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

Villa in Rendezvous Bay

5BR Modern Caribbean Luxury with Pool & Bay Views

Songbird Villa is a newly refurbished 5-bedroom luxury retreat with sweeping views of St. Martin and Rendezvous Bay. Perfect for families or groups (sleeps 10), the villa features spacious ensuite bedrooms (Rms 3, 4 & 5 available as king or twin beds), a private infinity pool, a modern kitchen with outdoor BBQ grill, Sonos sound system and smart TVs throughout, daily housekeeping and concierge service. Just a short walk to Rendezvous Bay & minutes from Anguilla’s top beaches, dining & nightlife

ValueFamilyOutdoor spaces

4.9 out of 5 average rating, 20 reviews

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!

LocationValueLaundry

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...

NearbyAmenitiesKitchen

5.0 out of 5 average rating, 7 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.

LocationFamilyBeach

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

ValueLocationAir conditioning

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.

FamilyLocationParking

4.9 out of 5 average rating, 40 reviews

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.

LocationFamilyCheck-in

4.93 out of 5 average rating, 30 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.

ValueFamilyOutdoor spaces

5.0 out of 5 average rating, 109 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

FamilyLocationView

5.0 out of 5 average rating, 21 reviews

Guest favorite

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

FamilyLocationLaundry

4.85 out of 5 average rating, 156 reviews

Top guest favorite

An open living area reveals wooden beams overhead and large glass doors that connect to the outdoor space. A light-colored sofa rests on polished wood flooring, accompanied by a coffee table. The serene view of greenery and ocean is visible through the doors.

Villa in Cul-de-Sac

Water access, snorkeling gear & kayaks

Kindly note that stays are exclusively from Saturday to Saturday. We can make exceptions in June and September. Villa Ocean is a 3 bedrooms stunning and modern Villa, offering fabulous outdoor pool area, breathtaking sea views and a direct and private access to the shore, where 3 private kayaks are at your disposal to go discover the famous and extraordinary bay of Cul de Sac, and Pinel Island.

ValueFamilyCondition

5.0 out of 5 average rating, 49 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.

FamilyLocationIndoor spaces

4.98 out of 5 average rating, 47 reviews