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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.


Epicure has everything guests could want for a relaxing, cozy Caribbean vacation. The villa has tons of space for 14 guests, both in the seven king suites and in the expansive ...
Epicure Villa is located on a hillside overlooking Marigot
4-6 BR rates.

Epicure

7 7

Marigot, St. Barts

Pool | AC

Details
Emerald Bay is one of the most gorgeous villas on Providenciales' south end. This chic, elegant estate offers lodging for up to 16 guests, a full fitness center, and butler, chef, ...
Emerald Bay is located in Turtle Tail on the south side of Providenciales
Specials.

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

Details
Baraka Point has a so much privacy and great beach access. You can snorkel around the reef right outside the villa, watch movies on the massive flat screen TV, do ...
Baraka Point is located on the point between Mountain Trunk and Nail Bay
3 BR rate.

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

Details
Zenaida offers a great experience at an exceptional value. The beach is down a short, private path, and the villa has a private, night-lit tennis court with a soft Har-Tru ...
Zenaida Beach & Tennis Estate is located just above Sandy Hill Beach
3-6 BR rates.

Anguilla

Beachfront | Pool | AC

Details
This seaside villa is 7,000 square feet and is on 3.5 acres of land with gorgeous panoramic views. Between the pool, hot tub, two hammocks, and snorkeling equipment, there's little reason to ...
Paradise Villa is located near Blowing Point
4, 5 BR rates.

Anguilla

Pool | AC

Details
If you are looking for a waterfront villa with the ultimate location, Vieux Caribe is the perfect choice. This island home is steps from Taylor Bay, with kayaks to explore ...
Vieux Caribe Villa is located near Taylor Bay Beach
5 BR rate.

Taylor Bay-Sapodilla Bay, Turks and Caicos

Near Beach | Pool | AC

Details
It is probably the short walk to Guana Bay Beach that will please you the most when you stay at Alizee villa, but the seven-bedroom villa has much more to ...
Alizee Villa sits on a hillside above Guan Bay
3-6 BR rates.
Specials.

Guana Bay (Dutch Side), St. Martin

Near Beach | Pool | AC

Details
Tamarind Villa is an ideal choice for a family with young children. It has 7 bedrooms, with two cribs and one crib with a pack n' play. A wood patio runs ...
Tamarind Villa is located in Windward Hills views are of both the Atlantic Ocean and the Caribbean
3 BR rate.

Cap Estate, St. Lucia

Pool | AC

Details
Seven bedroom La Plage Villa is located right on Lorient Beach. Offering modern amenities such as flat-screen TVs, US satellite service, and internet access, the property is great for couples ...
Luxurious Lorient Bay beachside pool deck at La Plage
4-6 BR rates.

Lorient, St. Barts

Beachfront | Pool | AC

Details
A La Mer Villa is one of the most spacious, well-designed villas on St. John. Its exterior has so many places to relax and lounge, you may never want to ...
A La Mer sits on St. John's coastline near Grat Cruz Bay

Great Cruz Bay, St. John

Near Beach | Pool | AC

Details
Le Manoir de Lorient is one of the most unique properties on St. Bart's. This five-bedroom villa combines Old World charm with modern amenities into one luxurious vacation rental. The ...
Le Manoir de Lorient is tucked in a sweet neighborhood just across the street from Lorient Beach
4-6 BR rates.

Lorient, St. Barts

Near Beach | Pool | AC

Details
Fustic House is a legendary vacation destination. The villa was built in the 18th century, then transformed by the famous theatrical designer Oliver Messel in the 1970s. Fustic House offers ...
Amazing private swimming pool at Fustic House

Barbados

Near Beach | Pool | AC

Details
If you are looking for a completely stunning location for your family getaway, Coral House might just be it. With a private staff, yoga studio, personal chef, and an outdoor ...
Coral House Villa  is located on Grace Bay Beach
5 BR rate.

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Details
Perched above Agios Sostis beach, Horizon Blue offers unparalleled privacy and stunning sea views of Panormos Bay. With 7 stylish bedrooms accommodating up to 14 adults, this luxury villa combines Cycladic architecture ...
Horizon Blue photo

Mykonos, Greece

Near Beach | Pool

Details
Uncover the magic of Le Mas Helene—an enchanting Bastide set in the heart of Provence. With a culinary haven, library escape, and entertainment retreat, this spacious gem is a ...
Pool and gardens

France

Pool

Details
Step into the enchanting Le Mas des Palombes, an 18th-century haven. It's a storybook escape for families and friends. Enjoy the private tennis court, gardens, and a saltwater pool under ...
Le Mas des Palombes photo

Provence, France

Pool | AC

Details
Step into the chic world of Mas du Soleil, a former farm turned luxury retreat near St Remy-de-Provence. With its stylish Provencal charm, this 600m² haven boasts spacious rooms, a ...
Mas du Soleil photo

Provence, France

Pool

Details
Unleash luxury at Mas d'Aiguebelle. This farmhouse, steps from Paradou village, is an opulent blend of history and sophistication. A retreat for families or friends, explore the lavish exterior terraces, ...
Mas d'Aiguebelle photo
6 BR rate.

Provence, France

Pool | AC

Details
Estate Solenborg is simply an architectural masterpiece! This premier luxury villa is situated in the hills of north St. John with beautiful views and total privacy. It sleeps up to 14 ...
Estate Solenborg photo
1, 3 BR rates.

North Shore, St. John

Pool | AC

Details
Caye Blanche is a fun choice for couples or large families with older kids. It's close to Anse Marcel's beach and several restaurants, but the villa still feels hidden on ...
Caye Blanche photo
5, 6 BR rates.
Specials.

Anse Marcel (French side), St. Martin

Pool | AC

Details
Le Caprice is designed for days of sunbathing and unwinding. The large pool is surrounded by a sprawling sundeck, and the outdoor kitchen has everything you need to enjoy every ...
Le Caprice Villa is located on a hilltop above Baie Rouge in Terres Basses
4-6 BR rates.
Specials.

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

Details
Bella Vita Villa is a three-story house with a ton of privacy, luxury, and amenities. The tropical surroundings, infinity pool, and rooftop kitchen give guests plenty to stay entertained with ...
Bella Vita Villa is located in the residential enclave of Pelican Key in Dutch St. Maarten
4, 6 BR rates.
Specials.

Pelican Key (Dutch side), St. Martin

Pool | AC

Details
This is a fantastic property for large families or groups that are working within a budget. There is plenty of space in this six/seven bedroom home for all to ...
Twin Palms is located near Rum Point on a beautiful stretch of ocean

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Villa Mora balances luxury, access, and spaciousness. With 8,000 square feet and beachfront access, everyone in your party will have plenty of room to spread out and relax. In addition to ...
Villa Mora is located beachfront in South Sound

Villa Mora

7 7+

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Cayman Castle has plenty of opportunity for fun! It has access to a beach, tons of room outside to take in the view, and is close to some of the ...
Cayman Castle is located on incredible beach frontage on Gun Bay

Grand Cayman, Cayman

Near Beach | Pool | AC

Details
Wake up to the soothing sounds of the ocean and fall asleep to the cooling trade winds. Huge arcs throughout the house make you feel as if you are looking ...
Aerial views of Long Bay
4 BR rate.

Long Bay, Turks and Caicos

Beachfront | Pool | AC

Details
If you want your own private beachfront home with plenty of room for all 20 of your guests, Seascape is for you. A large wall of windows on every floor allows ...
Seascape is located on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Jamoon is the place to be for family reunions, couples getaways, and girls trips. Kids and adults alike love the pool - it wraps around the house and comes with ...
Private resort style pool and outdoor entertainment area at Jamoon
4-6 BR rates.

Barbados

Pool | AC

Details
If you want a private, oceanfront villa with a secluded beach, On The Rocks is a great choice. This villa would be great for a family vacation, because there's bedrooms ...
On the Rocks Villa is located in the Beach Bay community
Specials.

Grand Cayman, Cayman

Near Beach | Pool | AC

Details
If you’re looking for beachside luxury with access to exclusive activities and resort amenities, Villa Corales 28 is a great choice. This seven-bedroom villa is perfectly equipped for large families, ...
Villa Corales 28 is a beautiful oceanfront villa in Punta Cana

Punta Cana, Dominican Republic

Near Beach | Pool | AC | Resort Villa

Details
Wake Up is super modern, well-equipped, and gorgeously designed. There's tons of space to relax outside by the pool or on the balcony, and the ocean is steps from the ...
Wake Up Villa is located on the beautiful Flamands Beach

Wake Up

6 6

Flamands, St. Barts

Beachfront | Pool | AC

Details
Yellow Bear Villa is great for your family's next vacation! Parents, have a babysitter watch the kids while you go golf, get massages, and workout at the fitness center. For ...
Yellow Bear Villa - Very large pool and outdoor areas

Punta Cana, Dominican Republic

Pool | AC | Resort Villa

Details
This villa is totally serene. There's more than enough activities - pool and beach toys, kayaks, snorkeling, and a huge pool. Laze by the ocean on the beachfront patio, or ...
Casa Barana is located on Thompson Cove and has amazing ocean views

North Shore, Turks and Caicos

Beachfront | Pool | AC

Details
There's a lot to love about Halle Rose. The whole property is surrounded by gardens, so you have a lot of privacy with a convenient location. Sandy Lane Beach is ...
Halle Rose Villa offers a beautiful pool surrounded by lush tropical landscaping
3, 4 BR rates.

Barbados

Pool | AC

Details
If you want a fully-staffed villa that has activities for everyone, then Villa Corales 114 is perfect for you. There's a 72 ft. long lap pool that stretches across the property, Apple ...
Villa Corales 114 has a decadent lawn and pool area

Punta Cana, Dominican Republic

Near Beach | Pool | AC | Resort Villa

Details
This family-friendly villa has a private pool, gorgeous hillside views, and is in the prime location for Antigua's sailing events. There's horseback riding, scuba diving, fishing tours, boat rentals, and ...
Al fresco dining for eight
5 BR rate.

English Harbour, Antigua

Pool | AC

Details
I love Villa Blackstone for family vacations. There's two bedrooms that are connected, a super safe pool terrace with crystal clear glass balconies, and a great hillside location over Marigot ...
Villa Blackstone is nestled in the hillside above Marigot Bay
2-5 BR rates.

Marigot, St. Barts

Pool | AC

Details
Big Chill is perfect for big families who want to chill in paradise! Its location on the Leeward Canal is great for ocean lovers, because most of the island's best ...
Big Chill Villa has a canal front pool with great areas to relax and entertain
Specials.

Big Chill

6 6+

Leeward, Turks and Caicos

Pool | AC

Details
Seaclusion will make you feel like royalty. There's more chandeliers and ocean views that I can count, and the exterior is just as luxurious as the interior. There's several living ...
Seaclusion is located just steps away from an amazing white sand beach

Barbados

Beachfront | Pool | AC

Details
Mandala is a perfect Punta Cana family villa, with all the bedrooms upstairs or in the guest house and the common area downstairs. You'll love relaxing outside while the kids ...
Mandala Villa is located right on the La Cana Golf Course

Mandala

6 6+

Punta Cana, Dominican Republic

Pool | AC | Resort Villa

Details
These resort villas are perfect for any group that wants to vacation in style. The villas range from three to six bedrooms, and every suite has a king or two ...
The elegant Shore Club Villas feature private swimming pools
4, 5 BR rates.
Specials.

Long Bay, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

Details
Les Lataniers has a uniquely Caribbean charm, and I love how the owners have combined antique decor with modern amenities. The lava stone infinity pool is awesome, and the cabana ...
Villa Les Lataniers sits at the very end of Anse des Cayes
5 BR rate.

Lataniers

6 6

Anse des Cayes, St. Barts

Pool | AC

Details
This beachfront villa is a great choice if you want to take your family to Turks and Caicos, and you want a bit more of a resort feel but still ...
BE - Beach Front Villa Plus 1 Bedroom Cottage at Long Bay photo
Specials.

Long Bay, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

Details
Casa Patron is a great villa if you and your guests want plenty of space in a gated community. The bedrooms are spread throughout the home, but a couple are ...
Casa Patron Villa is located just above Colina

Costa Rica

Pool | AC

Details
If you and your friends want to take a family vacation, Harmon Estate is perfect. Thanks to the main house and two guest houses, five couples or two families could ...
The Harmon Estate Villa is located in the Eco Golf Community

Costa Rica

Pool | AC

Details
Amalia is a gorgeous villa for a luxurious St. Martin vacation. I love how its architecture frames the views and creates open spaces for making memories. The bedrooms are all ...
Amalia Villa is located on a hillside overlooking Guana Bay
5 BR rate.
Specials.

Amalia

6 7

Guana Bay (Dutch Side), St. Martin

Near Beach | Pool | AC

Details
CieloMar is one of the most stunning villas in the Caribbean. It has everything you could want in a vacation rental, like an infinity pool, lounging space, a gourmet kitchen, ...
CieloMar is perched on the hillside above Peninsula Papagayo in a gated community

CieloMar

6 7+

Costa Rica

Pool | AC

Details
This gorgeous family-friendly villa is perfect if you have older children. Each of the bedrooms has exterior access, and there's a studio suite on the lower level where you can ...
Mapai is located in Terrasse de Cul de Sac and looks out to Pinel Island
5 BR rate.
Specials.

Mapai

6 6+

Cul de Sac (French Side), St. Martin

Pool | AC

Details
Corales 60 is the place to be for an elegant, tranquil vacation. This luxury villa would be perfect for couples and friends, with six independent cottage suites, open interiors, and a ...
Corales 60 Villa is located on the Golf Course in the Punta Cana Resort & Club

Corales 60

6 6+

Punta Cana, Dominican Republic

Pool | AC | Resort Villa

Details
Allegria is a great choice for your next beachfront vacation. You can kayak, swim, and sunbathe right outside the back door on the most gorgeous beach in the world: Emerald ...
Allegria Villa is located on a beautiful stretch of beach across from Mangrove Cay
4 BR rate.

Allegria

6 6

Leeward, Turks and Caicos

Beachfront | Pool | AC

Details
Moon Kai is a great family vacation villa on a barefoot beach in Cayman Kai. The villa is designed for comfort, from the soft sand and calm water to the ...
Moon Kai - Platinum photo

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Alta Gracia pulls out all the stops. This villa is part of Punta Cana Resort, but it feels like a resort in and of itself. Every single detail inside and ...
Alta Gracia Villa is located in Punta Cana near a beautiful golf course

Punta Cana, Dominican Republic

Pool | AC | Resort Villa

Details
Villa de Agua has all the amenities of a classic Caribbean rental, and the design is magazine-worthy. If you love to cook, the kitchen’s luxury appliances and massive counter ...
Villa de Agua is located in Punta Cana on the ocean ans just moments from Corales Beach

Punta Cana, Dominican Republic

Pool | AC | Resort Villa

Details
Cabuya is one of the most gorgeous villas on Providenciales's eastern coast. This villa has it all: a beachfront location, gorgeous design, an infinity pool, and a location near tons ...
Cabuya Villa is located in Leeward on a beautiful stretch of white sand beach
5 BR rate.
Specials.

Cabuya

6 6+

Leeward, Turks and Caicos

Beachfront | Pool | AC

Details
Z'Abricot is a great option for your next family vacation. All of the bedrooms are interior access only, there's a loft with room for four kids, and the villa is ...
Villa Z'Abricot is located near Orient Bay
4, 5 BR rates.
Specials.

Z'Abricot

6 4

Orient Bay (French side), St. Martin

Pool | AC

Details
Kisiwa is an elegant, luxurious vacation rental near Grace Bay. Staying here gives you easy access to the beach and modern amenities. The majority of the villa is set outside ...
Kisiwa House is located just steps away from Grace Bay Beach
Specials.

Kisiwa

6 6+

Grace Bay, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

Details
Rotunda is a great, family-friendly villa rental with gorgeous views and privacy. It’s elevated above Peter and Trunk Bay, so you can easily get to the beach but also ...
Rotunda Villa is located above Peter Bay and Trunk Bay

Rotunda

6 6+

Peter Bay, St. John

Pool | AC

Details
Beach Enclave gives you gorgeous ocean views, resort amenities, and modern living spaces fit for any interior design magazine. The villa is a short walk from picturesque Sunset Beach and ...
Beach Enclave at Grace Bay is located on a beautiful stretch of Grace Bay Beach

Grace Bay, Turks and Caicos

Near Beach | Pool | AC | Resort Villa

Details
Blue Vista offers waterfront luxury, peace and quiet, and tons of room for large groups. There are two separate sleeping quarters, so two families could enjoy the villa in privacy. ...
Blue Vista Villa is located in Turtle Tail
4 BR rate.

Blue Vista

6 6+

Turtle Tail, Turks and Caicos

Pool | AC

Details
Hura Sea Estate is a quietly luxurious beachfront villa with access to Long Bay and proximity to several restaurants and shops. The estate offers two houses with their own bedrooms ...
Hura Sea Estate photo
Specials.

Long Bay, Turks and Caicos

Beachfront | Pool | AC

Details

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