Caribbean

Anguilla

Antigua

Bahamas

Barbados

Belize

British Virgin Islands

Cayman

Costa Rica

Dominican Republic

Grenada

Jamaica

St. Barts

St. Croix, USVI

St. John

St. Lucia

St. Martin

St. Thomas, USVI

St. Vincent & Grenadines

Turks and Caicos

Europe

France

Cannes
Cote D'Azur
Provence
St. Tropez

Spain

Ibiza
Mallorca
Marbella
Minorca

Italy

Amalfi Coast
Lake Como
Lake Garda
Puglia
Sardinia
Sicily
Tuscany
Umbria

Portugal

Algarve

Greece

Antiparos
Crete
Mykonos
Paros
Peloponnese
Santorini

United Kingdom

England
Scotland

Croatia

Brac Island
Dubrovnik
Hvar Island
Korcula Island

Iceland

Collections

Contact Us

Global Menu

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.

The best thing about Soleil Villa is the location. You get a stunning view of Trunk Bay, and you can follow a steep path down the hill to get to ...
Infinity edge pool with amazing views of Trunk Bay Beach at Soleil villa
2 BR rate.

Soleil Villa

3 2

Tortola, BVI, British Virgin Islands

Near Beach | Pool | AC

Details
Overlooking the Gustavia Harbor, Suite Harbour Villa is perfect for taking in all the excitement of St. Bart's without having to sacrifice lavish surroundings or privacy. This spacious three-bedroom, two-bathroom ...
Suite Harbour Apartment is located in in the center of the action at Gustavia Harbor
1, 2 BR rates.

Suite Harbour Villa

3 2

Gustavia, St. Barts

Near Beach | AC

Details
This spacious apartment is all on one floor and offers great views of the beautiful blue water outside. It has three bedrooms: one with a king-size bed, one with a ...
The balcony at Coral Cove # 8 has a hot tub!

Coral Cove #8

3 3

Barbados

Beachfront | AC

Details
Palm Beach Villa 110 is a great way to escape to the island of Barbados without having to break the bank or sacrifice any luxuries or amenities. The ample size living ...
Palm Beach Complex in Barbados

Palm Beach Villa 110

3 3

Barbados

Beachfront | Pool | AC

Details
The villas at Shore Pointe are white with blue tile roofs, which gives them the feel of a tiny island retreat. Luna is sleek and cool, with three amply sized ...
Luna Villa is located in the Shore Point complex near La Semanna
1, 2 BR rates.
Specials.

Luna Villa

3 4+

Cupecoy (Dutch side), St. Martin

Near Beach | Pool | AC

Details
When you stay in Coral Cove #5, you can take in an incredible view without leaving your bed! Grab a quick breakfast in the modern kitchen and head down to the ...
Coral Cove #5 - Shutters photo

Coral Cove #5 - Shutters

3 3

Barbados

Beachfront | AC

Details
This three bedroom apartment is spread out over two levels, so you can enjoy privacy without sacrificing the amenities and ease of a resort villa. The huge balcony spans the ...
The Schooner Bay complex pool
1, 2 BR rates.

Schooner Bay #306

3 3

Barbados

Beachfront | AC | Resort Villa

Details
Portico 1 is super modern and fully equipped for a luxury vacation. You and your guests can spend time soaking in the heated lap pool, enjoying a cocktail from the fully ...
Portico 1 has a beautiful ocean view terrace

Portico 1

3 3

Barbados

Near Beach | Pool | AC | Resort Villa

Details
Topaze Villa is the perfect place to make lasting memories of your trip to St. Martin. The outdoor furniture lights up, which is a fun touch to the pool deck, ...
Topaze Villa is located on a hillside above Orient Bay
Specials.

Topaze Villa

3 3

Orient Bay (French side), St. Martin

Pool | AC

Details
Iris Villa is a retro, modern home designed in a black and white motif. The living room has comfy and contemporary style furnishings while one entire wall is a glass ...
Iris Villa is located in Grad Cul de Sac
1, 2 BR rates.

Iris

3 3

Grand Cul de Sac, St. Barts

Pool | AC

Details
With the beach as your backyard, you can't go wrong at Lo D'Amour. The water comes right up to the bottom deck, and the bedrooms are all spread out for ...
A secluded stretch of Marigot Beach is located just in front of Lo D'Amour Villa
1, 2 BR rates.

Lo D'Amour Villa

3 3+

Marigot, St. Barts

Beachfront | AC

Details
With three large bedrooms, a backyard garden, a private pool, and beach access, Jasmine Villa is a fantastic option for any group of six. You have everything you need here, ...
The plunge pool at Jasmine Villa is a great place to unwind and take a refreshing dip

Jasmine Villa

3 3

Barbados

AC

Details
Bahari Villa is a part of the Shore Pointe village on Cupecoy Beach and is a perfect destination for the group that wants immediate beach access and nearby restaurants, shops, ...
Bahari Villa photo
Specials.

Bahari Villa

3 3

Cupecoy (Dutch side), St. Martin

Beachfront | Pool | AC

Details
This property is great for a family vacation or couples' getaway. One of the three bedrooms can be made up with king-sized beds or twin beds, and Sapphire Beach has ...
Sapphire Beach Complex

Sapphire Beach #517

3 3

Barbados

Beachfront | Pool | AC | Resort Villa

Details
If you're looking for a rental that is as open and airy as it is luxurious, Lune Villa is it. This is a 3-bedroom house that can accommodate up to ...
Lune villa has amazing ocean views from the pool area
2 BR rate.

Lune Villa

3 3

Tortola, BVI, British Virgin Islands

Near Beach | Pool | AC

Details
This is a well-loved villa. Guests love the charming decor and location, which is within minutes of Lorient Beach in a low-traffic area.
Villa Festiva is located in Pointe Milou overlooking Lorient Bay
2 BR rate.

Festiva Villa

3 3

Pointe Milou, St. Barts

Pool | AC

Details
If you're looking for luxury and affordability at one of the world's greatest beaches, then quit searching because Shoal Bay East's Dreamcatcher Villa is it. It boasts 3 bedrooms/3.5 baths, an ...
Dreamcatcher Villa is located less than a mile from Shoal Bay Beach
1, 2 BR rates.

Dreamcatcher Villa

3 3+

Anguilla

Pool | AC

Details
Marbella offers handicap-accessible living high on a St. John hillside. Everything is on one level, which is rare for the island, and there are two king suites with equal amenities ...
Marbella Villa sits on a hillside in Virgin Grand Estates
2 BR rate.

Marbella Villa

3 3

Virgin Grand Estates, St. John

Pool | AC

Details
Perched high above Toiny, Enzuma is a true haven for families who want tons of privacy, comfort, and a sweeping view of the sea. I love this villa's simple luxury ...
Enzuma sits on the hillside above Toiny with amazing views of Toiny Bay
1, 2 BR rates.

Enzuma Villa

3 2+

Toiny, St. Barts

Pool | AC

Details
This villa has one of the coolest views on St. John - you can see the ocean, the western side of the island, and St. Thomas all from your pool ...
Exotic View is located on the south shore of St. John near Great Cruz Bay
1, 2 BR rates.

Exotic View Villa

3 3+

Great Cruz Bay, St. John

Pool | AC

Details
This villa is great for active groups of travelers, because there's easy access to water sports and hiking trails near the villa. This side of the island is a favorite ...
Cote Sauvage is located in Grand Fond close to Toiny
1, 2 BR rates.

Cote Sauvage Villa

3 3

Grand Fond, St. Barts

Pool | AC

Details
Hawksbill Beach House is perfect for family trips. Your kids can hop between the pool and the ocean under your watch thanks to the fully screened beachside patio. There's kayaks ...
Hawksbill Beach House has a private beachfront pool
2 BR rate.

Hawksbill Beach House

3 3

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Details
Galena enjoys classic Caribbean decor, a huge pool, and members-only service at Sandy Lane Beach Club. The sundeck is big enough for everyone to lounge or dine around, and Sandy ...
Pool at Galena villa surrounded by lush tropical gardens

Galena

3 3+

Barbados

Pool | AC

Details
This villa is super conveniently located, just a few minutes from town and the beach. I love the villa's simple and open set-up, and the pool is simply beautiful.
Patio deck and pool at Villa Indyana

Indyana

2 2+

Lurin, St. Barts

Pool | AC

Details
This villa is only a 30 second walk up to the beach, which has plenty of beach chairs and umbrellas for lounging all day in the sun. The sand is feather ...
Beads Bay Beachside Villa 2 is in the Meads Bay Villas

Meads Bay Beachside 2

2 2+

Anguilla

Near Beach | AC

Details
This villa has everything you could want on a romantic vacation, and balances privacy and comfort. You'll have your own pool just steps away from the beautiful Meads Bay Beach, ...
Beads Bay Beachside Villa 3 is in the Meads Bay Villas
1 BR rate.

Meads Bay Beachside 3

2 2+

Anguilla

Near Beach | Pool | AC

Details
There's nothing better than waking up to your own beach! Sailrock Resort's Beach Front Villa puts you right on the sea, with two private bedrooms and a modern Great Room ...
Enjoy endless ocean views from the patio at Sailrock Resort Beach Fron Villa 2 bedroom

Sailrock Resort Beach Front Villa Premier

2 2

South Caicos, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

Details
This vacation rental is perfect if you’re looking for a cozy, simple, beachfront property. It has 24-hour security and a short walk between the beach and the complex for ...
Great views of the ocean from Sapphire Beach 104

Sapphire Beach #104

2 2

Barbados

Beachfront | AC | Resort Villa

Details
Golden View is aptly named - the ocean backdrop belongs on a postcard! The villa's design maximizes the view, from the huge sliding glass doors in the common area to ...
Golden View Villa sits above Toiny Bay on the Vitet hillside
1 BR rate.

Golden View

2 2

Vitet, St. Barts

Pool | AC

Details
Your friends and family will love this beachfront rental on Meads Bay. It combines two units into one villa, so you get double the amenities, double the master suites, and ...
Tranquility Beach - Two Bedroom Beachfront Villa is located on Meads Bay Beach

Tranquility Beach - Beachfront 2 Bedroom

2 2

Anguilla

Beachfront | AC | Resort Villa

Details
Your friends and family will love staying in this Meads Bay villa. It combines two units into one, so everyone gets a luxurious master suite and ensuite bathroom. One suite ...
Tranquility Beach Anguilla is located on Meads Bay Beach

Tranquility Beach - 2 Bedroom

2 2

Anguilla

Beachfront | AC | Resort Villa

Details
This villa is a dream come true for kiteboarders and watersport lovers. It’s right on the beach with direct ocean access in Provo’s most popular water sport district. ...
Beach Enclave Long Bay is located on the southeastern edge of Providenciales

BE - 2 Bedroom Beach Front at Long Bay

2 2+

Long Bay, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

Details
Beach Enclave is the place to stay if you want to be on the beach, near water sports, and secluded from the crowds. This villa rests on Long Bay near ...
Beach Enclave Long Bay is located on the southeastern edge of Providenciales

BE - 2 Bedroom Beach Front at Long Bay

2 2+

Long Bay, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

Details
Just a few steps from Dawn Beach on the Dutch side of St. Martin is Beach House Younes. This 2-bedroom villa is cozy and comfortable, yet still very private for ...
Beach House Younes photo
1 BR rate.
Specials.

Beach House Younes

2 2+

Dawn Beach (Dutch side), St. Martin

Near Beach | Pool | AC

Details
Two bedrooms make Sea Breeze Villa perfect for couples traveling together or families with children. The rooms are separated by the living area, allowing for maximum privacy.If you want ...
Sea Breeze Villa is located right on lorient Beach
1 BR rate.

Sea Breeze

2 2

Lorient, St. Barts

Near Beach | Pool | AC

Details
Sunrock is a nice villa for a small family. The two air-conditioned bedrooms located just off the living room share a bath with a bathtub. In addition, there's a pool ...
Cocktails on the covered patio or a dip in the infinity pool are both great options at Sunrock Villa
1 BR rate.

Sunrock Villa

2 2

Colombier, St. Barts

Pool | AC

Details
La Niña is very inviting, with a convenient location perfect for exploring the island. We were able to easily get to different locales, and had a great day trip ...
La Nina is a villa oasis located in the heart of Terres Basses
1 BR rate.
Specials.

La Nina

2 2

Terres Basses (French side), St. Martin

Pool | AC

Details
Magic Bird is an airy and open villa that offers room for a family with young children or for two couples to stay at. It's only a short walk to ...
Magic Bird Villa is located near the Flamands Bay Beach
1 BR rate.

Magic Bird Villa

2 2

Flamands, St. Barts

Near Beach | Pool | AC

Details
If you want your own beach villa but still want the convenience of a front desk and concierge, beautiful Meads Bay Villa Resort is the perfect spot for you. This ...
Beads Bay Beachside Villa 1 is in the Meads Bay Villas

Meads Bay Beachside 1

2 2+

Anguilla

Near Beach | Pool | AC

Details
This very modern villa comes with contemporary furnishings and is great for a family with young children or two couples. It comes with views of the ocean and has partial ...
Les Embruns Villa photo
1 BR rate.

Les Embruns Villa

2 2

Flamands, St. Barts

Near Beach | Pool | AC

Details
Because it takes a four-wheel vehicle drive to reach Villa 21, this island home enjoys complete and total privacy. Villa 21 offers partial air-conditioning, ceiling fans, and screened windows to give its ...
21 Villa is located on a hillside above Lorient Bay
1 BR rate.

21 Villa

2 2

Petite Saline, St. Barts

Pool | AC

Details
Located on sandy Dover Beach in Barbados, Sapphire Beach 118 is a unique split-level condo with access to the pool deck, making it easy for guests to take a quick swim ...
Sapphire Beach #118 photo

Sapphire Beach #118

2 2

Barbados

AC | Resort Villa

Details
If you want a private pool and close proximity to the beach, Beach Palm Villa won't disappoint. It has one of the best values due to it's location, with just ...
Beach Palm Villa has a great patio and pool

Beach Palm Villa

2 2+

Anguilla

Near Beach | Pool | AC

Details
You are close to everything. The airport, shopping, restaurants, and a bakery that will make you feel right at home. Order takeout and go back to the deck to look ...
Grain de Folie Villa photo

Grain de Folie Villa

2 2

Colombier, St. Barts

Pool | AC

Details
Glitter Bay 113 is the perfect choice for a family vacation at a great value. The villa is on the ground floor of a resort complex with 24-hour security. Sea Wind 2 ...
Glitter Bay 113 Sea Wind 2 has a great patio
1 BR rate.

Glitter Bay 113 Sea Wind 2

2 2

Barbados

Beachfront | AC | Resort Villa

Details
If you want to relax in a private swimming pool next to the Virgin Islands National Park, then Caneel Trailside Cottage is the place for you. The villa feels tranquil ...
Caneel Trailside Villa is located right next to the Virgin Islands National Park
Specials.

Caneel Trailside Cottage

2 2

Cruz Bay, St. John

Pool | AC

Details
Kyody Villa has tall rooms with natural wood and stone décor. Artistic windows open up to an ocean view. There's a balcony and outside barbeque, and equal bedrooms make ...
The pool is situated in a beautiful tropical setting at Kyody Villa
1 BR rate.

Kyody Villa

2 2

Marigot, St. Barts

Pool | AC

Details
There is no other place to stay in St. Barts and feel quite as relaxed as you will here at Val Andre. This home is located on well kept grounds ...
Val Andre is located directly on St. Jean Bay
1 BR rate.

Val Andre

2 2

Saint Jean, St. Barts

Near Beach | AC

Details
Villa Bijou offers the ease and convenience of level entry and one-floor living so guests of all ages and abilities can enjoy the views. And there are a lot of ...
Bijou Villa is located in Flamands and overlooks Flamands Bay

Bijou Villa

2 2

Flamands, St. Barts

Pool | AC

Details
Jayla villa is a two-bedroom holiday home overlooking the bays of Chalk Sound. With total privacy, an onsite swimming pool, and quick water access, Jayla Villa is the perfect getaway ...
Jayla Villa sits on Chalk Sound looking out into the many small rocky islands

Jayla Villa

2 2

Chalk Sound, Turks and Caicos

Pool | AC

Details
Oceana Villa only has two-bedrooms, but with over 5,000 square feet there is plenty of room to spread out. The outdoor furnishings on the upstairs balcony are super comfy and perfect ...
Oceana Villa is located on a hill above Crocus Bay
1 BR rate.

Oceana Villa

2 2

Anguilla

Near Beach | Pool | AC

Details
If you are in need of a beach getaway with friends, this new villa is a great find. This quaint villa has two, nice size bedrooms and a large kitchen ...
Villa Gros Ilets photo
1 BR rate.

Villa Gros Ilets

2 2

Lurin, St. Barts

Pool | AC

Details
Basically, the best and worst thing about Villa Micela is that you may never want to leave! At night you might take a leisurely stroll down the beach and then ...
Villa Micela sits just on the beach at Flamands Bay
1 BR rate.

Villa Micela

2 2

Flamands, St. Barts

Beachfront | Pool | AC

Details
This villa is great, because the bedrooms are very similar and there's enough outdoor area for everyone to have their own space. The view is gorgeous, and it's perfect for ...
Open Space Villa is located just above Petite Cul de Sac
1 BR rate.

Open Space Villa

2 2

Petit Cul de Sac, St. Barts

Pool | AC

Details
This new villa is spotless, and has every conceivable amenity. Aya has gorgeous views from L'Estang all the way to St. Jean Bay, which are only more beautiful at night. ...
Aya is located on a hillside in St. Jean with gorgeous views from L'Estang all the way to the beach
1 BR rate.

Aya Villa

2 2

Saint Jean, St. Barts

Near Beach | Pool | AC

Details
Beach Kandi is a beachfront villa on the famous Grace Bay shoreline with stunning views and a great location. The pool deck is one of the greatest spots to take ...
Beach Kandi has endless Caribbean views

Beach Kandi

2 2+

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Details
Coccoloba Beach House is the perfect size for two beach-loving couples who want to spend all day by the sea. You can paddle board, search for shells, and kayak along ...
Coccoloba Beach House is located on Taylor Bay

Coccoloba Beach House

2 3

Taylor Bay-Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

Details
The beachfront villa at Meads Bay Beach Villas is the most popular property for an obvious reason... it sits steps away from the sand and waves. I love the fact ...
Meads Bay Beachfront Villa 1 is located on a beautiful stretch of Meads Bay Beach

Meads Bay Beachfront

2 2+

Anguilla

Beachfront | Pool | AC

Details

Where To Stay

 

Main Menu