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, ...

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

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 ...

2, 4 BR rates.

Loblolly Villa

6 6

Virgin Gorda, BVI, British Virgin Islands

Near Beach | 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

6 6+

Virgin Gorda, BVI, British Virgin Islands

Beachfront | 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.

Pamplemousse Villa

6 6+

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.

La Salamandre

6 6

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.

Encore Villa

6 6

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.

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

6 6+

Chocolate Hole, St. John

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.

Petite Plage 5 Villa

6 6+

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

6 7

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 ...

3, 4 BR rates.

Valentina Villa

6 6

Pointe Milou, St. Barts

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 ...

Pelican Vista

6 5

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 ...

2 BR rate.

Colibri Cottage

6 6

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 ...

Specials.

Le Reve Villa

6 7+

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 ...

4 BR rate.

Moon Dance Villa

6 6+

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.

Always Villa

6 6

Terres Basses (French side), St. Martin

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.

Maison de Reve Villa

6 6+

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 ...

4, 5 BR rates.

Triton Villa at Kamique

6 6+

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.

Mare Blu Villa

6 8

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

6 6

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 ...

1-5 BR rates.

Akasha Villa

6 6

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 Villa

6 6

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.

Antilles Pearl Villa at Altamer

6 6

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.

Sandyline Villa

6 7

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

6 6+

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

Vistamar Villa

6 5

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

6 6

Mykonos, Greece

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 ...

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

6 6

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 ...

L'Aqueduc

6 5

Provence, France

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 ...

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 ...

5 BR rate.

Fleur De Mer Villa

6 5

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 ...

Specials.

Panache Villa

6 7

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.

Paradiso Villa

6 6+

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.

Sandalwood House

6 7

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, ...

3 BR rate.

Silver Rainbow Villa

6 6

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

6 6+

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 ...

3-5 BR rates.

Eclipse Villa

6 6

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 ...

5 BR rate.

Royal Belize - Private Island

6 6+

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

Casa Grande Villa

6 5+

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.

Bon Temps Villa

6 6

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 ...

5 BR rate.

Le Manoir de Lurin Villa

6 6

Lurin, St. Barts

Pool | AC

Details

Whether you are vacationing with others or having a quiet family trip, Amberley House is ready to meet your needs. With four full bedrooms in the main house and a ...

4 BR rate.

Amberley House

6 5

Barbados

Near Beach | Pool | AC

Details

Perched on the coast, Sun Salutations Villa has spacious, modern interiors and stunning views that make it an ideal spot for your next vacation getaway. This villa's large Great Room ...

Sun Salutations Villa

6 5+

Grand Cayman, Cayman

Beachfront | Pool | AC

Details

Finding the perfect mix of oceanfront and privacy for a larger family can be difficult at times, but Coconut Villa makes it easier. The villa's freshwater pool, al fresco dining ...

Specials.

Coconut Beach Villa

6 4

Grand Cayman, Cayman

Beachfront | Pool | AC

Details

Villa Susanna is a tropical paradise secluded above Marigot Bay. It's wooden exterior and lush gardens contrasts beautifully with the modern interiors and top of the line appliances. All four ...

Villa Susanna

6 7

Marigot Bay, St. Lucia

Near Beach | Pool | AC

Details

Villa Colibri has a sleek and modern design that belongs on a magazine cover. There's a swimming pool with different depths that any swimmer can enjoy, tons of outdoor space, ...

You'll find contemporary class at Colibri Villa.

2-5 BR rates.

Specials.

Colibri Villa

6 6

Anguilla

Pool | AC

Details

This villa offers guests luxury, starting with its view of the 13th hole of the Royal Westmoreland Resort's golf course. There's plenty of room for guests to spread out, and ...

5 BR rate.

Westerings

6 6

Barbados

Pool | AC

Details

This six-bedroom Clairmont Overlook Villa is absolutely perfect for large family getaways, employee retreats, or for a group of friends looking to spend some time in St. Croix. It's right ...

1-5 BR rates.

Clairmont Overlook

6 6+

St. Croix, USVI

Pool | AC

Details

I love this villa's clean lines and all-white interior, and how quiet and private it is. Not only is C'est La Vie beautiful and beachside, but it also has a ...

C'est La Vie is located on the beautiful beach of Plum Bay in the Terres Basses gated community

Specials.

C'est La Vie Villa

6 6+

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

Details

Mandalay Villa’s design, features, and amenities will make you feel like royalty the instant you arrive. This 5-bedroom beach house was made for social gatherings with more than 12,000 sq. ...

Mandalay Villa

6 7+

Long Bay, Turks and Caicos

Beachfront | Pool | AC

Details

This villa has a great open floor plan and sits on picturesque Cayman Kai. The high ceilings, minimal design, and walls of glass windows bring the sea in, and the ...

Ocean Kai

6 5

Grand Cayman, Cayman

Beachfront | Pool | AC

Details

This villa is unique because of the four-level design. The bedrooms are really spread out, so guests have privacy that can't be found in other villas. The pool provides a ...

Villa Coco Rock is located on a secluded Petit Cul de Sac hillside

1-5 BR rates.

Coco Rock Villa

6 6

Petit Cul de Sac, St. Barts

Pool | AC

Details

Hidden Cove is perfect if you love being on the water and want a bit of privacy. It's near great snorkeling reefs, the bioluminescent bay, and Rum Point Beach, so ...

Hidden Cove is located in Cayman Kai neighborhood

Specials.

Hidden Cove Villa

6 5

Grand Cayman, Cayman

Near Beach | Pool | AC

Details

Villa Oceania

6 6+

Cap Cana, Dominican Republic

Pool | AC | Resort Villa

Details

Sirena is a great choice for families who want to soak up the island. Punta Cana is a resort community with golf courses, beaches, and five-star staff, so you can ...

Sirena

6 6

Punta Cana, Dominican Republic

Near Beach | Pool | AC | Resort Villa

Details

Point of View is a great villa rental for large groups of travelers who want to be near the beach without sacrificing comfort. There's too many notable features to list, ...

Specials.

Point of View Villa

6 6+

Grand Cayman, Cayman

Beachfront | Pool | AC

Details

Maison Blanc Bleu is breathtaking. The pool is huge, and the deck leaves plenty of room if you use the villa's full capacity for 12 guests. I love that the master ...

4, 5 BR rates.

Maison Blanc Bleu Villa

6 6

Lurin, St. Barts

Pool | AC

Details

If you want a luxurious resort experience with zen-inducing Balinese design and nonstop ocean views, then you'll fall in love with Love Pumpkin at COMO Parrot Cay. This villa sits ...

A private cabana sits beachfront at Love Pumpkin

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Family Villa Collection

Long Bay, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

St. Thomas, USVI

Beachfront | Pool | AC

Virgin Gorda, BVI, British Virgin Islands

Near Beach | Pool | AC

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

Terres Basses (French side), St. Martin

Pool | AC

Terres Basses (French side), St. Martin

Near Beach | Pool | AC

Terres Basses (French side), St. Martin

Pool | AC

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

Chocolate Hole, St. John

Pool | AC

Grand Case (French side), St. Martin

Beachfront | Pool | AC

Provence, France

Pool | AC

Pointe Milou, St. Barts

Pool | AC

Grace Bay, Turks and Caicos

Near Beach | Pool | AC

Soufriere, St. Lucia

Near Beach | Pool

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

Barbados

Pool | AC

Terres Basses (French side), St. Martin

Pool | AC

Terres Basses (French side), St. Martin

Near Beach | Pool | AC

Anguilla

Near Beach | Pool | AC

Rendezvous Bay, St. John

Pool | AC

Provence, France

Pool | AC

Cap Estate, St. Lucia

Pool | AC

Saline, St. Barts

Near Beach | Pool | AC

Anguilla

Beachfront | Pool | AC

Terres Basses (French side), St. Martin

Near Beach | Pool | AC

Barbados

Pool | AC | Resort Villa

Barbados

Pool | AC

Mykonos, Greece

Pool | AC

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Ibiza, Spain

Pool

Provence, France

Pool | AC

Petite Saline, St. Barts

Pool | AC

Colombier, St. Barts

Pool | AC

Caneel Hill, St. John

Pool | AC

Oyster Pond (Dutch side), St. Martin

Pool | AC

Barbados

Near Beach | Pool | AC

Petit Cul de Sac, St. Barts

Near Beach | Pool | AC