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Villa holiday rentals in Island Harbour

Find and book unique villas on Airbnb

Top-rated villa rentals in Island Harbour

Guests agree: These villas are highly rated for location, cleanliness and more.

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Top Guest favourite
An infinity pool extends toward the horizon, creating a seamless view of Orient Bay and its surrounding islands. Comfortable lounge chairs with orange accents are positioned nearby, offering relaxation against a backdrop of vibrant greenery and a clear blue sky.
Villa
4.97 out of 5 average rating, 69 reviews

Private Orient Bay Villa with Spectacular Views

Villa La Sarabande can be your perfect Caribbean getaway! This villa offers a stylish setting and fabulous 180° panoramic views of Orient Bay. A wonderfully secluded hillside location within the upscale villa neighborhood of the Orient Bay gated community, paired with many luxury amenities and services, make this fine property the perfect place to enjoy your Caribbean vacation in elegance, style and total relaxation. Recent upgrades include a pool heater and a whole-home backup generator system.

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Guest favourite
Villa in island harbour
5.0 out of 5 average rating, 7 reviews

Artistic 'Maison Hibernia', 10 mins to Shoal Bay.

Once home to the beloved Hibernia Restaurant & Art Gallery, this tranquil 2-bedroom retreat continues a story that began 38 years ago, when MaryPat & Raoul arrived in Anguilla & created Hibernia Restaurant, a place not only popular for its cuisine but known for art, travel & gracious hospitality. Now 'MAISON HIBERNIA', they carry that same spirit forward with their holiday villa, shaped by their eye for detail, love of design, and quiet appreciation of beauty. 10 minutes to Famous Shoal Bay...

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Top Guest favourite
Villa in Blowing Point
5.0 out of 5 average rating, 9 reviews

Bayview Resort, Beachfront villa w/ Stunning Views

Bayview Resort sits directly on the beach in beautiful Blowing Point. Set in a peaceful seaside location, the property offers stunning views of St. Maarten. Recently refreshed with a polished, modern look, this thoughtfully appointed yet comfortably relaxed space is perfect for remote work, or a leisurely island getaway. Enjoy plenty of ocean breezes, and the calming rhythm of the waves right at your door. Come unwind, recharge, and take in the beauty of where the ocean is just steps away.

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Guest favourite
Villa in Oyster Pond
4.93 out of 5 average rating, 27 reviews

Villa Kyanéa | Ocean View St. Barth · Private Pool

Facing the ocean and without any opposite neighbors, Villa Kyanéa offers the rare impression of living between sky and sea. Panoramic view of St-Barth, private swimming pool, terrace with deckchairs and table facing the horizon. Ideal for a stay of 4 people: two bedrooms, two bathrooms, equipped kitchen, bright living room, air conditioning in each room, 65'' TV and high-speed Wi-Fi. Quiet and secure residence, private parking, close to the Eastern Bay. Nearby restaurants and shops.

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Top Guest favourite
Villa in GRAND CASE
4.95 out of 5 average rating, 19 reviews

Bella Vista - Pool & sea view, 5 minutes from Grand Case

Welcome to Villa Bella Vista, your haven of peace nestled in the heart of a private and popular area of La Savane. From the moment you arrive, the magic happens: the villa overlooks the turquoise waters of Grand Case Bay and reveals a 180° panoramic sea view, one of the most spectacular on the island. Staying here is to experience an enchanted break, where discreet luxury and Caribbean authenticity come together to create unforgettable memories. Your vacation starts here.

LocationFamilyNearby

Top Guest favourite
An open-air living space features comfortable seating arranged around a wooden table. Large sliding doors frame stunning views of the turquoise waters and distant hills, with sunlight illuminating the area. Coastal decor complements the relaxation zone, inviting guests to enjoy the scenery.
Villa in Cul-de-Sac
5.0 out of 5 average rating, 60 reviews

Only Villa with private beach Beach Villa Cala Mar

Optic-fiber wifi, heated swimming pool and private white sand beach! Snorkeling gear and kayaks included. Private Chef, Masseuse & Concierge on demand. Move into this paradise, exclusively designed for your stay to be absolutely perfect. Enjoy every part of it, from the exquisite decoration, the quality of every single component of the Villa, its relaxing white sand beach and all the features included (kayaks, snorkeling gear, beach towels, complimentary drinks & snacks.

LocationValueOutdoor spaces

Guest favourite
A private pool is situated on a wooden deck, surrounded by lush greenery and palm trees. Sun loungers are positioned nearby, offering a view of the sea and distant boats. The clear water of the pool reflects the vibrant blue sky.
Villa
5.0 out of 5 average rating, 107 reviews

VILLA I LOVE VIEW – Luxury villa with sea view

Villa I LOVE VIEW is an oasis of tranquility – with its private pool (naturism possible), large terrace and luxurious kitchen area. Come and discover its view with multiple shades of blue while relaxing on the deckchairs by the pool with zen natural stone reflections Located in Cul de Sac, facing Saint Barth, Pinel Island and the Eastern Bay. Close to the most beautiful beaches of the island, restaurants, water sports, it is the ideal place for your vacation.

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Top Guest favourite
A spacious living area is featured, characterized by high, white ceilings and natural light flowing through large glass doors. Earthy tones from wicker lighting and furniture are complemented by a large dining table and cozy seating, creating an inviting environment near the outdoor pool area.
Villa in Anse Marcel
5.0 out of 5 average rating, 21 reviews

Villa Lily Blue, spacious and elegant, sea view

The Lily Blue villa, completely renovated in 2024, is ideally located in Anse Marcel; it is a 5-minute drive from its beautiful beach and a 650-meter walk. Enjoy a prime location, offering both quietness and privacy. Villa elegantly decorated and offering very nice services. * private heated swimming pool * 1 terrace with sea view and outdoor kitchen * 4 spacious bedrooms * gym * Air conditioning in all rooms * 100 Mbps Wi-Fi * office area

FamilyLocationKitchen

Guest favourite
A private pool is framed by wooden decking, complemented by two lounge chairs and a side table. A scenic view of azure waters and distant islands is visible, with sailboats dotting the horizon. Lush palm trees provide a tropical ambiance.
Villa in Cul-de-Sac
4.86 out of 5 average rating, 153 reviews

Villa Bella sea view pool and jacuzzi 3 bedrooms

Wake up every morning facing Pinel Island, in a modern villa bathed in light, with a private pool and a quiet and green environment. The Villa is located in the Horizon Pinel residence overlooking Îlet Pinel, Petite Clef, Orient Bay, Tintamarre and Saint Barthélemy. It overlooks the incredible and famous Cul de Sac Bay Nature Reserve, known for its population of turtles, rays and pelicans. The shallow and always calm bay is ideal for snorkeling

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Top Guest favourite
An outdoor space features a private pool surrounded by lounge chairs and a dining area with a large table. Palms sway gently in the breeze, framing views of the turquoise waters and lush hills. The deck is paved with light-colored tiles, enhancing the serene atmosphere.
Villa in Cul-de-Sac
4.96 out of 5 average rating, 136 reviews

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

VILLA JADE is a complex of 3 villas, on the waterfront. VILLA JADE 3, our 2 bedroom villa is located in Cul de Sac Bay, facing PINEL Island and the turquoise water nature reserve. Life is peaceful there, kayaking, relaxing, BBQ... You are 5 minutes from the fabulous Baie Orientale, its restaurants, bars and water activities... The 3 villas are adjoining but very private and quiet, your only view is the sea... your only goal is to "enjoy"......

LocationFamilyBeach

Guest favourite
Two sun loungers in aqua fabric are positioned beside a private infinity pool, overlooking a vibrant blue bay. Lush greenery and distant hills frame the view, creating a serene atmosphere. The wooden deck offers a natural, textured surface enhancing the outdoor setting's comfort.
Villa in Cul-de-Sac
4.94 out of 5 average rating, 32 reviews

Villa Ancre Bleue, beautiful view of Ilet Pinel

Villa Ancre Bleue is a charming wooden house with a sublime view of Cul de Sac Bay and Ilet Pinel. It is located a little high up in a quiet area and enjoys a pleasant breeze. It has many advantages: * private swimming pool not overlooked * 3 air-conditioned bedrooms * 3 full bathrooms * 3 Kayaks 2 places (6 places) available to go to the Pinel islet (800 meters) * 3 beach chairs, 2 parasols, 1 cooler available * 100 Mbps Wi-Fi

LocationFamilyPool

Top Guest favourite
An open terrace is framed by elegant columns, showcasing a panoramic ocean view. Multiple seating arrangements are present, featuring dark outdoor furniture positioned on tiled flooring. Bright blue skies and distant hills complete the serene landscape visible through the archway.
Villa in Anse Marcel
4.98 out of 5 average rating, 47 reviews

Villa 4 CH sea view

Saint Martin, Anse Marcel, a privileged area north of this wonderful island. This 4-bedroom 4-bathroom villa will give you all the comforts you need for a memorable stay. The sea view is exceptional!! The terrace with its swimming pool and Jacuzzi are ideal for tasting an Antillean Ti' Punch. A dream villa for a magical stay! This villa is equipped with a cistern so no water shut-off.

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Popular amenities for Island Harbour villa rentals