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Villa vacation rentals in Island Harbour

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Top-rated villa rentals in Island Harbour

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Luxe
An outdoor view of a villa features a shimmering pool surrounded by lounge chairs. The covered seating area can be seen in the background, alongside lush greenery and distant views of the turquoise sea and sandy shore under a partly cloudy sky.
Villa in Les Terres Basses
4.88 out of 5 average rating, 17 reviews

Maison de Reve

The centerpiece of this very private estate property is an elegant 8000 square foot, six-bedroom villa filled with spacious indoor and outdoor living. Lush and colorful tropical gardens, grand entry courtyard and expansive lawns surround the house. The mood is tropical exotic and inviting with the feel of a private home in Bali. The villa’s stunning panoramic views are accented by the brilliant turquoise sea, sandy beaches, sloping mountains and the charming town of Marigot. Multi-level sitting areas for dining or relaxing, both covered and open, surround the pool to take full advantage of the variegated view from dawn to dusk. The exotic rainforest style pool, complete with waterfall, adds visual interest by day and by night via fiber optics. At pool level is the barbeque and bar plus an additional dining space. The flow of the house creates a perfect villa for large family gathering, good friends or small corporate retreats. The interiors are serene and comfortable. The main living space features a large, open plan room with soaring ceilings, Indonesian style seating and accessories, a modern high end fully equipped kitchen plus a state of the art sound system and media facilities. Tumbled travertine floors flow throughout the interior and exterior spaces. Bedrooms include two off the living room, one upper and one lower, each with private sitting areas. Descend the outside stairs to the two bedroom suite with a shared media room and terrace. Two more bedrooms are in private casitas surrounded by lush gardens. Every bedroom is furnished Indonesian style in soft creams, whites and sand beige tones. Each has a soothing marble, spa-style bathroom featuring big walk-in showers and carved stone sinks. Although you might never wish to leave the house, you are walking distance to Baie Rouge Beach, ten minutes to Porto Cupecoy’s fabulous restaurants and seven minutes to the charming French capital of Marigot with restaurants, the Creole Market, galleries and shopping. Only 10 minutes from the International SXM airport and 30 minutes to both Grand Case and Phillipsburg. BEDROOM & BATHROOM  • Bedroom 1: King size bed, Ensuite bathroom with stand-alone rain shower, Safe, Ocean view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Safe • Bedroom 3: King size bed, Ensuite bathroom with stand-alone rain shower, Safe, Shared access to media room with bedroom 4, Shared access to terrace • Bedroom 4: King size bed, Ensuite bathroom with stand-alone rain shower, Safe, Shared access to media room with bedroom 3, Shared access to terrace Casita • Bedroom 5: King size bed, Ensuite bathroom with stand-alone rain shower, Safe • Bedroom 6: King size bed, Ensuite bathroom with stand-alone rain shower, Safe Staff & Services Included: • Gardener • Welcome breakfast basket • 24/7 On-site maintenance & emergency services At Extra Cost – advance notice may be required: • Additional housekeeping

Guest favorite
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...

Top guest favorite
A spacious wooden deck surrounds an inviting pool, offering views of shallow turquoise waters and nearby islands. Several lounge chairs are arranged for relaxation, while tropical palm trees gently sway in the breeze, enhancing the serene outdoor setting.
Villa in Cul-de-Sac
5.0 out of 5 average rating, 42 reviews

Villa Ti Case • Waterfront, water access & kayaks

Shallow turquoise waters, untouched island, beach clubs and cocktails, sand bank, pelicans and turtles. What else could you possibly need? Oh, yes: a place to stay. Villa Ti Case is a new 5 bedrooms waterfront holiday rental, located in a gated luxury residence occupied by private houses, holiday rentals and hotels. Less than 5 min drive to: French bakery, restaurants and beach bars, beaches, grocery stores, souvenir and clothing shops, boat charters, water sports, equestrian center, hikes.

Top guest favorite
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.

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
5.0 out of 5 average rating, 34 reviews

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

Superhost
Villa in Saint Martin
4.84 out of 5 average rating, 19 reviews

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!

Superhost
Villa in Cul-de-Sac
4.9 out of 5 average rating, 40 reviews

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.

Top guest favorite
Villa in Oyster Pond
4.94 out of 5 average rating, 32 reviews

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.

Top guest favorite
Villa in Les Terrasses de Cul de Sac
4.98 out of 5 average rating, 46 reviews

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.

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
5.0 out of 5 average rating, 110 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 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
4.85 out of 5 average rating, 157 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

Top guest favorite
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, 137 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"......

Popular amenities for Island Harbour villa rentals