If you want a Caribbean escape with Secret Garden vibes, check out Kessi Villa. Its surrounded by gorgeous gardens and perched on the hilltop, so it feels super private and ...

2 BR rate.

Kessi Villa

3 3

Cap Estate, St. Lucia

Pool | AC

Details

Tainos Villa enjoys some of the best views on the island from its location in Pointe Milou. Everything is open to allow for uninhibited scenes, and the unique multi-level pool ...

Tainos

3 3

Pointe Milou, St. Barts

Pool | AC

Details

Ti Moun Villa has one of the best locations in St. Barts! Situated on a hillside in Lurin, this villa enjoys some of the best ocean views possible, so don't ...

1, 2 BR rates.

Ti Moun Villa

3 3

Lurin, St. Barts

AC

Details

Crowsnest at Coral Cove is designed for those who want to relax by one of the island's most beautiful beaches. Located on Paynes Bay, there are endless activities to enjoy: ...

Coral Cove #14 - Crows Nest

3 3

Barbados

Beachfront | AC | Resort Villa

Details

Sapphire Beach #209 is a modern and comfortable 3-bedroom condo located on the second floor of the Sapphire Beach condo community. Dover Beach is right outside, and from the spacious patio ...

The pool and view of the ocean from Sapphire Beach

With 3 bedrooms and 3 bathrooms, Sapphire Beach #205 is a great rental for couples or friends traveling together. This oceanfront apartment has lots of updates, including a modern kitchen and cable TV. ...

2 BR rate.

Sapphire Beach #205

3 3

Barbados

Beachfront | AC | Resort Villa

Details

Acamar Villa maximizes ocean views. Stunning actually! Nearly every room has sea-facing windows, and the exterior is designed to eliminate any barrier between you and the view. The villa is ...

2 BR rate.

Acamar Villa

3 3

Toiny, St. Barts

Pool | AC

Details

Your next holiday should help you unwind like never before, and at Les Amis du Vent Villa, you will find the perfect atmosphere to ensure relaxation at every turn. Whether ...

1, 2 BR rates.

Les Amis du Vent Villa

3 6

Mont Jean, St. Barts

Pool | AC

Details

This gorgeous property is a mini paradise of luxury and relaxation. This home has an airy and dreamy feel, with completely white walls and high, white wooden beam ceilings. Two ...

Greystone Villa is located in Terres Basses and it is just a short drive to Baie Rouge Beach

2 BR rate.

Specials.

Greystone

3 3

Terres Basses (French side), St. Martin

Pool | AC

Details

There are few things quite as fun as a vacation with friends, and Ocean View Villa has the perfect design for a couples’ getaway. A sweeping view of the ocean ...

Ocean View sits on a neighborhood hillside overlooking Orient Bay and to Tintamarre and St. Barth

Specials.

Ocean View Villa

3 3+

Orient Bay (French side), St. Martin

Near Beach | Pool | AC

Details

Simple elegance is at your fingertips when you reserve space at Palisades in Barbados. The fully air-conditioned unit, #6A, can provide you an unpretentious holiday with every possible desired amenity. ...

Palisades 6A

3 3+

Barbados

Near Beach | Pool | AC

Details

This modern, three bedroom home has a chic and sleek design. All of the rooms have large, wall size windows allowing every guest to have the perfect view. The deck ...

1, 2 BR rates.

Upside Villa

3 3

Pointe Milou, St. Barts

AC

Details

Luxury, beauty, and a walk on the wild side of Grand Fond await when you reserve La Roche Dans L'eau Villa. The name literally translates to "A Rock in the ...

A beautiful beach entry pool at La Roche dans l’Eau

2 BR rate.

La Roche Dans L'Eau Villa

3 3

Grand Fond, St. Barts

Pool | AC

Details

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 ...

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 ...

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 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

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 ...

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

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, ...

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 ...

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 ...

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, ...

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, ...

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 #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 ...

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 ...

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 ...

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 ...

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 ...

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.

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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

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

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

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 ...

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 ...

1 BR rate.

Kyody Villa

2 2

Marigot, St. Barts

Pool | AC

Details

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Cap Estate, St. Lucia

Pool | AC

Pointe Milou, St. Barts

Pool | AC

Lurin, St. Barts

AC

Barbados

Beachfront | AC | Resort Villa

Barbados

Beachfront | AC | Resort Villa

Barbados

Beachfront | AC | Resort Villa

Toiny, St. Barts

Pool | AC

Mont Jean, St. Barts

Pool | AC

Terres Basses (French side), St. Martin

Pool | AC

Orient Bay (French side), St. Martin

Near Beach | Pool | AC

Barbados

Near Beach | Pool | AC

Pointe Milou, St. Barts

AC

Grand Fond, St. Barts

Pool | AC

Tortola, BVI, British Virgin Islands

Near Beach | Pool | AC

Gustavia, St. Barts

Near Beach | AC

Barbados

Beachfront | AC

Barbados

Beachfront | Pool | AC

Cupecoy (Dutch side), St. Martin

Near Beach | Pool | AC

Barbados

Beachfront | AC

Barbados

Beachfront | AC | Resort Villa

Barbados

Near Beach | Pool | AC | Resort Villa

Orient Bay (French side), St. Martin

Pool | AC

Grand Cul de Sac, St. Barts

Pool | AC

Marigot, St. Barts

Beachfront | AC

Barbados

AC

Cupecoy (Dutch side), St. Martin

Beachfront | Pool | AC

Barbados

Beachfront | Pool | AC | Resort Villa

Tortola, BVI, British Virgin Islands

Near Beach | Pool | AC

Pointe Milou, St. Barts

Pool | AC

Anguilla

Pool | AC

Virgin Grand Estates, St. John

Pool | AC

Toiny, St. Barts

Pool | AC

Great Cruz Bay, St. John

Pool | AC

Grand Fond, St. Barts

Pool | AC

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Barbados

Pool | AC

Lurin, St. Barts

Pool | AC