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Vacation rentals in Island Harbour

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Top-rated vacation rentals in Island Harbour

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
A modern bedroom is highlighted by a spacious bed with a tufted headboard. Complementary furnishings include a sleek dresser and a stylish chair, while a decorative lamp and wall art add soft touches to the room's neutral tones.
Apartment
4.9 out of 5 average rating, 31 reviews

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!

Top guest favorite
A spacious outdoor terrace features a stunning infinity pool overlooking the sea, complemented by comfortable sun loungers. A shaded dining area with a stylish table set for gatherings is visible, showcasing panoramic views of the coastline and vibrant blue ocean.
Home in Upper Prince's Quarter
4.96 out of 5 average rating, 24 reviews

Vue époustouflante sur St Barth - 8 personnes

🛏️ Lit King Size 🌊 Incroyable vue panoramique sur la mer 🏊 Piscine chauffée 💧 Citerne et groupe électrogène pour un confort garanti en toute circonstance ❄️ entièrement climatisée 🛰️ Internet Starlink 🚗 Parking privé ⚡ 110V et 220V 🔐 Résidence sécurisée avec portail d'accès 🔥 Barbecue à gaz 🧹 Housekeeping offert pour les séjours de 6 nuits et plus 📺 TV internationales 🛁 Chambres et salles de bain avec vue mer 🌿 Aucun vis-à-vis pour une intimité totale 🏡 Construction neuve 2025

Top guest favorite
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, 197 reviews

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Top guest favorite
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
5.0 out of 5 average rating, 84 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 favorite
Apartment in Upper Prince's Quarter
4.98 out of 5 average rating, 40 reviews

Aman_Aria

This unique place has a style all its own, newly built, contemporary retreat features two elegant master bedrooms, each with its own private bathroom, a spacious living area seamlessly connected to a fully equipped kitchen, an inviting outdoor terrace. Every bedroom and the living room offer uninterrupted vistas of the mesmerizing ocean. The heart of Aman is its spectacular infinity pool and sun-drenched deck, inviting you to relax while soaking in breathtaking panoramas.

Top guest favorite
A shaded outdoor seating area features a comfortable sectional sofa and a natural wood coffee table. Tropical palm trees and a view of the pool enhance the space, while loungers are positioned nearby. Soft textiles in muted colors contribute to a laid-back ambiance.
Home in Saint Martin
5.0 out of 5 average rating, 31 reviews

La plus belle vue de l'ile !

La Casa Victoire est entièrement équipée avec tout ce dont vous pourriez avoir besoin pour un séjour confortable et relaxant ! Profitez de moments de détente en admirant la vue depuis votre terrasse privée ou en vous relaxant dans la piscine chauffée en profitant de la vue imprenable sur l'océan. Canoés et kayak sont à votre disposition pour une expérience inoubliable dans la réserve naturel de la baie de Cul de Sac Au plaisir de vous accueillir à La Casa Victoire !

Guest favorite
Vibrant red hibiscus flowers are prominently displayed in the foreground, surrounded by lush green foliage. The background reveals a sunlit terrace with white railings, providing glimpses of the ocean and a clear blue sky. Natural light enhances the serene outdoor setting.
Apartment in Island Harbour
4.89 out of 5 average rating, 19 reviews

Ocean Cave is the Best.

Take it easy at this unique and tranquil getaway. Nestled in the heart of Island Harbour is Ocean Cave. It got its name because of its location on the Rocky Harbour Ridge area. It’s a downstairs apartment overlooking the wide ocean very close by. You can hear the rippling waves from Ocean Cave. and breathe in the ocean’s air its marvelous. It is designed for only two persons, and has one very comfortable Queen Sized bed. Ocean Cave has every thing of its own.

Guest favorite
Apartment
5.0 out of 5 average rating, 18 reviews

Peaceful hideout | Shoal Bay beach 5 min drive

Welcome to The Hidden Cottage, a secret escape nestled on the peak of Jonah Hill, Welches, Anguilla. Just a 5 minutes drive from Shoal Bay Beach. Our little getaway is a true reflection of our culture and laid back life style. Set your mind to "island time" and prepare to slow down and unwind! Come stay at The Hidden Cottage, experience peace, quiet and calm; experience Anguilla. Our calendar has been filling up fast. Email us now to guarantee your reservation.

Top guest favorite
A private terrace features two lounge chairs positioned beneath a large blue umbrella, overlooking the serene ocean. The tiled floor extends across the space, while the horizon meets the water under a clear blue sky, enhancing the peaceful environment.
Apartment in Island Harbour
5.0 out of 5 average rating, 15 reviews

Clearview Villas (LOWER)

Clearview Villas lower offers 2 bedrooms and 2 full baths, sleeping up to 5. The master offers a king size bed and twin bed couch along with en suite bath. The second bedroom has a queen size bed and another full bath across the hall… the kitchen is fully equipped and dining/living room cozy and comfortable. All rooms are equipped with ceiling fans and A/C. Relax and enjoy the gorgeous views from the Living/Master patios and feel the heavenly breeze!

Top guest favorite
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.
Apartment in The Valley
4.98 out of 5 average rating, 53 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.

Guest favorite
A beachfront terrace features modern white lounge chairs and a dining table, overlooking the crystal clear waters. A grill is positioned nearby, and a cooler rests beside an ice bucket, enhancing the inviting coastal experience.
Apartment in Sandy Ground
4.97 out of 5 average rating, 33 reviews

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.

Guest favorite
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
4.88 out of 5 average rating, 78 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!

Popular amenities for Island Harbour vacation rentals