Some info is shown in its original language. Translate

Holiday houses in North Side

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in North Side

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

1 of 1 pages1 / 1
Top Guest favourite
A modern kitchen features sleek black cabinetry and a large refrigerator. A ceiling fan provides airflow in the airy space. A small dining table is set for relaxation, while various kitchen appliances are arranged neatly on the countertops. Natural light enters through a window with light-filtering shades.
Home in North Side
5 out of 5 average rating, 35 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 favourite
A bright terrace dining area features a large white table surrounded by six chairs. A Weber grill is positioned nearby, and stunning views of the turquoise sea and anchored boats are visible through expansive glass walls, allowing natural light to fill the space.
Apartment in Sandy Ground
5 out of 5 average rating, 39 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

Top Guest favourite
An expansive terrace features a private pool and lounging area, offering unobstructed views of the serene blue ocean and nearby sailboats. The space is surrounded by greenery, creating a tranquil outdoor environment for relaxation.
Loft in Marigot
4.99 out of 5 average rating, 191 reviews

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Top Guest favourite
Apartment in St Martin
5 out of 5 average rating, 21 reviews

07 yellow cliff

07 YELLOW CLIFF is a brand-new, stylish two-bedroom with breathtaking views of the ocean and a beautiful panoramic of Cul de sac, Orient bay, Tintamarre island and St. Barths from your private terrace. Bright, fully equipped, and tastefully decorated, it offers comfort and elegance with easy access and parking at your door. Enjoy a tranquil setting close to beaches, restaurants, and shops — the perfect spot for couples, friends, or family to relax and soak in paradise

Guest favourite
Home in AI
4.95 out of 5 average rating, 43 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
Apartment in North Side
5 out of 5 average rating, 24 reviews

Island Suite with Private Fire Pit

Book your stay and the concierge handles Anguilla for you. Ferry coordination, rental car, restaurant reservations, and a welcome spread waiting when you arrive. All sorted before you land. ⭐ What guests say • “Better in person than the photos” • “No other host does all this” • “Would not stay anywhere else in Anguilla” Every single guest. Every single time. Five stars. Check availability before your dates go.

Guest favourite
A sandy beach stretches along the coastline, complemented by gentle waves lapping at the shore. Palm trees provide shade, while a pier extends into the water in the background, underneath a clear blue sky adorned with scattered clouds.
Guesthouse in Crocus Bay Beach
4.97 out of 5 average rating, 29 reviews

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.

Guest favourite
Apartment in The Valley
4.91 out of 5 average rating, 23 reviews

SYL Apartment – Modern Cozy Getaway w/ Car Rental

Welcome to your cozy home away from home! This newly built one-bedroom apartment offers the perfect blend of comfort, style, and convenience — ideal for couples, solo travelers, business trips, or a relaxing island getaway. Thoughtfully designed with modern amenities and a warm, inviting atmosphere, this space is perfect for unwinding after a day of exploring or simply enjoying a peaceful stay.

Guest favourite
Condo in Swing High
5 out of 5 average rating, 14 reviews

Deany's Uptop Luxury Suite 6

Enjoy the lucious island breeze and admire Anguilla's sensational view at Deany’s UpTop Luxury Suite. This short-term rental property provides high-quality, private accommodation in a desirable location in Anguilla. This recently upgraded apartment offers the ultimate blend of comfort and elegance, making it perfect for couples, friends, or private getaways.

Top Guest favourite
A spacious outdoor living area is framed by elegant pillars, showcasing stunning views of the tranquil Caribbean Sea. Comfortable seating is arranged for relaxation, while the distant silhouette of a nearby island adds to the serene coastal ambience.
Townhouse in Sint Maarten
4.98 out of 5 average rating, 103 reviews

Indigo Bay Villa Poolside - Ocean 14

Experience refined Caribbean living in this enchanting 2-bedroom villa, nestled within the exclusive Indigo Bay community of St. Maarten. This beautifully designed villa offers a perfect blend of comfort, style, and outdoor elegance, making it an ideal retreat for those seeking tranquility and luxury.

Guest favourite
A sunlit pool area features a crystalline infinity pool overlooking the ocean. Chaise lounges are arranged around the pool deck, complemented by tropical greenery. The modern guesthouse, with multiple levels, provides expansive views of the water and invites relaxation in a serene environment.
Cottage in Island Harbour
4.9 out of 5 average rating, 102 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 favourite
Apartment in North Side
5 out of 5 average rating, 10 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 holiday rentals

  1. Airbnb
  2. Anguilla
  3. North Side