
Villa vacation rentals in Island Harbour
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Top-rated villa rentals in Island Harbour
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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
4.91 out of 5 average rating, 22 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...
5.0 out of 5 average rating, 7 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.
5.0 out of 5 average rating, 9 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!
4.84 out of 5 average rating, 19 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.
4.9 out of 5 average rating, 41 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.
4.94 out of 5 average rating, 32 reviews
Villa Bleu Horizon, Heated Pool, Orient Bay
The Bleu Horizon villa is located in the Baie Orientale park with a spectacular 180° sea view of Orient Bay and its surrounding islands. This vacation home offers many advantages for a successful vacation for families or groups of friends up to 6 people. * private swimming pool heated to 86 °F (30 °C) * close to Orient Bay beach, shops and beach activities * air conditioning in bedrooms and living room * Free parking in front of the villa * water tank * secure residence
4.97 out of 5 average rating, 58 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.
5.0 out of 5 average rating, 110 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
4.85 out of 5 average rating, 158 reviews
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!
5.0 out of 5 average rating, 39 reviews
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
Brand new! - Slowlife - Enjoy Villa
Completely NEW Villa!! Enjoy is a beautiful house that we «placed» on the sand. Thinking on every detail for your greatest comfort, you will appreciate its unique location, an exceptional interior design, and its extraordinary outdoor spaces. In the very exclusive and secure residence of Terre Basses, very close to the beach of Baie Longue, experience an incomparable holiday.
4.98 out of 5 average rating, 47 reviewsPopular amenities for Island Harbour villa rentals
Private villa rentals

Modern Bungalow With Pool - 3 Min Walk To Beach
5.0 out of 5 average rating, 34 reviews
Sea Haven Villa - Breathtaking Views of Dawn Beach
4.99 out of 5 average rating, 94 reviews
Villa Marant - Elegant Luxury Caribbean Escape
4.93 out of 5 average rating, 27 reviews
Villa Pure • 3BR waterfront with kayaks, Wi-Fi, AC
5.0 out of 5 average rating, 37 reviews
Slowlife Harmony - Caribbean Villa Three Bedrooms!
4.95 out of 5 average rating, 79 reviews
Villa Ti Case • Waterfront, water access & kayaks
5.0 out of 5 average rating, 42 reviews
Secret Harbor Villa, private escape in Anse Marcel
5.0 out of 5 average rating, 29 reviews
Marewa - Breathtaking sea view luxury villa 4hp
5.0 out of 5 average rating, 8 reviewsLuxury villa rentals

Koala villa, heated pool, sea view, Cul de Sac
5.0 out of 5 average rating, 17 reviews
Wonderfull 180° view, from Orient Bay to Pinel
4.96 out of 5 average rating, 51 reviews
NEW Les Terres Basses - Villa Coco Paillette - Sxm
4.91 out of 5 average rating, 11 reviews
Villa Pineapple - Grand Case Area -5mn Orient Bay
4.96 out of 5 average rating, 25 reviews
Private Orient Bay Villa with Spectacular Views
4.97 out of 5 average rating, 71 reviews
Private villa / beautiful View next to La Samanna
4.88 out of 5 average rating, 24 reviews
Villa Sea Fan with Resort Amenities
4.94 out of 5 average rating, 17 reviews
Villa Opale, Luxury Living by the Sea
5.0 out of 5 average rating, 8 reviewsVilla rentals with a pool

A heavenly Sint Maarten's retreat
4.7 out of 5 average rating, 46 reviews
Luxury villa, swimming pool and panoramic sea view
5.0 out of 5 average rating, 37 reviews
NEW Villa Joséphine, a few steps from Orient Beach
5.0 out of 5 average rating, 3 reviews
Villa Tibo
4.99 out of 5 average rating, 88 reviews
Villa Azur, great view of the Orient Bay
4.98 out of 5 average rating, 40 reviews
Modern house, cocktail pool, ocean view
4.95 out of 5 average rating, 39 reviews
** New ** VILLA ZAMI, magnificent villa of 1500 sq ft on the second line of Orient Bay beach !
4.89 out of 5 average rating, 53 reviews
Villa Plum Bay
4.95 out of 5 average rating, 19 reviewsDestinations to explore
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