Holiday rentals in North Side

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Top-rated holiday rentals in North Side

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

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Guest favourite

Villa in Island Harbour

5 out of 5 average rating, 20 reviews

Stunning Oceanfront Villa ~ Pool, Jacuzzi & Kayaks

Your 5 star Airbnb guest favorite oceanfront villa includes a private pool, hot tub and panoramic Caribbean views. Scilly Cay is right out front and only a 5 min drive to famous Shoal Bay. Wake up to the glowing turquoise sea from the master King Bed. Relax on the spacious lower & upper decks. Full kitchen, private office and outdoor shower. Enjoy kayaks, stand up paddleboards, additional club pool, decks & fire pit. Perfect for families or romantic getaway in paradise. Read our 5 star reviews!

Guest favourite

Rental unit in Simpson Bay

5 out of 5 average rating, 191 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Guest favourite

Rental unit in The Quarter

4.96 out of 5 average rating, 28 reviews

Thrush Nest View Studio Apartment

Forget your worries in this spacious and serene studio apartment designed for relaxation after a long day at the beach . Kick your feet up while enjoying a cup of coffee to the sunrise or a glass of wine to the sunset as this space provides panoramic views from every angle. Located in the centre of the island this vacation apartment is the ideal platform for exploring beaches, island tours and extraordinary dinning. Contemporary decor with modern amenities all can enjoy.

Guest favourite

Villa in Cul-de-Sac

4.95 out of 5 average rating, 100 reviews

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

VILLA JADE is a complex of 3 villas , feet in the water. VILLA JADE 3, our 2 bedroom villa is located in the Bay of Cul de Sac, facing the Ilet PINEL and the nature reserve with turquoise waters. Life is peaceful, kayak outings, idleness, BBQ ... You are 5 minutes from the fabulous Oriental Bay, its restaurants, bars and water activities... The 3 villas are terraced but very intimate and quiet, your only view is the sea....your only goal is to " enjoy"......

Guest favourite

Home in AI

4.83 out of 5 average rating, 75 reviews

Camellia House

You’ll love our place because of the beautiful views, tropical breezes, lots of outdoor space, light and bright tropical design. Our house is off the beaten tourist path and is designed to experience the local beauty. This oasis is a great place to relax and enjoy a Caribbean life style. Our place is great for couples and solo adventurers. We are close to beaches (five minute drive) and conveniently located within walking distance to a local supermarket.

Guest favourite

Guest house in Crocus Bay Beach

5 out of 5 average rating, 14 reviews

2bd Apt at Da'Vida's Crocus Bay #2

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 suite has a garden view and some ocean 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

Rental unit in North Side

4.92 out of 5 average rating, 48 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.

Superhost

Rental unit in North Side

5 out of 5 average rating, 4 reviews

Modern Spacious One Bedroom Unit

Gingerfalls Residences is your perfect “Home away from Home”…. Located in the central area of the island, you are within 15mins of all beaches and restaurants. This one bedroom one bathroom unit comes complete with its own laundry facilities, private entrance, secure parking and modern amenities. When you see it, we are confident you will return and bring friends!

Guest favourite

Villa in Philipsburg

4.98 out of 5 average rating, 250 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.

Guest favourite

Rental unit in Bad Cox Pond

4.89 out of 5 average rating, 27 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

Guest suite in The Valley

4.93 out of 5 average rating, 29 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!

Guest favourite

Rental unit in The Valley

4.96 out of 5 average rating, 54 reviews

Fully Equipped Island Apartment with Fruit Garden

Live out your island adventures at this cozy apartment. Unwind at this comfortable one bedroom. Enjoy the privacy of this home with the convenience of being located just 7-minute walk from local supermarket, Ashley and sons. The area feels peaceful and secluded.