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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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Guest favourite
Villa in Oyster Pond
4.93 out of 5 average rating, 29 reviews

Villa Kyanéa | Ocean view, St Barth · Private pool

Overlooking the ocean and with no neighbours in sight, Villa Kyanéa offers the rare experience of living between the sky and the sea. Panoramic view of St Barth, private pool, terrace with deckchairs and table overlooking the horizon. Perfect for a stay for four people: two bedrooms, two bathrooms, a fully equipped kitchen, a bright living room, air conditioning in each room, a 65-inch TV and high-speed Wi-Fi. Quiet and secure residential complex, private parking, close to Baie Orientale. Nearby restaurants and shops.

Guest favourite
Villa in Rendezvous Bay
4.89 out of 5 average rating, 19 reviews

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

Guest favourite
Villa in island harbour
5 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...

Guest favourite
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
4.97 out of 5 average rating, 72 reviews

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!

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.

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 in Collectivity of Saint Martin
5 out of 5 average rating, 109 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.

Guest favourite
An outdoor terrace features modern seating arrangements in bright teal, framed by palm trees swaying gently in the breeze. A shaded gazebo is positioned over a private pool, offering a direct view of the ocean and the sky's blue hue, enhancing a serene atmosphere.
Villa in Upper Prince's Quarter
5 out of 5 average rating, 72 reviews

EXQUISITE 5-STAR BEACHFRONT VILLA

Guaranteed to create a 5-Star experience! Fully air-conditioned 3 BR, 3 1/2 bath Beachfront Villa w/private pool. If you love the ocean & spectacular views, but fine living & comfort are important to you, we have it all! My home offers Personal housekeeper, Private Chef for hire, full Concierge Service, private garage, and gym. Also, food and groceries delivered prior to your arrival, access to all the services and amenities next door at the Oyster Bay Hotel.

Top Guest favourite
A patio area is visible, featuring a private pool beside comfortable loungers, adorned with orange towels. A shaded dining space with a table is positioned near the water's edge, with picturesque views of the bay and surrounding landscape.
Villa in Cul-de-Sac
4.99 out of 5 average rating, 180 reviews

VILLA JADE 1: FEET IN THE WATER/POOL SUITE

VILLA JADE is located in the bay of "FRENCH CUL DE SAC". It is a beachfront complex consisting of 3 private villas. VILLA JADE 1 is a suite for 2 people with a private pool. The villas are quiet and private... your only view is the sea. The bay of "FRENCH CUL DE SAC" is 5 minutes from ORIENT BAY, touristy with restaurants, bars, water activities, but also a few minutes from GRAND CASE, our typical little village with gourmet restaurants by the sea....

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 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

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
4.84 out of 5 average rating, 154 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

Guest favourite
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 in Collectivité de Saint-Martin
4.95 out of 5 average rating, 79 reviews

Slowlife Harmony - Caribbean Villa Three Bedrooms!

Harmony is your perfect vacation home, will give you the feeling of being at home in the Caribbean, this spacious 3-bedroom Caribbean style villa, we can accommodate a family, couples and friends. Harmony will be your home away from home, and at the same time you will have a personalized service for requests and to guide you with information about all the activities and places that you must experience on our island.

Top Guest favourite
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
5 out of 5 average rating, 48 reviews

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.

Popular amenities for Island Harbour villa rentals