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Villa vacation 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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Guest favorite
A private pool is situated beside the ocean, surrounded by lounge chairs facing the water. The tranquil surface of the pool reflects the morning sunlight, while the Caribbean sea extends into the horizon, highlighting the serene atmosphere of the villa.
Villa in Island Harbour

Oceanfront Villa Sleeps 6 | Private Pool & Hot Tub

Your 5 star Airbnb guest favorite oceanfront villa includes a private pool, hot tub and panoramic Caribbean views. Scilly Cay is right out front and only a 5 min drive to famous Shoal Bay. Wake up to the glowing turquoise sea from the master King Bed. Relax on the spacious lower & upper decks. Full kitchen, private office and outdoor shower. Enjoy kayaks, stand up paddleboards, additional club pool, decks & fire pit. Perfect for families or romantic getaway in paradise. Read our 5 star reviews!

4.97 out of 5 average rating, 72 reviews
Guest favorite
Villa in island harbour

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...

5.0 out of 5 average rating, 7 reviews
Top guest favorite
Villa in Mont choisy

Sunset View – Steps from Friar’s & Happy Bay

🌅 Sunset View – Steps from Friar’s & Happy Bay Experience luxury and comfort just steps from Friar’s Bay and Happy Bay ❄️ Fully air-conditioned 🖥️ US Cable TV: sports, news & movies 🛏️ 3 ensuite bedrooms with luxury mattresses & safes 🔊 Sonos sound system for indoor & outdoor vibes 📍 Prime location: near Grand Case, Orient Bay & Anse Marcel 🥐 2 min from bakery & grocery store ✈️ 20 min from airport & nightlife Enjoy comfort, convenience, and Caribbean vibes – book your stay now!

5.0 out of 5 average rating, 14 reviews
Top guest favorite
Villa in Blowing Point

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.

5.0 out of 5 average rating, 9 reviews
Top guest favorite
A private pool is surrounded by landscaped gardens, with a sun lounger positioned nearby. The pool's clear blue water reflects the bright sky and surrounding greenery, creating a serene outdoor space for relaxation.
Villa in Blowing Point

Modern Bungalow With Pool - 3 Min Walk To Beach

Immerse yourself in nature during your stay at The Bungalow, a tropical open-air villa perched amongst the trees on the island of Anguilla. Enjoy breath-taking ocean views from your private pool, take a quick walk down to the beach for a dip in Rendezvous Bay, and wind down while watching the sunset from your expansive roof deck. Nature lovers will delight in the property’s indoor-outdoor feel, surrounded by lush gardens and with visits from native birds. *Now also available as 2bed/2bath

5.0 out of 5 average rating, 34 reviews
Superhost
Villa in Cul-de-Sac

Little Paradise 2, private pool, beautiful view

Little Paradise is a very nice villa completely renovated in 2022, located in Cul de Sac Bay 50 m from the sea, magnificent view of the Bay, the famous Ilet Pinel and Saint Barth in the background. The LITTLE PARADISE villa has 3 bedrooms and 3 bathrooms and 2 toilets on 2 levels: The entrance is from the top with 2 bedrooms, one with a small private terrace, a desk area, and on the ground floor a living room/kitchen overlooking a large terrace with swimming pool, a bedroom with a view.

4.9 out of 5 average rating, 41 reviews
Top guest favorite
Villa in Oyster Pond

Villa Kyanéa | St. Barth Ocean View · 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.

4.94 out of 5 average rating, 32 reviews
Top guest favorite
Villa in Les Terrasses de Cul de Sac

Water access, heated pool, kayaks & snorkeling

Escape to Villa Côté Mer, a stunning villa nestled in the breathtaking Bay of Cul de Sac. Perfect for paradise seekers, this villa offers direct private access to the calm, shallow waters of the marine reserve. Enjoy the heated swimming pool surrounded by lush tropical gardens, high-speed fiber-optic Wi-Fi and spectacular ocean views. The property is close to local attractions and provides everything you need for an unforgettable Caribbean getaway. Kayaks and snorkeling included.

4.98 out of 5 average rating, 46 reviews
Guest favorite
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

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.

5.0 out of 5 average rating, 110 reviews
Top guest favorite
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

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

5.0 out of 5 average rating, 21 reviews
Superhost
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

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

4.85 out of 5 average rating, 158 reviews
Top guest favorite
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

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.

4.98 out of 5 average rating, 47 reviews

Popular amenities for Island Harbour villa rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

Top guest favorite
A spacious terrace offers a stunning view of the beach and turquoise waters. Lounge chairs are positioned for relaxation, while a dining table provides a space for meals. The sky is clear and blue, with boats visible in the distance.
Villa in Grand-Case

Villa on Grand-Case Beach

5.0 out of 5 average rating, 39 reviews
Top guest favorite
Villa in Cul-de-Sac

Belle Lurette • 3BR waterfront with kayaks, pool

5.0 out of 5 average rating, 16 reviews
Guest favorite
An infinity edge pool reflects the clear blue sky, surrounded by a spacious stone patio. Comfortable lounge chairs are positioned nearby, under an umbrella. The ocean view extends along the horizon, with gentle waves visible in the distance.
Villa in Upper Prince's Quarter

Sea Haven Villa - Breathtaking Views of Dawn Beach

4.99 out of 5 average rating, 94 reviews
Top guest favorite
Villa in Cul-de-Sac

Villa Pure • 3BR waterfront with kayaks, Wi-Fi, AC

5.0 out of 5 average rating, 37 reviews
Superhost
An aerial view showcases the modern villa's sleek white exterior and expansive terraces. Two shimmering pools are highlighted, with stylish loungers arranged for relaxation. The open-plan layout invites outdoor living, seamlessly connecting the indoor and outdoor spaces.
Villa in Grand-Case

Marewa - Breathtaking sea view luxury villa 4hp

5.0 out of 5 average rating, 8 reviews
Top guest favorite
Villa in Anse Marcel

Secret Harbor Villa, private escape in Anse Marcel

5.0 out of 5 average rating, 29 reviews
Top guest favorite
Villa

OOF, Architect-designed house with sea view and private pool.

5.0 out of 5 average rating, 39 reviews
Guest favorite
A serene pool area is surrounded by a wooden deck, featuring sun loungers. The turquoise water of the pool reflects the bright blue sky, scattered with white clouds. Lush greenery and palm trees frame the scene, providing a tranquil atmosphere.
Villa

Slowlife Harmony - Caribbean Villa Three Bedrooms!

4.95 out of 5 average rating, 79 reviews

Luxury villa rentals

Top guest favorite
An outdoor terrace is seen overlooking the bay, featuring a private pool with clear blue water. A sun lounger is positioned beside the pool, with lush greenery and potted plants framing the scene. The sun sets beyond the hills, casting a warm light over the surroundings.
Villa in Saint Martin

Villa Pineapple - Grand Case Area -5mn Orient Bay

4.96 out of 5 average rating, 25 reviews
Guest favorite
A private pool is framed by a spacious wooden deck, featuring several lounge chairs and umbrellas for shade. Lush palm trees surround the area, with a clear view of the ocean in the background, complemented by a bright blue sky and gentle clouds.
Villa in Marigot

NEW Les Terres Basses - Villa Coco Paillette - Sxm

4.91 out of 5 average rating, 11 reviews
Top guest favorite
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

Private Orient Bay Villa with Spectacular Views

4.97 out of 5 average rating, 71 reviews
Guest favorite
A private pool with turquoise water is surrounded by a spacious wooden deck featuring several lounge chairs. Lush greenery frames the area, and the ocean is visible in the distance under a clear blue sky.
Villa in Les Terres Basses

Private villa / beautiful View next to La Samanna

4.88 out of 5 average rating, 24 reviews
Guest favorite
Villa in Les Terres Basses

Villa Magnolia | Collection Villas Saint-Martin

4.92 out of 5 average rating, 12 reviews
Guest favorite
Villa in Oyster Pond

Villa Opale, Luxury Living by the Sea

5.0 out of 5 average rating, 8 reviews
Top guest favorite
A spacious bedroom features large glass doors that open to a private balcony, showcasing vibrant ocean views. Soft natural light fills the room, highlighting a cozy seating area with two chairs. A neatly made bed is equipped with fresh towels, positioned against a travertine floor.
Villa in Upper Prince's Quarter

Villa Sea Fan with Resort Amenities

4.94 out of 5 average rating, 17 reviews
Guest favorite
An inviting pool area features a clear blue swimming pool surrounded by a wooden deck. Two orange chaise lounges are positioned for relaxation, with a shaded cabana in the background offering comfortable seating. Lush greenery and a nearby palm tree enhance the serene atmosphere.
Villa in Saint Martin

Villa Moringa sea view - 2 minutes Orient Bay

4.96 out of 5 average rating, 26 reviews

Villa rentals with a pool

Guest favorite
An inviting outdoor terrace showcases a comfortable seating area with black wicker furniture, set against the backdrop of a sparkling infinity pool. The ocean horizon stretches beyond, while lush greenery and bright skies add to the serene atmosphere.
Villa in Upper Prince's Quarter

Luxe 3BR Villa: Pool & Sweeping Ocean Views

4.9 out of 5 average rating, 21 reviews
Superhost
A serene outdoor area features a private pool beside a wooden table and chairs. The view encompasses the ocean and a clear sky, with clouds creating depth. A sunbed is positioned for relaxation near the pool, enhancing the tranquil setting.
Villa in Oyster Pond

Idyllic stay between sea-sky-nature reserve

4.69 out of 5 average rating, 16 reviews
Top guest favorite
A modern villa is depicted in a gated community, featuring a multi-level structure with large windows. An infinity pool is surrounded by several lounge chairs, and a patio area with dining furniture is visible. Lush greenery enhances the outdoor space.
Villa in Dawn Beach

Ocean Pearl - Spacious Villa in Dawn Beach

5.0 out of 5 average rating, 18 reviews
Superhost
Villa in Orient Bay

NEW Villa Joséphine, a few steps from Orient Beach

5.0 out of 5 average rating, 3 reviews
Guest favorite
A serene cocktail pool is positioned on a deck, surrounded by lush greenery. The clear water reflects the blue sky and ocean view, with distant waves gently crashing on the shore. Natural elements evoke a feeling of tranquility and connection to the environment.
Villa in Upper Prince's Quarter

Modern house, cocktail pool, ocean view

4.95 out of 5 average rating, 39 reviews
Guest favorite
Villa in Les Terres Basses

Villa Plum Bay

4.95 out of 5 average rating, 19 reviews
Guest favorite
A serene view is provided from the edge of the infinity pool, featuring clear blue waters that blend with the horizon. The lush greenery and distant islands of Pinel and Tintamarre enhance the tranquil landscape, basking under a bright blue sky.
Villa in Residence Hope Hill

Villa Azur, great view of the Orient Bay

4.98 out of 5 average rating, 40 reviews
Guest favorite
An outdoor patio area features a dining table set for six and a cozy lounge seating option. A swimming pool reflects the sunlight, while a suspended swing chair adds a relaxing touch. The backdrop showcases a lush, green hillside.
Villa

Villa Tibo

4.99 out of 5 average rating, 88 reviews