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.

Alizee Villa

7 7

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 ...

3 BR rate.

Tamarind Villa

7 7

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

1-6 BR rates.

La Plage Villa

7 7

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

A La Mer Villa

7 7

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 ...

4-6 BR rates.

Le Manoir de Lorient

7 6+

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 ...

Fustic House

7 7

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.

Specials.

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

7 7

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 ...

Le Mas Helene

7 6

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

7 5

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

7 6

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, ...

6 BR rate.

Mas d'Aiguebelle

7 8

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 ...

1, 3 BR rates.

Estate Solenborg

7 7+

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 ...

5, 6 BR rates.

Specials.

Caye Blanche

7 7+

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.

Le Caprice Villa

7 6

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.

Bella Vita Villa

7 8+

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

7 4

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

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

7 7+

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 ...

4 BR rate.

Conched Out

7 7

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 Villa

7 5

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.

Jamoon - Sandy Lane

7 6+

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 ...

Specials.

On The Rocks Villa

7 4

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

7 7+

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

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

6 6+

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

6 5+

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 ...

3, 4 BR rates.

Halle Rose

6 5

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

6 6+

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 ...

5 BR rate.

Falmouth Harbour #022

6 6

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 ...

2, 4 BR rates.

Villa Blackstone

6 6

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 ...

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

6 5

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

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.

The Shore Club Oceanfront Villa

6 8

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 ...

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 ...

Specials.

BE - Beach Front Villa Plus 1 Bedroom Cottage at Long Bay

6 6+

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

6 5+

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 ...

Harmon Estate

6 6

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

Blue Dragon is dramatic, luxurious, and spacious. It's minutes from Gouverneur's shops and activities, and a short hike from the beach. The villa's six bedrooms sleep 12 (or more with the ...

Blue Dragon

6 6

Gouverneur, St. Barts

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, ...

3-5 BR rates.

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

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 ...

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 is located right on a white sandy beach with in walking distance to Rum Point

Moon Kai - Platinum

6 6

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

6 6

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

6 6+

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 ...

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

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

BE - 6 Bedroom Premium Ocean View at Grace Bay

6 6+

Grace Bay, Turks and Caicos

Near Beach | Pool | AC | Resort Villa

Details

Blondel Cove has everything you could possibly want in a luxury vacation villa. It has its own gym, home theatre, and wine room; but it’s also close to the ...

Blondel Cove

6 6+

Leeward, Turks and Caicos

Beachfront | Pool | AC

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. ...

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 ...

Specials.

Hura Sea Estate

6 6+

Long Bay, Turks and Caicos

Beachfront | Pool | AC

Details

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 ...

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

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

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Family Villa Collection

Guana Bay (Dutch Side), St. Martin

Near Beach | Pool | AC

Cap Estate, St. Lucia

Pool | AC

Lorient, St. Barts

Beachfront | Pool | AC

Great Cruz Bay, St. John

Near Beach | Pool | AC

Lorient, St. Barts

Near Beach | Pool | AC

Barbados

Near Beach | Pool | AC

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Mykonos, Greece

Near Beach | Pool

France

Pool

Provence, France

Pool | AC

Provence, France

Pool

Provence, France

Pool | AC

North Shore, St. John

Pool | AC

Anse Marcel (French side), St. Martin

Pool | AC

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

Pelican Key (Dutch side), St. Martin

Pool | AC

Grand Cayman, Cayman

Beachfront | Pool | AC

Grand Cayman, Cayman

Beachfront | Pool | AC

Grand Cayman, Cayman

Near Beach | Pool | AC

Long Bay, Turks and Caicos

Beachfront | Pool | AC

Grand Cayman, Cayman

Beachfront | Pool | AC

Barbados

Pool | AC

Grand Cayman, Cayman

Near Beach | Pool | AC

Punta Cana, Dominican Republic

Near Beach | Pool | AC | Resort Villa

Flamands, St. Barts

Beachfront | Pool | AC

Punta Cana, Dominican Republic

Pool | AC | Resort Villa

North Shore, Turks and Caicos

Beachfront | Pool | AC

Barbados

Pool | AC

Punta Cana, Dominican Republic

Near Beach | Pool | AC | Resort Villa

English Harbour, Antigua

Pool | AC

Marigot, St. Barts

Pool | AC

Leeward, Turks and Caicos

Pool | AC

Barbados

Beachfront | Pool | AC

Punta Cana, Dominican Republic

Pool | AC | Resort Villa

Long Bay, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

Anse des Cayes, St. Barts

Pool | AC

Long Bay, Turks and Caicos

Beachfront | Pool | AC | Resort Villa