
Holiday houses in Island Harbour
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Top-rated holiday rentals in Island Harbour
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Anguilla Sunrise Penthouse - 2 bed/2-bath
The Sunrise Penthouse at “Andy's Castle” mixes modern style & affordability. Just minutes drive away (not walkable) from the "World’s Best Beach" Shoal Bay, this blissful 2200 sq. ft. unit (37 steps up) is an open concept, with a spacious kitchen with island/bar, large eating area with picture window, living room area and reading nook. The two large bedrooms each have queen beds, large closets and en suite bathrooms. A large breezy balcony is perfect for relaxing and unwinding in paradise!

Seaside House in Shoal Bay
Shoal Bay Cottage is located next to one of the best beaches in Anguilla if not the world, Shoal Bay East. This 2 bedroom, 2 bathroom property comes with all the modern luxuries. Suitable for individuals, couples, families or friends. Enjoy its almost 0.5 acres of fenced gardens or within 3 mins walk you are on the beach. There, you will enjoy, miles of pristine white sand, cool turquoise water, and gentle sea breeze. As well as, many of the popular hotels, and restaurants.

Boutique 2-BR Suite Apartment CARTeas|Anguilla
CARTeas is a spacious two-bedroom boutique apartment located in the quiet village of George Hill, Anguilla. Situated on the upper level with a private entrance and keyless entry, the apartment offers a peaceful retreat with modern comforts. Enjoy a king-bed primary suite with soaking tub and walk-in shower, a queen guest suite with walk-in shower, full kitchen, living area, desk nook, TVs, and in-unit washer and dryer. A cozy Caribbean stay designed to feel like home.

The Blue Door Villa - 4 bed ocean view home
At the Blue Door Villa, we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service.

Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Oceanfront Escape: Stunning Seaside Apartment
Escape to this freshly renovated, oceanfront 1-bedroom apartment which blends modern comfort with stunning sea views. The open-plan living space features large windows and a private balcony, perfect for enjoying ocean breezes. A sleek kitchen, cozy bedroom with a king-sized bed, and stylish bathroom provide everything you need for a relaxing stay. Located just steps from the ocean, this chic coastal retreat is ideal for a peaceful getaway.

Luxury Beachfront Enclave Unit 2
Luxury brand new beachfront residence directly on beautiful Sandy Ground Beach. This spacious second floor unit is 1,684 square feet. The unit has two terraces, a walk-in shower with handheld & rain shower, a gourmet kitchen, and more. Location is ideal as you can walk to ten plus restaurants. Being on the Caribbean side of the island, the beach is typically always calm & crystal clear.

Sea view terrace - Beachfront Studio
Newly listed beachfront studio with a spacious sea-view terrace and sunbed. Compact but well equipped, with a queen bed and brand-new high-quality mattress (Dec ’25), kitchen, and bathroom with shower. Direct beach access in under a minute and 5 shared loungers. We also host another unit here with a 4.93 rating (see our Airbnb host profile).

Apt on Oceanfront Estate. Shoal Bay East
The Clubhouse Suite at Bellamare Estate has large living area, kitchen and patio. The suite offers seclusion in a setting of lush tropical gardens with beautiful ocean views Enjoy the Ocean and Water activities with a short walk along the path through the property. Our Property Manager is available to answer any questions.

The Studio at AXA Farmhouse
Welcome to your tranquil retreat at AXA Farmhouse. This private studio offers a serene getaway, complete with a fully equipped kitchen, a spa-inspired bathroom, and a separate entrance for your convenience. Rest easy on a plush bed, and enjoy the comfort of air conditioning throughout your stay.

St.Somewhere Else
Oceanside guesthouse is peaceful, beautiful and gated. Full access to the bacce ball court, pool and ocean! We are located on the eastern end of the island, 5 minute drive to shoal bay and 3 minute drive to island harbor. Walking distance to some of the best local beach bars and restaurants!

Oceanfront 2BD Villa - Arawak Beach Club #6&7
Start your getaway at Arawak Beach Club's 2BR villa with Caribbean vistas. Private entrance, 2 terraces, beach steps away. Dining 5 min, Shoal Bay 10 min. Fiber Internet, Smart TV, AC bedrooms. Ocean breezes, 2 oceanfront patios, DIY bar. Paddleboards, kayaks. Optional rental car.
Popular amenities for Island Harbour holiday rentals
Other great holiday rentals in Island Harbour

Ocean Cave is the Best.

Harmony at Bayview Homes

Baird's Mark - Signature Rooms

Stunning Panoramic Views Of The Ocean & St Barth!

Sea View Cottage, Spectacular Ocean View!

Elleamau Residence

Cloud Cottage- Cliffside villa

Villa Grande (Up) Oceanview Escape |2 bed 2.5 bath
Destinations to explore
- San Juan Holiday rentals
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- Saint Thomas Holiday rentals
- Little Saint James Holiday rentals
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- Rincón Holiday rentals




