Holiday rentals in North Side

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Top-rated holiday rentals in North Side

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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.

Guest favourite
A balcony features turquoise railings overlooking a serene beach and sparkling turquoise sea. Gentle waves lap at the shore, while nearby palm trees sway in a light breeze. The view extends to distant islands under a clear blue sky with scattered clouds.
Flat in Anguilla
5 out of 5 average rating, 49 reviews

2 Bedroom Beachfront Apartment, Spectacular Views.

Coralito Bay Suites & Villas is located by a secluded beach area with a fantastic view of the turquoise sea and the neighboring islands of St. Barths & St. Martin. It's a quiet, off the beaten path location that offers peace, relaxation with a year-round cooling breeze. Coralito Bay is just ten short minutes from both the airport (AXA) and Blowing Point Ferry Terminal. Our beach front apartments are fully furnished with everything you need for genuine Island experience.

Guest favourite
This bedroom features a spacious bed with a light comforter and decorative pillows. Two bedside lamps are positioned on either side, and large windows with light blue curtains allow natural light to fill the room. Coastal artwork adds a serene touch.
Home in AI
4.97 out of 5 average rating, 31 reviews

Villa Cool Serenity

This modern three-bedroom, two-bathroom home with a private office in a quiet neighborhood 5 minutes from Crocus Bay has the perfect, spacious environment for a group of family or friends. You'll have the entire home to yourself. The villa can accommodate groups of up to 11 guests and is within driving distance from most beaches and restaurants in Anguilla. The home has a full kitchen, air conditioning, and essentials to make your stay comfortable.

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, 33 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, 54 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.

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.

Top guest favourite
A spacious living area features two comfortable sofas adorned with decorative cushions, set against a backdrop of light-colored walls. Natural light fills the space through large windows, complemented by soft curtains. A modern dining area with gray chairs and a fully equipped kitchen is visible in the background.
Apartment in North Side
5 out of 5 average rating, 13 reviews

Island Suite with a Cozy Fire Pit

Escape to our serene and romantic island suite in a quiet Anguilla village, just 10 minutes from pristine beaches. Perfect for two, this private retreat features a light-filled kitchen, a cozy living room, and a secluded patio with a fire pit for stargazing. Enjoy modern comforts like AC, high-speed Wi-Fi, and self-check-in for a seamless getaway. Your tranquil island escape awaits.

Guest favourite
A stylish living area is showcased with a green accent wall. Two woven planters with decorative plants are positioned beside a coffee table made of natural materials. Soft curtains frame the windows, while a mounted television adds modern convenience to the space.
Flat in North Side
4.9 out of 5 average rating, 79 reviews

KC Corner House - (Car Rental available)

Kick back and relax in this newly renovated, calm, stylish space. This very tidy home at 1500 sq. ft. with modern décor/finishes, located in a quiet, peaceful and scenic area of Cedar Village, Northside. This abode is open to all. 8-10 minutes drive to St.James Medical School Campus. Only 5 minutes drive to Crocus Bay. Main supermarkets are all in 5 minute drive radius.

Guest favourite
A spacious bed with a textured white coverlet is centered in the room, flanked by two nightstands with table lamps. A serene landscape painting is mounted above the bed. Natural light filters through the window, accentuated by white curtains.
Apartment in The Valley
5 out of 5 average rating, 8 reviews

Sunset Serenity.

Relax and unwind in this distinctive and serene retreat. Experience a calm and pleasant stay in my tranquil one-bedroom apartment during your visit to Anguilla. The unit is equipped with Wi-Fi, full air conditioning, a washing machine, a dryer, a balcony, a kitchen, and a dedicated workplace to provide a comfortable stay. We look forward to hosting you!

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 spacious bedroom features a large bed adorned with soft white bedding and decorative blue pillows. A mirrored wardrobe and a wooden dresser are present, accompanied by hanging space along the wall. Natural light enters through window treatments that complement the room's soft blue tones.
Flat in North Side
5 out of 5 average rating, 14 reviews

Jenna Ville Estate Unit 2 - Gardenia Upper Floor

Jenna Ville Estate offers a serene retreat for business or family travel. It provides a home-like ambiance, fresh local fruits when in season, and proximity to central shopping areas. Located less than 5 minutes from Crocus Bay, guests can enjoy its beautiful beach and nearby restaurants.

Guest favourite
A modern kitchen area features a bar-style countertop accented with a mosaic design. Two high stools provide seating, while stainless steel appliances, including a refrigerator, are visible. Green cabinetry and neutral-toned flooring contribute to a clean, functional space.
Guest suite in The Valley
4.93 out of 5 average rating, 44 reviews

Hidden Treasure

Hidden Treasure is a unique place with a style of its own. Everything comes to life when contrasted against its hues of green and brings a sense of home that is difficult to escape. From the centrality of location to the variety of amenities offered within, this is a definite win!

Popular amenities for North Side holiday rentals

  1. Airbnb
  2. Anguilla
  3. North Side