Holiday rentals in Island Harbour

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Top-rated holiday rentals in Island Harbour

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

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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 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, 62 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, 38 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 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, 36 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
An outdoor area is surrounded by lush greenery, featuring a pool with sun loungers nearby. A hut with a thatched roof offers shade, while a dining area with tables and chairs overlooks the ocean. The sky displays warm hues as the sun sets in the background.
Cottage in Island Harbour
4.91 out of 5 average rating, 56 reviews

Peaceful Garden-View Studio – Suite #2

Relax in your charming garden-view studio at Arawak Beach Club. Enjoy peaceful views of the lush tropical gardens from your private balcony. The studio features a fully equipped kitchen, comfortable living space, and air conditioning for a relaxing stay. Stay connected with high-speed fiber internet, unwind by the pool with sun loungers, and take advantage of complimentary kayaks and stand-up paddleboards (SUPs) for island adventures.

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, 8 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.

Guest favourite
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.
Flat in Sandy Ground
4.94 out of 5 average rating, 18 reviews

Luxury Beachfront Enclave Unit 2

Luxury brand new beachfront residence directly on beautiful Sandy Ground Beach. This spacious second floor unit is 1,640 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 favourite
Flat in Mount Fortune
4.98 out of 5 average rating, 60 reviews

Fortune Estate (Car rental available)

Newly built modern cozy apartment with remote gate access, back up generator and perimeter security camera system located in Mount Fortune on the eastern end of the island. Five minutes driving access to grocery stores, Island Harbour beach and the restaurants thereon like Falcon Nest. 10 minutes drive from the famous Shoal Bay beach.

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.

Guest favourite
A serene outdoor space is featured with two comfortable chairs positioned around a table. The infinity pool extends towards the ocean, with vibrant blue water reflecting the sky. Lush potted plants are placed nearby, enhancing the coastal atmosphere.
Cottage in Island Harbour
4.89 out of 5 average rating, 94 reviews

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!

Top guest favourite
A well-equipped kitchen features warm wood cabinetry and modern appliances, including a black refrigerator and microwave. Vibrant cookware is neatly organized on the countertop, while pops of color are added by multi-colored canisters. Natural light fills the space, enhancing its welcoming ambiance.
Flat in The Valley
4.94 out of 5 average rating, 82 reviews

Fully Equipped Island Apartment with Fruit Garden

Live out your island adventures at this cozy apartment. Unwind at this comfortable one bedroom. Enjoy the privacy of this home with the convenience of being located just 7-minute walk from local supermarket, Ashley and sons. The area feels peaceful and secluded.

Popular amenities for Island Harbour holiday rentals