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Family Villa Collection

Family Villa Collection


The Caribbean is a great destination choice for families or multiple families traveling together. With a private kitchen and enough space for everyone, a Caribbean villa rental can be the most economical accommodation choice. Whether you are seeking a beachfront villa, a private island or a hillside villa with an amazing view, our favorite family villas section provides some of the best villas in the Caribbean for your family vacation.


Find all the Caribbean luxury and beauty you could dream of at Azzurra. This Grace Bay villa has two stories of interior and exterior lounges, a chef-worthy kitchen, and tons ...
Aerial views of the property
Specials.

Azzurra

6 6+

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Details
Plum Bay is a quiet, restful retreat for your family's next vacation. It's between two lovely, quiet beaches in the gated Terres Basses community. There's tons of room inside and ...
Plum Bay Villa is located in Terre-Basses
2-4 BR rates.
Specials.

Plum Bay

6 6

Terres Basses (French side), St. Martin

Pool | AC

Details
This rental property combines two villas into a supersized vacation home. Casa Luna is great for travelers who want the privacy of a villa without losing resort amenities and vacationers ...
Casa Luna

Casa Luna

6 6+

Grand Cayman, Cayman

Beachfront | AC | Resort Villa

Details
The Last Resort stands true to its name…it’s certainly a paradise and feels like a mini-resort. This beautiful estate sits elevated between Chocolate Hold and Hart Bay with ...
The Last Resort Villa located in Chocolate Hole

Chocolate Hole, St. John

Pool | AC

Details
If you're looking for a lavish getaway, Legasea in Turks and Caicos is the place to be! Whether you're after some rest and relaxation, or something a bit more active, ...
Legasea Villa on Long Bay
Specials.

Legasea

6 6+

Long Bay, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

Details
There's something for everyone at Sea Star! Kick back in the infinity pool and gaze out at the sea, walk down the stairs to the coral and sand beach, or ...
Sea Star Villa is located on Cabrita Point

Sea Star

6 6+

St. Thomas, USVI

Beachfront | Pool | AC

Details
This villa is easily large enough for five couples traveling together or a family vacation. There's tons of space, and every bedroom has its own patio, which is so nice ...
Loblolly Villa photo
2, 4 BR rates.

Virgin Gorda, BVI, British Virgin Islands

Near Beach | Pool | AC

Details
Set amidst stunning Mediterranean gardens, this villa boasts lavish blooming lavender, citrus, palm, olive, and fig trees. Entertain outdoors with a BBQ area, shaded dining space, and multiple chill-out areas. ...
Villa Izarra photo

Ibiza, Spain

Pool | AC

Details
This classic, luxury beachfront villa sits on Little Trunk Bay, with those amazing boulders flanking the beach. It's truly paradise! There's every amenity you could want, from a fully equipped ...
Sol y Sombra Villa is located on a hillside just above Little Trunk Bay

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

Details
This Ibiza finca, recently renovated to a luxury standard, offers panoramic views of San Antonio Bay. Set on a hill amid pine forests, it spans 120,000 m2 of private farmland, providing ...
Can Rosetta photo
5 BR rate.

Ibiza, Spain

Pool | AC

Details
Looking for luxury in St. Martin? Pamplemousse is a great choice - it’s elegant, spacious, and convenient to a ton of the island’s amenities. There are multiple areas ...
Pamplemousse is located in Terres Basses on a cliffside with views looking toward the Caribbean
3, 4 BR rates.
Specials.

Terres Basses (French side), St. Martin

Pool | AC

Details
Two beaches to choose from, a large private pool, gated entrance, and views of the Caribbean waters are among the many features that will make it difficult to leave La ...
La Salamandre is located in Terres Basses with views of Simpson Bay
4, 5 BR rates.
Specials.

Terres Basses (French side), St. Martin

Near Beach | Pool | AC

Details
Only minutes from the beach, tennis, and shopping, Encore has spacious living areas both inside and out. The gazebo and outside dining area are great places to gather with family ...
Encore Villa is located in Terres Basses and is nestled amongst beautiful tropical foliage
4, 5 BR rates.
Specials.

Terres Basses (French side), St. Martin

Pool | AC

Details
Bajacu Villa has a totally unique design that gives you the best of both worlds: hilltop views and easy ocean access. This sprawling retreat has two infinity pools and tons ...
Bajacu is located on a private hilltop in Turtle Cove
Specials.

Bajacu

6 7+

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

Details
Guests of Kismet can enjoy both sunrise and sunset views, is surrounded by gorgeous tropical gardens. Its perfect for special events like weddings and receptions. There's three separate bedroom pavilions, ...
Kismet Villa Estate is located on a hilltop over Maria Bluff

Kismet

6 6+

Chocolate Hole, St. John

Pool | AC

Details
Casa Rocco is an impressive villa in San Jose, near Cala Bassa and Port D’Es Torrent, boasting luxurious accommodation for up to 12 guests. Surrounded by rustic countryside, it offers ...
Casa Rocco photo

Ibiza, Spain

Pool | AC

Details
Location, location, location! Petite Plage 5 is a sprawling beachfront property sleeping up to 12 guests offering privacy, one of the largest pools on the island and quick access to the shops ...
A resort like pool and amazing ocean views
Specials.

Grand Case (French side), St. Martin

Beachfront | Pool | AC

Details
Bastide du Calavon, a dazzling jewel in Luberon, blends opulence and authenticity. With a culinary haven, six lavish suites, and a refreshing pool, it's a symphony of luxury. Complemented by ...
Bastide du Calavon photo

Provence, France

Pool | AC

Details
Valentina has everything you could want for a quiet, relaxing vacation. There's fitness equipment and a lap pool so you can get your workout in, and there's plenty of loungers ...
Valentina Villa is located at the eastern end of Pointe Milou
3, 4 BR rates.

Pointe Milou, St. Barts

Pool | AC

Details
Can Juana is the perfect place to head if you want to get away from it all. Located on a country road on the west side of the island, it's ...
Can Juana photo

Can Juana

6 7

Ibiza, Spain

Pool | AC

Details
Inside and out, Pelican Vista offers the best of Providenciales. You can enjoy the view inside, or find a spot on the terrace or balcony to look out over the ...
The pool and palapa at Pelican Vista Villa

Grace Bay, Turks and Caicos

Near Beach | Pool | AC

Details
Colibri Cottage is ideal for a nature-centric getaway in St. Lucia. The villa has gorgeous views of Petit Piton and the sea, plus its minutes away from water excursions and ...
Colibri Cottage sits on a hill above Soufriere Bay
2 BR rate.

Soufriere, St. Lucia

Near Beach | Pool

Details
Le Reve will have you hooked from the first glance. Palm trees, sandy beaches, and gorgeous ocean views fill the exterior, and you can soak it all in from the ...
Le Reve Villa is located on a private stretch of beach in Baie Rouge
Specials.

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

Details
Located within the gated community of Sandy Lane Estate, Moon Dance Villa is ideal for couples who want a tropical getaway with regal charm. The villa is surrounded by thick ...
Luxurious pool and backyard at Moon Dance Villa
4 BR rate.

Barbados

Pool | AC

Details
Always Villa, recently entirely renovated, is decorated in appealing white to showcase its clean lines, as well as gleaming polished floors. It has plenty of space for large families or ...
Always Villa is located in Terres Basses
4, 5 BR rates.
Specials.

Terres Basses (French side), St. Martin

Pool | AC

Details
Escape to Mas des Anges, a dreamy 17th-century farmhouse near Oppede-le-Vieux. Explore lush gardens, a private tennis court, and a cinematic oasis. With its romantic wisteria walkway and Provencal charm, ...
Mas des Anges photo
5 BR rate.

Provence, France

Pool | AC

Details
Views of tropical greenery, Caribbean waters, and the hills beyond can be enjoyed firsthand at Maison de Reve Villa. Six large bedrooms with ensuite baths make this resort villa accommodating ...
Maison de Reve is located on a hillside in the Terres Basses area
4, 5 BR rates.
Specials.

Terres Basses (French side), St. Martin

Near Beach | Pool | AC

Details
Triton Villa is nestled into its own hillside enclave above Lockrum Bay and Little Harbour. This villa shares a secluded cove and amazing snorkeling spots with two other villas in ...
Triton Villa is located on LockRum Bay
4, 5 BR rates.

Anguilla

Near Beach | Pool | AC

Details
Spacious and colorful, Mare Blu Villa overlooking Rendezvous Bay is the ideal getaway for your St. John vacation. Up to 12 people can call this villa their home, and there's plenty ...
Mare Blu is located hillside on the exclusive Rendezvous Bay overlooking the south shore
3-5 BR rates.

Rendezvous Bay, St. John

Pool | AC

Details
Domaine de Beau-Fleurs is a magical escape where nature meets architectural grace. Picture driving through vineyards and lavender fields, greeted by an 18th-century Bastide that's a masterpiece of elegance. Inside, ...
Domaine de Beau-Fleurs photo

Provence, France

Pool | AC

Details
One thing everyone who stays at Akasha mentions is the gorgeous view. It’s absolutely breathtaking! The villa is well-designed for big families because four of the suites are in ...
Akasha Villa is located in Cap Estate and offers views of the Piton Mountains and Pigeon Island
1-5 BR rates.

Cap Estate, St. Lucia

Pool | AC

Details
SPECIAL RESERVE COLLECTION includes a Private Chef for up to 2 meals/day, Preferred access to Beach Club chaise lounges, VIP arrivals service, and 24/7 Personal Concierge. Located in Saline, Dunes Villa ...
Dunes Villais located on 2.5 acres in Saline

Saline, St. Barts

Near Beach | Pool | AC

Details
Antilles Pearl is a super luxurious beachfront villa in one of the best spots on Anguilla. There's a 50-foot skywalk that makes you feel like you're floating above the sea, ...
Antilles Pearl is located on Shoal Bay Beach
5 BR rate.
Specials.

Anguilla

Beachfront | Pool | AC

Details
Sandyline Villa is one of the most luxurious estates on St. Martin. The exterior amenities are endless, and the villa’s design blends the lines between inside and out. Kids ...
Plenty of loungers surround the swimming pool
3-5 BR rates.
Specials.

Terres Basses (French side), St. Martin

Near Beach | Pool | AC

Details
The name says it all at Go Easy Villa. This villa enjoys water and island views, a gourmet kitchen, numerous living areas, and its own tennis court. The beach is ...
Go Easy Villa at Sugar Hill

Barbados

Pool | AC | Resort Villa

Details
Vistamar Villa has plenty of room for any family vacation or special event. With six bedrooms and lots of living space, you can spend time together or apart. Spend your ...
Vistamar features a poolside gazebo and an ample sundeck

Barbados

Pool | AC

Details
Welcome to Villa Danae offering panoramic views of Delos Island and breathtaking sunsets. This 350m2 property accommodates up to 12 guests across 6 bedrooms, with a private chapel. Inside, enjoy a spacious ...
Villa Danae photo

Mykonos, Greece

Pool | AC

Details
Experience tranquillity at this beautifully restored villa in the heart of Ibiza. Surrounded by avocado and citrus groves, it offers serene outdoor spaces with multiple terraces, two pools, a tennis ...
Casa Pacífica photo

Ibiza, Spain

Pool | AC

Details
Discover Mas du Milan – a renovated stone haven in Provence's heart. With stunning views, spacious interiors, and outdoor bliss, it's your dream escape! Relax by the pool, dine al fresco, ...
Mas du Milan photo

France

AC

Details
Can Gerbera offer luxurious living amidst scenic farmland. The villa features a spacious kitchen designed for entertaining, leading to outdoor dining areas, a pool, tennis court, and a pavilion. A ...
Can Gerbera photo

Ibiza, Spain

Pool | AC

Details
Dive into luxury with direct beach access, a private boat jetty, and a poolside oasis. Enjoy al-fresco dining with panoramic views, a private spa, and a games room for endless ...
Ocean Paradise photo

Ibiza, Spain

Beachfront | Pool | AC

Details
Enjoy outdoor entertaining on the spacious terrace and pool deck surrounded by olive groves. Inside, light-filled interiors feature modern design and sleek furnishings. Relax in the spacious lounge or dine ...
Villa Eclipse photo

Ibiza, Spain

Pool | AC

Details
Come experience the ultimate island getaway at Marahuyo in Turks and Caicos! This stunning property boasts a beachfront location on the famous Grace Bay, complete with a luxurious black lava ...
Marahuyo Villa is located on Grace Bay Beach
4 BR rate.

Marahuyo

6 6

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Details
Enjoy breathtaking sea and countryside vistas at Can Felipe, between Porroig and Es Cubells on Ibiza's coveted south coast. Set within lush gardens with fruit trees, the villa offers a ...
Casa Odette photo

Ibiza, Spain

Pool

Details
Step into the enchanting world of L'Aqueduc, a Provencal gem with historic charm and modern allure. Just a skip from Les Baux-de-Provence, this villa is a twelve-guest haven blending classic ...
Large salt water pool for all to enjoy.

L'Aqueduc

6 5

Provence, France

Pool | AC

Details
Get ready for an adventure at Mas des Alpilles This 17th-century farmhouse near St-Remy is surrounded by stunning countryside and offers 5000 sq. feet of luxury living space. With room for ...
Mas des Alpilles photo

Provence, France

Pool | AC

Details
Enjoy panoramic sea and sunset views from intimate terraces and a sun-dappled swimming pool. Relax in sociable chill-out areas amidst tall palms and fragrant pines. Immaculate interiors boast spacious lounges, ...
Villa Fabric photo

Ibiza, Spain

Pool | AC

Details
Discover Pep Calo, a modern family villa nestled in Ibiza's southwest coast, near Cala Conta and Cala Bassa. With stunning sea and sunset views, its infinity pool and terrace offer ...
Pep Calo photo

Pep Calo

6 7

Ibiza, Spain

Beachfront | Pool | AC

Details
Jable has gorgeous views, gorgeous design, and gorgeous amenities. Every spot in the villa is outfitted for luxury and comfort, from the interior to the exterior. Plus, the villa is ...
Tucked away on a hillside Jable Villa has a private pool that provides some amazing views
3-5 BR rates.

Jable

6 6+

Petite Saline, St. Barts

Pool | AC

Details
This modern, minimalist villa has gorgeous design, gorgeous views, and gorgeous amenities! Fleur De Mer is all about luxury and relaxation, with glass doors throughout and an unbelievable panoramic ocean ...
Fleur De Mer Villa is located in Colombier with amazing views
5 BR rate.

Colombier, St. Barts

Pool | AC

Details
As one of the few six-bedroom villas on the island, Panache Villa delights with magnificent views and unforgettable sunrises and sunsets. This villa is beautiful inside and out! Traditional stone ...
Panache Villa has amazing views over Rendezvous Bay
Specials.

Caneel Hill, St. John

Pool | AC

Details
The impression one gets when walking into this villa, is simply elegant Caribbean. It features a clean white interior with beautiful modern decor. Alas the interior can only hold your ...
Amazing views of the harbor from Paradiso Villa
3-5 BR rates.
Specials.

Oyster Pond (Dutch side), St. Martin

Pool | AC

Details
There’s something for everyone at Sandalwood House. You can enjoy a round of golf and a romantic dinner for two in the covered gazebo, spend the night with cocktails ...
Twilight on the patio at Sandalwood Cottage
3, 4 BR rates.

Barbados

Near Beach | Pool | AC

Details
SPECIAL RESERVE COLLECTION includes a Private Chef for 3 meals/day, Preferred access to Beach Club chaise lounges, VIP arrivals service, and 24/7 Personal Concierge. Children are welcome at Silver Rainbow Villa, ...
Silver Rainbow Villa looks out into Petit Cul De Sac
3 BR rate.

Petit Cul de Sac, St. Barts

Near Beach | Pool | AC

Details
Tamarind Villa is located in Providencials' best neighborhood, right on Grace Bay Beach. The views from both inside and outside the villa are great, with the beach literally steps away. ...
Tamarind Villa is located on the shores of Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Details
Eclipse Villa is perfect for large families or couples traveling together. The villa looks right out over the ocean, so the views are perfect. All you see are the blues ...
Eclipse Villa is located on the hillside in Vitet a few minutes away from Lorient Beach
1-5 BR rates.

Camaruche, St. Barts

Pool | AC

Details
Royal Belize is an exclusive private island rental with seclusion, luxury, and full service. There are three villas and a bunkhouse on the island, and the full staff includes a ...
Royal Belize Private Island
5 BR rate.

Belize

Beachfront | AC

Details
Casa Grande is totally relaxing. Its super open, has great views, and is steps from a private part of Grace Bay beach. Its great for families who want a fully-equipped ...
Casa Grande is located on a beautiful stretch of Grace Bay Beach

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Details
When you arrive at Bon Temps Villa, the first thing to do is stake out your chaise lounge. While everyone else will fight over the bedrooms, you'll have secured the ...
Bon Temps is located on the west side of Pointe Milou looking out into the Caribbean
4, 5 BR rates.

Pointe Milou, St. Barts

Pool | AC

Details
Le Manoir de Lurin Villa is larger than your usual villa! This six-bedroom rental offers tons of exterior space for everyone to find their own sunbathed or shaded spot to ...
Le Manoir de Lurin Villa photo
5 BR rate.

Lurin, St. Barts

Pool | AC

Details

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