Vacation rentals in North Side

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in North Side

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

1 of 1 pages1 / 1
Guest favorite
A modern one-bedroom house is framed by a sleek security gate, ensuring privacy. A white car is parked in a gravel driveway, with landscaped greenery visible in the background. The clean lines of the building are complemented by large windows and a bright exterior.
Home in North Side
4.95 out of 5 average rating, 39 reviews

Beautiful newly built one bedroom entire house

A beautiful, newly constructed one bedroom house with modern styling. Highlights include fully air-conditioned space, king sized bed,dual 55 inch TVs with full IPTV channels and streaming services, security gate, security cameras on property, fully equipped kitchen, laundry room with washer and dryer and much, much more. The property is located centrally but offers utmost privacy. No expense was spared to provide a unique, high end experience for your pleasure. We look forward to welcoming you!

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, 17 reviews

Ocean View + Snorkel Access | 8 mins to Shoal Bay

Welcome to Clearview Villa, a 2-bedroom, 2-bathroom oceanview home in Island Harbour sleeping up to 5. The king bedroom has an ensuite bathroom, twin-size sleeper couch and direct patio access, while the queen bedroom sits across from a second bathroom. Enjoy a fully equipped kitchen, washer/dryer, A/C, beach gear and indoor/outdoor dining. Steps lead to the rocky shoreline for snorkeling, and Shoal Bay East is about 8 minutes away. A comfortable home base for families, couples and small groups.

Top guest favorite
Apartment in The Valley
5.0 out of 5 average rating, 19 reviews

Green Leaves Suite

Escape to the tranquil beauty of Anguilla and discover Green Leaves Suites, a modern and newly constructed Airbnb. Nestled in the peaceful village of Cedar Village, this charming 500 sq. ft. suite offers a cozy haven where comfort meets convenience, ensuring your stay is both enjoyable and memorable. Its prime location is a short four-minute drive from the island's capital. We are also just a five-minute drive from the stunning Crocus Bay and only fifteen minutes from world-famous Shoal Bay.

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, 85 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 favorite
A cozy bedroom is equipped with a spacious bed adorned with a green throw blanket. Light-colored curtains frame the windows, complementing the neutral wall color. A sleek dresser and bedside tables provide storage, while a full-length mirror reflects the room's modern design.
Apartment in The Valley
4.92 out of 5 average rating, 25 reviews

Modern 1BR Getaway *Car Rental Available*

Welcome to your cozy home away from home! This 1-bedroom apartment offers the perfect blend of comfort, style, and prime convenience—the ideal launching pad for exploring the island or unwinding in peace. ✨ Why you’ll love it: Warm, inviting, and beautifully designed to recharge after adventure. Fully equipped with modern amenities. 🚗 Exclusive Guest Perk: We offer a discounted car rental rate when bundled! Message us once reserved to secure your ride.

Superhost
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
4.92 out of 5 average rating, 48 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 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
4.97 out of 5 average rating, 59 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.

Top 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, 37 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
Apartment in North Side
4.9 out of 5 average rating, 103 reviews

KC Corner House

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.

Top guest favorite
A view of the house from the side shows vibrant green shutters and a landscaped area featuring indigenous plants. In the background, a sandy pathway leads to the beach, where boats can be seen on calm turquoise waters under a sunny sky.
Home in Sandy Ground
5.0 out of 5 average rating, 25 reviews

Rehenita’s Abode

Forget your worries in this house. It is surrounded with indigenous plants, palms and coconut trees. Located in Sandy Ground Village. A few more steps you are on the beach which features a slew of famous and delicious beach restaurants and bars. You can also go snorkeling along the reefs or enjoy the sunset while walking on the beach.

Guest favorite
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
4.9 out of 5 average rating, 110 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!

Guest favorite
A well-organized bedroom features a spacious bed dressed in soft linens, complemented by a blue throw blanket. A mirrored wardrobe and shelves offer ample storage, while a reflective mirror enhances the room's openness. Soft gray walls create a calm and balanced atmosphere.
Apartment in North Side
5.0 out of 5 average rating, 11 reviews

Jenna Ville Estate Unit 1-Cedar Haven Lower 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.

Popular amenities for North Side vacation rentals