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Holiday rentals in Island Harbour

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Top-rated holiday rentals in Island Harbour

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Superhost
Flat in Bad Cox Pond
5 out of 5 average rating, 3 reviews

Infinity sunset.

This modern accommodation is ideal for couples' trips, offering ample space and comfortable amenities. Located in a prime area, a 5-minute drive to Shoal Bay Beach, guests can unwind and take in a breathtaking ocean view from the top floor, which features a serene pond surrounded by vibrant local flora. The view stretches as far as the eye can see, providing a perfect backdrop for relaxation and memorable gatherings. This place is truly a hidden gem for those seeking both adventure and comfort.

Top guest favourite
A spacious beachfront deck features comfortable lounge seating and umbrellas, offering direct views of the calm Caribbean waters. Boats are visible in the distance, surrounded by soft sandy beach and lush greenery. The blue sky reflects warmth and clarity, enhancing the inviting atmosphere.
Flat in Sandy Ground
5 out of 5 average rating, 14 reviews

Luxury Beachfront Enclave Unit 1

Luxury brand new beachfront residence directly on beautiful Sandy Ground Beach. This spacious ground floor unit is 1,640 square feet & has two terraces with an additional large wood deck. Just a few steps from the deck your feet will be in the sand. Enjoy a gourmet kitchen, walk-in shower with handheld & rain shower, Sonos in-ceiling sound system & more. Location is ideal as you can walk to ten restaurants. Being on the Caribbean side of the island, the beach is typically always calm.

Top guest favourite
Flat in Simpson Bay
5 out of 5 average rating, 226 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Top guest favourite
A serene beach scene features soft white sand gently sloping towards calm turquoise waters. The sky is bright blue with a few scattered clouds, creating a sense of openness and tranquility. The horizon line blends seamlessly with the ocean, inviting relaxation.
Home in Shoal Bay Village
5 out of 5 average rating, 59 reviews

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.

Top guest favourite
A welcoming outdoor verandah is featured, surrounded by lush greenery and offering panoramic sea views. Comfortable seating is arranged with plush cushions, and a decorative table is placed at the center. A vase filled with fresh flowers adds a touch of nature to the space.
Island in Island Harbour
4.97 out of 5 average rating, 37 reviews

Sweet Sea Side Suite, Anguilla, BWI

The Sweet Sea Side Suite is directly on the water on the first floor of a traditional West Indian home in "hip & trendy / restaurant friendly" Island Harbor--it features a lovely water front deck with a ladder into the sea for superb snorkeling when conditions allow (pls bring your own snorkel gear with rented equipment available on island). Spectacular sunrises and sunsets from the wide verandahs are complemented by easy access to all of Anguilla

Top guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
4.99 out of 5 average rating, 174 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with deckchairs, garden furniture, outdoor table and BBQ * Office space * 100 Mbps WiFi * 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, shops and other stores * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Top guest favourite
An open-plan living area features a light-colored sofa with decorative pillows and a round coffee table. Large windows provide expansive views of the ocean and natural light. A few plants are positioned throughout, and access to the balcony is visible in the background.
Flat in The Valley
4.97 out of 5 average rating, 34 reviews

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.

Superhost
A clear swimming pool reflects the bright blue sky, surrounded by lush tropical greenery and palm trees. Comfortable lounge chairs are positioned near the pool, while a shaded area is provided by a blue umbrella, enhancing the outdoor relaxation environment.
Apartment in Shoal Bay
5 out of 5 average rating, 6 reviews

Fountain Anguilla 1 Bedroom Garden View Condo

Fountain Anguilla Garden View 1 Bedroom offers intimate accommodations at an exceptional value with lush tropical landscape and pool views, private covered verandah with outdoor living and dining. This well appointed residence also features an upgraded full kitchen and expansive living area. The private bedroom has an en-suite bathroom featuring walk-in shower with dual vanity and king size bed with premium linens.

Superhost
Villa in Island Harbour
5 out of 5 average rating, 7 reviews

Villa Grande Downstairs Oceanview w/ Pool | 2BR

Villa Grande’s downstairs unit offers stunning ocean views, pool access, and island comfort in a spacious 2-bedroom, 2-bath villa. Enjoy a full kitchen, bright living area, and peaceful patio overlooking the sea. Located just minutes from Anguilla’s best beaches, restaurants, and nightlife, it’s ideal for couples, families, or friends looking for a relaxing Caribbean getaway with all the comforts of home.

Top guest favourite
Loft in Grand Case
4.93 out of 5 average rating, 114 reviews

Beachfront Loft in Grand Case - Sea View

An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.

Guest favourite
Aerial view of the property reveals colorful buildings along the shoreline, surrounded by lush greenery. A pool is visible in the foreground, while the turquoise waters of the Caribbean Sea gently lap against the rocks. Palm trees enhance the tropical setting.
Cottage in Island Harbour
4.87 out of 5 average rating, 60 reviews

Lush Garden Studio with Pool Access – Suite #3

Welcome to your peaceful island retreat! This charming 1-bedroom suite offers serene views of the lush tropical gardens. Start your morning with coffee on the balcony surrounded by greenery, or unwind in the evening with a glass of wine as you soak in the tranquil atmosphere. The suite is fully equipped with everything you need for a comfortable and unforgettable vacation!

Superhost
A bright sleeping area features a spacious bed with crisp white linens. A modern chair is positioned nearby, with light wood flooring extending across the room. A stylish bathroom is visible through an arched opening, showcasing a freestanding tub and a sleek shower.
Flat in Bad Cox Pond
4.78 out of 5 average rating, 49 reviews

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.

Popular amenities for Island Harbour holiday rentals