Hura Sea Azure puts guests right on Long Bay near several restaurants and shops. You can easily get to jet ski rentals, horseback riding, and kitesurfing within a short drive ...

Specials.

Hura Sea Azure

4 4+

Long Bay, Turks and Caicos

Beachfront | Pool | AC

Details

If you’re looking for a gorgeous villa for up to four couples, Mar Azul is a great choice! Its comfortable design and modern amenities are nothing compared to how ...

1-3 BR rates.

Mar Azul

4 3+

Great Cruz Bay, St. John

Pool | AC

Details

Wind Chime is all about relaxation and luxury. The spaces are all designed to feel expansive and open, and every ounce of technology offers the latest and greatest. Every guest ...

Specials.

Wind Chime

4 4+

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

Details

Turks and Caicos is well known for its beautiful beaches, and Five Turtles Villa gives you direct access to one of the finest on the island. This popular 4-bedroom villa ...

Six Turtles Villa

4 4+

Taylor Bay-Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

Details

Your hunt for beauty, solitude, and affordability near one of the world's best beaches is over. Okeanos is located 150 feet above the sea rocks with spectacular views. Whether you relax ...

3 BR rate.

Cielo Villa is an unparalleled sanctuary nestled along Chalk Sound. With its awe-inspiring sea views, an inviting infinity pool lined with loungers, and a harmonious blend of contemporary design and ...

Specials.

Cielo

4 5

Chalk Sound, Turks and Caicos

Beachfront | Pool | AC

Details

Fiore villa is a beautiful, fully air-conditioned 4 bedroom villa just a short 2-3 minute walk to lovely Shoal Bay Beach. All four bedrooms have views of Shoal Bay East and 2 ...

Fiore Villa

4 4+

Anguilla

Near Beach | Pool | AC

Details

If you're looking for luxury, look no further than Aqua Rock in Terres Basses, St. Martin! This property is a dream come true with its 4 bedrooms, chic furnishings, and the ...

2 BR rate.

Specials.

Aqua Rock

4 4+

Terres Basses (French side), St. Martin

Pool | AC

Details

Hakuna Matata is a wonderful, spacious home surrounded by flowers, palm trees, and tropical landscaping. The owners have stayed true to the natural settings by including native materials like stones ...

Hakuna Matata is located in the Catherineberg Estate overlooking Cinnamon Bay

2 BR rate.

Specials.

Hakuna Matata

4 5+

Catherineberg, St. John

Pool | AC

Details

Beach Dreams is great for beach lovers and snorkelers. The beach is a few steps away from the pool, with a well-maintained lawn in between. A snorkeling reef is just ...

2 BR rate.

Beach Dreams Villa

4 4+

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

Details

This villa has an ideal location far from crowds yet minutes from Grace Bay, and is a cozy choice for any family vacation. You won’t want to miss snorkeling ...

3 BR rate.

Ocean Palms Villa

4 4

Turtle Tail, Turks and Caicos

Pool | AC

Details

Situated right on the sandy beach, Thespina is one of Barbados' most unique private villas. The home itself is very contemporary, but still very comfortable. With 4 bedrooms and 5 bathrooms Thespina ...

Thespina Villa

4 4

Barbados

Beachfront | AC

Details

You can spend your days relaxing around the heated pool or stretched out on the white sand beaches, without a care in the world. The daily maid service ensures that ...

3 BR rate.

Euphoria Villa

4 3

Virgin Gorda, BVI, British Virgin Islands

Near Beach | Pool | AC

Details

Located right on the French side of St. Martin, Blue Beach Villa is a great beachfront home with tons of privacy, modern design, and ocean views. The pool and the ...

Specials.

Blue Beach Villa

4 4

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

Details

Villa Farina is the ultimate beachfront paradise in Anguilla! With 4 spacious bedrooms, each with interior access, and breathtaking sea views from the master bedrooms, this villa is perfect for a ...

Specials.

Villa Farina

4 4

Anguilla

Beachfront | Pool | AC

Details

Bonavista Villa is located in a gated community, and is just steps away from Gibbs Beach. It has a cook, a laundress, and a housekeeper to see to your every ...

3 BR rate.

Bonavista Villa

4 4+

Barbados

Beachfront | Pool | AC

Details

Evergreen is a luxurious garden villa with a full staff, spacious interiors, and modern amenities. You can watch movies or read a book from the owner’s library in the ...

The stunning Evergreen property, in the prestigious Sandy Lane neighborhood, from an aerial view

3 BR rate.

Evergreen Villa

4 5

Barbados

Pool | AC

Details

The modern villa of Ecume des Jours is just 15 minutes from the airport, but it is situated in a very secluded area with a beach that is literally right at ...

Ecume des Jours is located on the end of Plum Bay Beach

2, 3 BR rates.

Specials.

Ecume des Jours

4 3

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

Details

Four bedrooms and four baths make Kir Royal Villa perfect for a pair of vacationing couples or a large family. St. Jean Beach is just a few minutes away by ...

2, 3 BR rates.

Kir Royal Villa

4 4

Saint Jean, St. Barts

Near Beach | Pool | AC

Details

There are many villas in Terres Basses on the French side of St. Martin that can accommodate small children, but few will cater to the needs of a family with ...

Oceane Villa is located in Terres Basses on the French side of St. Martin

2, 3 BR rates.

Specials.

Oceane Villa

4 4+

Terres Basses (French side), St. Martin

Near Beach | Pool | AC

Details

With a thatched-roof outdoor dining area, hot tub, private infinity-edge pool, and beach access, you'll want Valentina Villa to become your home away from home. Located on Sapodilla Bay, you'll ...

Valentina Villa

4 4+

Taylor Bay-Sapodilla Bay, Turks and Caicos

Near Beach | Pool | AC

Details

The beach is just steps away from Alizee Villa. Not just any beach, but Taylor Bay! Taylor Bay is a great choice for families, since the water is clear, shallow, ...

Alizee Villa

4 5

Taylor Bay-Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

Details

Southern Breeze Villa is a warm, spacious home overlooking Fish Bay and Cocolobo Point. This fully air-conditioned beautiful four-bedroom home is the perfect getaway for friends or families traveling together. ...

Southern Breeze is located near the Battery Gut area and has amazing Caribbean views

1-3 BR rates.

Specials.

Southern Breeze

4 4

Rendezvous Bay, St. John

Pool | AC

Details

With four bedrooms, spacious living areas, and an open floor plan that combines indoor and outdoor living, High Trees Villa is a peaceful and relaxing home away from home. This ...

High Trees Villa

4 4

Barbados

Beachfront | Pool | AC

Details

At Le Moulin, you have instant access to St. Jean's beach, an infinity-edge pool, and air-conditioning. This 4-bedroom villa has an updated, open design so you can make the most ...

2, 3 BR rates.

Le Moulin Villa

4 4

Saint Jean, St. Barts

Beachfront | Pool | AC

Details

The Ushuaia Villa has four bedrooms, three queen and one with twin beds. The latter can accommodate families traveling with two older children, as it has its own bathroom, allowing ...

Ushuaia Villa

4 4

Flamands, St. Barts

Near Beach | Pool | AC

Details

Abrigado Villa is perfect for vacationing couples or families looking to entertain and unwind. There's plenty of room for privacy across the villa’s four bedrooms, but the common areas ...

Abrigado Villa

4 4+

Caneel Hill, St. John

Pool | AC

Details

If you love outdoor showers, infinity pools, and a 20-second walk to the beach, stay at Alegria Villa. You'll find a spacious home with its own pool, gym, media room, ...

Alegria Villa

4 4

Anguilla

Near Beach | Pool | AC

Details

If you love design, you'll go crazy for Claridge villa. The magazine-worthy living area is all-white with exposed beams and an open design. Dark, well-polished wood cabinetry and furniture stands ...

2, 3 BR rates.

Claridge Villa

4 4

Anse des Cayes, St. Barts

Pool | AC

Details

Vista Caribe is located in the exclusive Virgin Grande Estates and has breathtaking views of the Caribbean Sea, St. James, and St. Thomas. Overlooking the lush hillside of the island, ...

Vista Caribe is located above Great Cruz Bay in the Virgin Grand Estates

1-3 BR rates.

Specials.

Vista Caribe Villa

4 4+

Virgin Grand Estates, St. John

Pool | AC

Details

This spacious villa is perfect if you are looking for an active beach vacation. With a billiards table, private pool, and snorkeling right outside your door, you'll have more fun ...

Lounges over look the pool and out into the sound

Breezy Palms

4 3+

Chalk Sound, Turks and Caicos

Pool | AC

Details

Great Turtle sits nestled within the hills and enjoys wonderful views of Coral Bay, the Caribbean Sea, and the Bordeaux Mountains from nearly every vantage point on the property. With ...

2, 3 BR rates.

Great Turtle Villa

4 4+

Coral Bay, St. John

Pool | AC

Details

Summer Breeze Villa, also known as Villa Minou, is one of the top choices in a vacation location for families with children of all ages. It offers more than simply ...

The infinity edge pool and patio deck overlook Grand-cul-de-sac

2, 3 BR rates.

Summer Breeze

4 4

Grand Cul de Sac, St. Barts

Near Beach | Pool | AC

Details

Located in the peaceful Turtle Tail area, Sandy Shore has direct beach access, a private onsite swimming pool, a kayak, and numerous water sports nearby. There are five little islands ...

Sandy Shore Villa

4 4

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

Details

With four ensuite bedrooms, its own private infinity-edge swimming pool, and quick access to the sea and snorkeling, Breezy Villa is the perfect getaway for a family or friends traveling ...

Breezy Villa

4 4

Long Bay, Turks and Caicos

Pool | AC

Details

This secluded villa is great for guests who want to relax with a good book or adventure on the water. Its just across the street from Sapodilla Bay, and guests ...

Bright Idea has great views of Chalk Sound

Bright Idea Villa

4 4+

Chalk Sound, Turks and Caicos

Beachfront | Pool | AC

Details

Guests at Sandcastle Pointe get access to jaw-dropping ocean views, modern amenities, and luxurious design. Dive into the private infinity pool or take a shot on the manicured putting/croquet ...

Sandcastle Pointe Villa is located just west of Shoal Bay Beach

Specials.

Sandcastle Pointe at Shoal Bay

4 4+

Anguilla

Pool | AC

Details

Great Escape is a great villa rental for a family vacation or special event. Everyone will have plenty of space, between the guest cottage and three bedrooms on opposite sides ...

Specials.

Great Escape Villa

4 3

Grand Cayman, Cayman

Near Beach | Pool | AC

Details

Because vacations are supposed to be relaxing and stress-free, it is often counterproductive to take a trip that involves renting a car and doing a lot of driving, especially in ...

Villa Mango sits on the hillside above Orient Bay

Specials.

Mango Villa

4 4

Orient Bay (French side), St. Martin

Near Beach | Pool | AC

Details

Ambiance is all that the name implies - a villa with a special atmosphere that will positively impact your entire vacation. The living spaces flow into one another, so there's ...

Ambiance is located in the heart of Terres Basses with access to beautiful beaches nearby

2, 3 BR rates.

Specials.

Ambiance Villa

4 4+

Terres Basses (French side), St. Martin

Pool | AC

Details

La Percha is ideal for any group of travelers. It has everything you could want in a tropical getaway- four Master Suites, direct beach access, privacy, and modern design. Its ...

La Percha Villa

4 4+

Taylor Bay-Sapodilla Bay, Turks and Caicos

Near Beach | Pool | AC

Details

Rapture Villa is 5000 sq. feet of Caribbean luxury and style. Elegant turtle statues float above the pool overlooking the sea and the Virgin Islands. The National Park Beach is only 15 ...

Rapture Villa

4 4

Virgin Grand Estates, St. John

Pool | AC

Details

With a private pool, onsite restaurants and activities, and a beachfront location, you and your family will never want to leave Turtle Villa. There's tons of outdoor space and gorgeous ...

Turtle Villa

4 4+

Jolly Harbour, Antigua

Beachfront | Pool | AC

Details

Reef Beach House truly is a tropical haven. Located right on Grace Bay Beach, this villa offers four air-conditioned bedrooms and tons of outdoor space. With three al fresco dining ...

2 BR rate.

Reef Beach House

4 3

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Details

If you like both contemporary and Caribbean styles, you'll love the beautiful browns, blues and whites at Seabird Villa. This villa is both soothing and classy, with a modern kitchen ...

2, 3 BR rates.

Seabird Villa

4 4+

Anguilla

Near Beach | Pool | AC

Details

Martangie Villa has everything you need to enjoy a carefree vacation in Barbados. Spend your mornings playing golf or tennis, and come home to relax and watch the sun cast ...

Martangie

4 4+

Barbados

Beachfront | Pool | AC

Details

Jessamine Villa is located on the West Coast of Barbados, near Gibbs Bay Beach, golf and tennis, and an assortment of water sports. The villa itself is private and has ...

Set amid lush tropical greenery Jessamine offers a beautiful private pool

3 BR rate.

Jessamine Villa

4 4

Barbados

Near Beach | Pool | AC

Details

This villa has some of the most beautiful ocean views on the island. It's a few steps from the water, perched right on Mullins Beach, and the water is crystal ...

Hemingway House

4 4+

Barbados

Beachfront | Pool | AC

Details

Mahogany trees, tropical plants, fruit trees, and a multitude of green foliage make Shangri La a little slice of heaven. This Spanish hacienda includes an enclosed courtyard with a coral ...

Shangri La - Villa

4 4

Barbados

Pool | AC

Details

Phebus Villa overlooks St. Jean Bay and is within a short walking distance from St. Jean Beach, Nikki Beach, and activities. The villa’s gourmet kitchen, chic living area, and ...

2 BR rate.

Phebus Villa

4 4

Saint Jean, St. Barts

Near Beach | AC

Details

Hacienda has plenty of space for a large group, and has a great location for exploring the island. It's private, but still close to the beach! Also, the master bedroom ...

La Hacienda Villa sits on the Terres Basses hillside

2, 3 BR rates.

Specials.

La Hacienda Villa

4 3

Terres Basses (French side), St. Martin

Pool | AC

Details

Villa Mariam in Mykonos is a sight to behold. You'll be blown away by its traditional Cycladic design and beautiful views of the Aegean Sea. Plus, you can take a ...

Villa Mariam

4 6

Mykonos, Greece

Pool

Details

Westshore Beach House is ideal for two couples or families who are traveling together. Both levels have two bedrooms, seating areas, and exterior access. The kitchen and dining area are ...

Westshore Beach House

4 4+

Barbados

Beachfront | Pool | AC

Details

When you swim in the large infinity pool, you'll have the feeling that you're going to swim right off the edge of the balcony and into Simpson Bay, and the ...

Escapade Villa

4 4

Terres Basses (French side), St. Martin

Pool | AC

Details

When ISLANDS magazine names you 'One of the Top 20 villas in the World', it's always a good sign. It has tons of outdoor space, a bed in a grove overlooking ...

1-3 BR rates.

Bird of Paradise Villa

4 4+

Anguilla

Near Beach | Pool | AC

Details

Imagine waking up to a perfect ocean view every morning, walking into a gourmet kitchen for breakfast, and enjoying a cup of coffee surrounded by papaya trees and tropical views. ...

Happy Bay Villa is located on the northern coast of the island within walking distance of Friars Bay

2, 3 BR rates.

Specials.

Happy Bay Villa

4 4+

Happy Bay (French Side), St. Martin

Near Beach | Pool | AC

Details

2B at Peter Bay Villa is known for its spacious design, high end furnishings, and waterfront location. This spectacular home overlooks Peter Bay and has direct access to the beach, ...

2B at peter Bay is perched on a tropical hillside above the west end of Peter Bay

2B at Peter Bay Villa

4 4+

Peter Bay, St. John

Near Beach | Pool | AC

Details

Angelina Villa works quite nicely for a family with older children or a group, and because of its modern amenities, you can sit back and enjoy vacation as it is ...

2, 3 BR rates.

Angelina Villa

4 4

Gustavia, St. Barts

Near Beach | Pool | AC

Details

Illusion Villa is perfect for a larger family with older children. An on-site tennis court, putting green, and art-decor inspired pool add luxury, and the staff consists of a cook, ...

Beautiful views from the balcony at Illusion Villa

Illusion Villa At Sugar Hill

4 4+

Barbados

Pool | AC | Resort Villa

Details

Situated at the water's edge on the south end of Anguilla, Anani Villa takes advantage of its location to offer the best possible views of the island. The villa is ...

Anani Villa Kamique is one of three villas on Kamique Estate, situated directly on the Caribbean Sea

3 BR rate.

Anani Villa at Kamique

4 4

Anguilla

Beachfront | Pool | AC

Details

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Family Villa Collection

Long Bay, Turks and Caicos

Beachfront | Pool | AC

Great Cruz Bay, St. John

Pool | AC

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

Taylor Bay-Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

Anguilla

Pool | AC

Chalk Sound, Turks and Caicos

Beachfront | Pool | AC

Anguilla

Near Beach | Pool | AC

Terres Basses (French side), St. Martin

Pool | AC

Catherineberg, St. John

Pool | AC

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

Turtle Tail, Turks and Caicos

Pool | AC

Barbados

Beachfront | AC

Virgin Gorda, BVI, British Virgin Islands

Near Beach | Pool | AC

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

Anguilla

Beachfront | Pool | AC

Barbados

Beachfront | Pool | AC

Barbados

Pool | AC

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

Saint Jean, St. Barts

Near Beach | Pool | AC

Terres Basses (French side), St. Martin

Near Beach | Pool | AC

Taylor Bay-Sapodilla Bay, Turks and Caicos

Near Beach | Pool | AC

Taylor Bay-Sapodilla Bay, Turks and Caicos

Beachfront | Pool | AC

Rendezvous Bay, St. John

Pool | AC

Barbados

Beachfront | Pool | AC

Saint Jean, St. Barts

Beachfront | Pool | AC

Flamands, St. Barts

Near Beach | Pool | AC

Caneel Hill, St. John

Pool | AC

Anguilla

Near Beach | Pool | AC

Anse des Cayes, St. Barts

Pool | AC

Virgin Grand Estates, St. John

Pool | AC

Chalk Sound, Turks and Caicos

Pool | AC

Coral Bay, St. John

Pool | AC

Grand Cul de Sac, St. Barts

Near Beach | Pool | AC

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

Long Bay, Turks and Caicos

Pool | AC

Chalk Sound, Turks and Caicos

Beachfront | Pool | AC

Anguilla

Pool | AC