
Vacation rentals in North Side
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Top-rated vacation rentals in North Side
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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!
4.95 out of 5 average rating, 39 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.
5.0 out of 5 average rating, 17 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.
5.0 out of 5 average rating, 19 reviews
Enclave 3 Luxury Beachfront Penthouse
Luxury brand new beachfront penthouse directly on beautiful Sandy Ground Beach. This spacious third 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. Amenities include Viking appliances, SONOS in ceiling speakers, Tempur-pedic mattresses, and much more
5.0 out of 5 average rating, 44 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.
5.0 out of 5 average rating, 85 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.
4.92 out of 5 average rating, 25 reviews
Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station
5.0 out of 5 average rating, 202 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.
4.92 out of 5 average rating, 48 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.
4.97 out of 5 average rating, 60 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.
4.9 out of 5 average rating, 103 reviews
Villa Dream View Belair Sint Maarten SXM
Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.
4.99 out of 5 average rating, 338 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!
4.9 out of 5 average rating, 110 reviewsPopular amenities for North Side vacation rentals
Other great vacation rentals in North Side

Serenity Seascape | 2BR Retreat, 270° Oceanviews
5.0 out of 5 average rating, 11 reviews
Desert Rose Cottage
4.97 out of 5 average rating, 60 reviews
2bd Apt at Da'Vida's Crocus Bay #2
4.93 out of 5 average rating, 41 reviews
Rehenita’s Abode
5.0 out of 5 average rating, 25 reviews
Creative Suite: Modern Studio Unit
5.0 out of 5 average rating, 91 reviews
The Studio at AXA Farmhouse
4.72 out of 5 average rating, 64 reviews
3 Level Loft Apartment
5.0 out of 5 average rating, 10 reviews
CARTeas Lemongrass Studio Suite
5.0 out of 5 average rating, 8 reviewsDestinations to explore
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