Villa holiday rentals in Island Harbour

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.

Location · Family · Sleep quality

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

Location · Family · Quiet

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.

Value · Family · Sleep quality

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!

Value · Family · Decor

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...

View · Decor · Hospitality

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.

Family · Location · Checkout

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.

Location · Family · Hospitality

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.

Value · Location · EV charging

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

Family · Location · Laundry

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

Location · Value · Cleanliness

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"......

Location · Family · Sleep quality

Sea Haven Villa - Breathtaking Views of Dawn Beach

Sea Haven is a 3 bedroom, 3 1/2 bath villa overlooking Dawn Beach on beautiful St. Maarten. Every room and patio in the villa has an ocean view except the bathrooms. The main floor is an open concept living area with the living room, kitchen, dining area and half bath. There are 3 outdoor patios on the main floor. The large patio off of the living room is furnished with lounge chairs and also leads to the infinity edge pool.

Family · Value · Decor