Villa vacation rentals in Island Harbour

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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

FamilyLocationComfort

4.91 out of 5 average rating, 22 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...

Air conditioningKitchenNearby

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.

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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

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5.0 out of 5 average rating, 34 reviews

Superhost

Villa in Saint Martin

Villa 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 🔊 Sound system for indoor & outdoor vibes 📍 Prime location: near Grand Case, Orient Bay & Anse Marcel 🥐 5 min from bakery & grocery store ✈️ 20 min from airport & nightlife Enjoy comfort, convenience, and Caribbean vibes – book your stay now!

FamilyLocationComfort

4.84 out of 5 average rating, 19 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.

ValueFamilyCleanliness

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.

FamilyLocationComfort

4.94 out of 5 average rating, 32 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.

LocationValueAmenities

5.0 out of 5 average rating, 110 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

ValueLocationLong stay

4.85 out of 5 average rating, 158 reviews

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

Welcome to Grand-Case! This pretty villa welcomes you with a magnificent view of the bay, and beautiful memories to collect. This accommodation is cozy and thanks to the many amenities you feel at home! Ideally located, you are close to the best restaurants on the island and trendy bars (Rainbow Café, Captain Frenchy, Le Temps des Cerises...) Want to swim in the calm waters of Grand-Case? Go down 5 steps, you're there!

LocationFamilyKitchen

5.0 out of 5 average rating, 39 reviews

Guest favorite

An airy terrace is showcased with views of the sea and sky. The space features a wooden dining table alongside white chairs, complemented by lounge chairs and natural decor elements. Bright light fills the area, enhancing the spacious and relaxed atmosphere.

Villa in Orient Bay

Casa Del Mar, Luxury and Magical Orient Bay View

* Spectacular 180° sea view * Near the East Bay beach with its restaurants and activities * Secure residence * Private pool with terrace and deckchairs * 4 bedrooms and 1 air-conditioned studio with each their own bathroom * TV with international channels * 100 Mbps WiFi * Refurbished in 2022 with modern and neat decor * Plenty of privacy, quiet and no shared ownership * Cleaning included every 7 days

FamilyLocationGetting around

5.0 out of 5 average rating, 43 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.

ValueLocationCheck-in

4.98 out of 5 average rating, 47 reviews