
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.

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.

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

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.

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!

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...

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.

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.

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.

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 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.

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
Sea View Luxury Villa Perfect for Girls Getaways & Birthday Celebrations Maho Village Celebrate in style at this stunning Sea True villa, custom designed with high end finishes and built for an unforgettable immersive sensorial experience. With 5.8 meter vaulted ceilings a private pool and every amenity you could dream of. It’s the ultimate escape for groups and special occasions.
Popular amenities for Island Harbour villa rentals
Private villa rentals

Sea Haven Villa - Breathtaking Views of Dawn Beach

Belle Lurette • 3BR waterfront with kayaks, pool

Spacious Villa - Saint Martin - Pool & 4 Bedrooms

Water access, heated pool, kayaks & snorkeling

Marewa - Breathtaking sea view luxury villa 4hp

Bayview Resort, Beachfront villa w/ Stunning Views

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

Villa Sunset View – Steps from Friar’s & Happy Bay
Luxury villa rentals

Slowlife Harmony - Caribbean Villa Three Bedrooms!

Secret Harbor Villa, private escape in Anse Marcel

Luxury villa, swimming pool and panoramic sea view

15% off* until August 31, 2026: Villa Magnolia

Little Paradise 2, private pool, beautiful view

Modern Bungalow With Pool - 3 Min Walk To Beach

OOF, Architect-designed house with sea view and private pool.

Villa Pineapple - Grand Case Area -5mn Orient Bay
Villa rentals with a pool

Villa Marant - Elegant Luxury Caribbean Escape

A heavenly Sint Maarten's retreat

Villa Sunset Heights - La Savane

Villa Picaflor, Friar's Bay

Villa Tibo

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

Villa Bianca Oceanfront 3BR with Private Pool

Luxury villa facing Pinel panoramic Ocean Views





