1 bedroom 1.5 bath British Columbia villa in Chilko Lake

The Chilko Experience is a private wilderness estate offering an exceptional experience in the beautiful remote Chilko Valley in British Columbia.

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Tower House at The Chilko Experience

Canada Villa

from $2886 /night
up to 2 guests

Tower House at The Chilko Experience

1 bedroom 1.5 bath British Columbia villa in Chilko Lake

The Chilko Experience is a private wilderness estate offering an exceptional experience in the beautiful remote Chilko Valley in British Columbia.

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Carl’s House at The Chilko Experience

Canada Villa

from $4371 /night
up to 5 guests

Carl’s House at The Chilko Experience

2 bedroom 2 bath British Columbia villa in Chilko Lake

The Chilko Experience is a private wilderness estate offering an exceptional experience in the beautiful remote Chilko Valley in British Columbia.

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Egret’s Nest 1432 at Four Seasons Nevis

Caribbean Villa

from $1875 /night
up to 5 guests

Egret’s Nest 1432 at Four Seasons Nevis

2 bedroom 2 bath Nevis villa in Pinneys Beach

Savor a lifestyle of easy elegance as you share breakfast on the verandah, then spend the day by your pool – all with serene views of the 18th fairway.

Flamboyant - Schooner Bay 201

Caribbean Villa

from $350 /night
up to 4 guests

Flamboyant - Schooner Bay 201

2 bedroom 2 bath Barbados villa in Saint Peter

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

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Hill Estate 1728 at Four Seasons Nevis

Caribbean Villa

from $2568 /night
up to 4 guests

Hill Estate 1728 at Four Seasons Nevis

2 bedroom 3.5 bath Nevis villa in Pinneys Beach

Part of the sleekly modern Hill Estate, this two-level home invites you to focus on wellness with a couple’s massage room, private gym, and an infinity pool with a soothing hot tub.

Duplex View

Stirling House Duplex at Somerset

Caribbean Villa

rates on request
up to 6 guests

Stirling House Duplex at Somerset

2 bedroom 2 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.

Villa Altantico I Swimming Pool View

Vila Atlântico I at Vila Vita Parc

Europe Villa

from $1550 /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.

Villas Atlantico Outdoor B

Vila Atlântico II at Vila Vita Parc

Europe Villa

from $1550 /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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Acqua at Casa de Campo

Caribbean Villa

from $1199 /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.

Cq 5 Damweb

Aquarius 1410 at Four Seasons Nevis

Caribbean Villa

from $2568 /night
up to 7 guests

Aquarius 1410 at Four Seasons Nevis

3 bedroom 3 bath Nevis villa in Pinneys Beach

Warmly welcoming, this single-level home captures the island’s character with paintings by celebrated local artists.

New 4

Bayhouse

Caribbean Villa

from $900 /night
up to 6 guests

Bayhouse

3 bedroom 3.5 bath BVI villa in Virgin Gorda

Resting 42 feet above a private beach on Virgin Gorda, with stunning 180-degree views over the Caribbean Sea and neighboring islands, Bayhouse is designed mixing classical Caribbean elements and modern contemporary style.

Bighorn Penthouse

United States Villa

rates on request
up to 6 guests

Bighorn Penthouse

3 bedroom 3.5 bath Colorado villa in Beaver Creek

European elegance meets mountain splendor.

Cq 5 Dam Web 1

Bismarckia 1438 at Four Seasons Nevis

Caribbean Villa

from $2568 /night
up to 7 guests

Bismarckia 1438 at Four Seasons Nevis

3 bedroom 3 bath Nevis villa in Pinneys Beach

With plenty of room to spread out and relax, this extra-large property boasts gorgeous tropical gardens.

Casa 3

Celaje

Central America Villa

from $1000 /night
up to 6 guests

Celaje

3 bedroom 3.5 bath Costa Rica villa in Guanacaste Coast

Steps away from Playa Danta, this lovely three-bedroom, three-bathroom home is the perfect spot for families looking for a place to relax and have a good time!

Emerald Beach 6 Nov Patio

Emerald Beach #6 - Cassia

Caribbean Villa

from $700 /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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Golf Azul at Casa de Campo

Caribbean Villa

from $1199 /night
up to 7 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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Pelican 1502 at Four Seasons Nevis

Caribbean Villa

from $3089 /night
up to 7 guests

Pelican 1502 at Four Seasons Nevis

3 bedroom 3 bath Nevis villa in Pinneys Beach

Like your own private resort, this hillside home offers abundant outdoor space, soaring ceilings and an atmosphere of casual elegance.

Cq 5 Dam Web 3

Pinney’s Beach 2004 at Four Seasons

Caribbean Villa

from $4375 /night
up to 8 guests

Pinney’s Beach 2004 at Four Seasons

3 bedroom 3.5 bath Nevis villa in Pinneys Beach

Set between the green lawns and water features of the golf course and the south border of the Resort, the Pinney’s Beach villas are some of the closest to the ocean.

Park Hyatt St Kitts Presidential Villa

Presidential Villa at Park Hyatt St. Kitts

Caribbean Villa

rates on request
up to 6 guests

Presidential Villa at Park Hyatt St. Kitts

3 bedroom 3 bath St. Kitts villa in Banana Bay

Set within the Christophe Harbour development on Banana Bay in the most natural and untouched region of this beautiful island, Park Hyatt St. Kitts, a luxury five star resort, introduces the unparalleled Park Hyatt experience for discerning travelers to this idyllic dream destination in the West Indies.

Onb 3 El 6 Main Pool Deck 1

Reef House

Caribbean Villa

from $2370 /night
up to 6 guests

Reef House

3 bedroom 4.5 bath BVI villa in Virgin Gorda

Displaying elegant simplicity, Reef House reflects the natural beauty of the surrounding terrain with pod-style living to provide ultimate privacy and highlight 
stunning views of Necker Island, Eustatia and the reef.

Seascape 1609 at Four Seasons Nevis

Caribbean Villa

from $3089 /night
up to 7 guests

Seascape 1609 at Four Seasons Nevis

3 bedroom 4 bath Nevis villa in Pinneys Beach

Mix vacation bliss with all the comforts of home. Designed for families and groups of friends, this luxuriously customized retreat is nestled in the heart of the Sunset Hill neighbourhood.

Pool Beach Thesomerset

Stirling House Ocean Villa at Somerset

Caribbean Villa

rates on request
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.

Beachview Thesomerset

Stirling House Pool Villa at Somerset

Caribbean Villa

rates on request
up to 6 guests

Stirling House Pool 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.

Tbh Outside

The Beach House

Asia Villa

from $584 /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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The Estates at the Somerset

Caribbean Villa

rates on request
up to 8 guests

The Estates at the 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.

Penthouse Location

The Grand Timber Lodge

United States Villa

rates on request
up to 8 guests

The Grand Timber Lodge

3 bedroom 3.5 bath Colorado villa in Beaver Creek

Classic Elegance in a Rocky Mountain Setting results in a wonderful destination.

Villa 4 at Golden Rays

Europe Villa

from $720 /night
up to 6 guests

Villa 4 at Golden Rays

3 bedroom 3.5 bath Croatia villa in Split Area

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 $720 /night
up to 8 guests

Villa 5 at Golden Rays

3 bedroom 3.5 bath Croatia villa in Split Area

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 $720 /night
up to 6 guests

Villa 6 at Golden Rays

3 bedroom 3.5 bath Croatia villa in Split Area

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.

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Villa Calibri 1408 at Four Seasons Nevis

Caribbean Villa

from $2568 /night
up to 7 guests

Villa Calibri 1408 at Four Seasons Nevis

3 bedroom 3 bath Nevis villa in Pinneys Beach

Bring together friends or a multi-generational family to share this luxurious Nevis sanctuary.

Bedroom Garden Villa Zen

Villa Zen at Casa de Campo

Caribbean Villa

from $1199 /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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Vista de Nevis 1439 at Four Seasons Nevis

Caribbean Villa

from $2568 /night
up to 7 guests

Vista de Nevis 1439 at Four Seasons Nevis

3 bedroom 3.5 bath Nevis villa in Pinneys Beach

Dip into your private swimming pool and hot tub, while gazing across the golf course to magnificent Nevis Peak.

Orig

Windsong - 3 Bedroom Penthouse

Caribbean Villa

from $1323 /night
up to 8 guests

Windsong - 3 Bedroom Penthouse

3 bedroom 3 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.

Villa 4 Infinity Pool

4 Bedroom Beach Sala Villa at Amanyara

Caribbean Villa

rates on request
up to 10 guests

4 Bedroom Beach Sala Villa at Amanyara

4 bedroom 4 bath Turks & Caicos villa in Providenciales

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

Villa 1 Terrace

4 Bedroom Beach Villa at Amanyara

Caribbean Villa

rates on request
up to 10 guests

4 Bedroom Beach Villa at Amanyara

4 bedroom 4 bath Turks & Caicos villa in Providenciales

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

Villa Master Bedroom Pavilion

4 Bedroom Ocean Villa at Amanyara

Caribbean Villa

rates on request
up to 8 guests

4 Bedroom Ocean Villa at Amanyara

4 bedroom 4 bath Turks & Caicos villa in Providenciales

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

Villa Infinity Pool

4 Bedroom Tranquility Villa at Amanyara

Caribbean Villa

rates on request
up to 10 guests

4 Bedroom Tranquility Villa at Amanyara

4 bedroom 4 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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Alegre at Casa de Campo

Caribbean Villa

from $1749 /night
up to 9 guests

Alegre at Casa de Campo

4 bedroom 4.5 bath Dominican Republic villa in la Romana

Ideal for kids of all ages, this one-story villa is full of entertainment options including a full-sized billiards table, air-conditioned den, shaded gazebo, and sunny terrace that wraps around the pool and whirlpool tub.

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Alondra at Casa de Campo

Caribbean Villa

from $1749 /night
up to 9 guests

Alondra at Casa de Campo

4 bedroom 4.5 bath Dominican Republic villa in la Romana

This elegant two-story villa is the perfect hideaway for an incredible vacation.

Lrg 1 Pool

Ami La Vita

Caribbean Villa

from $643 /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.

Arrabelle Retreat Vail Scaled

Arrabelle Retreat at Vail Square

United States Villa

rates on request
up to 8 guests

Arrabelle Retreat at Vail Square

4 bedroom 5 bath Colorado villa in Vail

In the four-bedroom Arrabelle Retreat, furnished with custom E. J. Victor furniture and the hand painted French curio cabinet displays vintage glassware -in the heart of Vail Square, steps from the gondola.

Gdv Laguna 6

Azalea at Casa de Campo

Caribbean Villa

from $1359 /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.

Azurewish

Azure Wish Villa

Caribbean Villa

rates on request
up to 8 guests

Azure Wish Villa

4 bedroom 3.5 bath BVI villa in Virgin Gorda

A short drive from Spanish Town along the stunning Nail Bay road takes visitors to the beautiful and exclusive villas of the Nail Bay Resort.

Villa 7 Exterior Living Dining Pavilion

Beach Path Tranquility Villa at Amanyara

Caribbean Villa

rates on request
up to 10 guests

Beach Path Tranquility Villa at Amanyara

4 bedroom 4 bath Turks & Caicos villa in Providenciales

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

Bird of Paradise

Caribbean Villa

from $1850 /night
up to 10 guests

Bird of Paradise

4 bedroom 4.5 bath Anguilla villa in Sandy Hill

A celebrated luxury villa on the island of Anguilla, Bird of Paradise has been recognized as one of the Caribbean’s finest by Islands and Island Home magazines.

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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.

Bdrm Classic Casa Bella Min 1

Casa Bella at Casa de Campo

Caribbean Villa

from $1359 /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.

Casa L

Casa del Alba

Central America Villa

from $800 /night
up to 8 guests

Casa del Alba

4 bedroom 4.5 bath Costa Rica villa in Guanacaste Coast

Casa del Alba is a classy, four-bedroom, four-and-a-half-bathroom house featuring a high-class gourmet kitchen, spacious indoor areas, and an outdoor dining table overlooking the irresistible private swimming pool.

Copia Casa Maya Kaan Tulum Sian Kaan

Casa Maya Kaan

Mexico Villa

from $2350 /night
up to 17 guests

Casa Maya Kaan

4 bedroom 4 bath Riviera Maya villa in Tulum

Casa Maya Kaan is exclusive luxury within Sian Ka’an superb wilderness sanctuary.

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