
Vacation rentals in North Side
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Top-rated vacation rentals in North Side
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Enclave 3 Luxury Beachfront Penthouse
Luxury brand new beachfront penthouse directly on beautiful Sandy Ground Beach. This spacious third 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. Amenities include Viking appliances, SONOS in ceiling speakers, Tempurpedic mattresses, and much more

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.

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.

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.

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.

1 bd Apt at Da'Vida's Crocus Bay #3
Your family will be close to everything when you stay at this centrally-located place. We are located in Crocus Bay. The Cottages are part of the property of Da'Vida Beach Club restaurant. This cottage has a garden view and is a 20 second walk to the beach. We are close to the capital, The Valley. And we are 5 minutes from Airport. We are midway between the resorts in the West and popular Shoal Bay East.

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.

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.

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.

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!

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.

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!
Popular amenities for North Side vacation rentals
Other great vacation rentals in North Side

The Garden Room, Idyllic Space, Centrally located.

Ocean Cave is the Best.

Milly's Inn 1

♥ Our House / Your House ♥

Turtle Dove Studios - Modern Space For Two

Deany's Uptop Luxury Suite 6

Sea view terrace - Beachfront Studio

Harmony at Bayview Homes
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