
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.

Private Orient Bay Villa with Spectacular Views
Villa La Sarabande can be your perfect Caribbean getaway! This villa offers a stylish setting and fabulous 180° panoramic views of Orient Bay. A wonderfully secluded hillside location within the upscale villa neighborhood of the Orient Bay gated community, paired with many luxury amenities and services, make this fine property the perfect place to enjoy your Caribbean vacation in elegance, style and total relaxation. Recent upgrades include a pool heater and a whole-home backup generator system.

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...

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!

Villa Kyanéa | Ocean View St. Barth · Private Pool
Face à l’océan et sans aucun vis-à-vis, Villa Kyanéa offre l’impression rare de vivre entre ciel et mer. Vue panoramique sur St-Barth, piscine privée, terrasse avec transats et table face à l’horizon. Idéal pour un séjour à 4 personnes : deux chambres, deux salles de bain, cuisine équipée, salon lumineux, climatisation dans chaque pièce, TV 65’’ et wifi haut débit. Résidence calme et sécurisée, parking privé, proche de la Baie Orientale. Restaurants et commerces à proximité immédiate.

Only Villa with private beach Beach Villa Cala Mar
Optic-fiber wifi, heated swimming pool and private white sand beach! Snorkeling gear and kayaks included. Private Chef, Masseuse & Concierge on demand. Move into this paradise, exclusively designed for your stay to be absolutely perfect. Enjoy every part of it, from the exquisite decoration, the quality of every single component of the Villa, its relaxing white sand beach and all the features included (kayaks, snorkeling gear, beach towels, complimentary drinks & snacks.

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.

Villa Blue Roc
This luxurious villa is located in a secure residence with a breathtaking view, facing the ocean and the island of St Barthelemy, perched on the heights of Dawn Beach, 15 minutes from the famous beaches/restaurants of Orient Bay and Grand Case in the French part. The villa is also 5 minutes from the Dutch capital, Philipsburg, a must for shopping. Thanks to the large outdoor spaces and the infinity pool, this villa will offer you an unforgettable stay.

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

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

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"......

Villa Ancre Bleue, beautiful view of Ilet Pinel
Villa Ancre Bleue is a charming wooden house with a sublime view of Cul de Sac Bay and Ilet Pinel. It is located a little high up in a quiet area and enjoys a pleasant breeze. It has many advantages: * private swimming pool not overlooked * 3 air-conditioned bedrooms * 3 full bathrooms * 3 Kayaks 2 places (6 places) available to go to the Pinel islet (800 meters) * 3 beach chairs, 2 parasols, 1 cooler available * 100 Mbps Wi-Fi

Marewa - Breathtaking sea view luxury villa 4hp
Exceptional VILLA ON the heights of Grand Case Discover our beautiful design and modern villa nestled on the heights of Grand Case. This elegant single-story villa, for 8 people, offers you absolute comfort with its 4 spacious bedrooms, 3 bathrooms, guest toilet, dressing room, 2 pools and a terrace with panoramic views of the Caribbean Sea. Enjoy contemporary elegance in a serene setting, ideal for an unforgettable vacation!
Popular amenities for Island Harbour villa rentals
Private villa rentals

Villa Pure • 3BR waterfront with kayaks, Wi-Fi, AC

Bayview Resort, Beachfront villa w/ Stunning Views

Sea Haven Villa - Breathtaking Views of Dawn Beach

Villa Marant - Elegant Luxury Caribbean Escape

Private villa / beautiful View next to La Samanna

Bella Vista - Pool & sea view, 5 minutes from Grand Case

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay

Spacious Villa - Saint Martin - Pool & 4 Bedrooms
Luxury villa rentals

Slowlife Harmony - Caribbean Villa Three Bedrooms!

Secret Harbor Villa, private escape in Anse Marcel

Hope Hill Villa - Monte Verde - Luxurious 4 B/R#

Villa Sea Fan with Resort Amenities

15% off* until Agust 31, 2026: Villa Kiwi

Villa Oceans One

Modern Bungalow With Pool - 3 Min Walk To Beach

Villa Sunset Heights - La Savane
Villa rentals with a pool

Amazing views in a beautiful villa

Luxury villa, swimming pool and panoramic sea view

Villa Paradis - Unbeatable views!

Luxury villa facing Pinel panoramic Ocean Views

Ocean front "colibris" amazing view

Villa Grande (Up) Oceanview Escape |2 bed 2.5 bath

Villa Picaflor, Friar's Bay

Oceanview villa with private pool, 5 mins to beach





