Vacation rentals in North Side

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Top-rated vacation rentals in North Side

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Guest favourite

Home in North Side, Anguilla

5.0 out of 5 average rating, 14 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!

Sep. 9 – 16

$218 CAD per night

Guest favourite

Home in Island Harbour, Anguilla

5.0 out of 5 average rating, 5 reviews

Oceanfront Villa With Pool Jacuzzi Near Shoal Bay

Your 2 bedroom oceanfront villa includes a private pool, hot tub & breathtaking caribbean views of Scilly Cay, Island Harbor. 5 minute drive to Shoal Bay. One of a kind sunrises from oceanfront terraces. Wake up to endless Caribbean turquoise views from the master King Bed. Relax on the spacious lower and upper decks . Take a dip in the pool or sea. Outdoor shower. Access additional club pool, common area and fire pit. Perfect for a family or romantic getaway. Welcome to Arawak Beach Villa.

Oct. 3 – 10

$613 CAD per night

Superhost

Home in Shoal Bay Village, Anguilla

4.92 out of 5 average rating, 13 reviews

Shoal Bay Coastal Sanctuary, Anguilla

Shoal Bay Coastal Sanctuary is located directly on the coast with beautiful unobstructed views of the sea. It's a gracious two story home of 3 bedrooms and 3 full bathrooms--the lower level is comprised of 2 bedrooms on either side of an open plan "kitchen / dining room / living room" with the penthouse bedroom on the upper level. All rooms face onto the Caribbean and overlook the freshwater pool--every room is fully screened and air conditioned and graciously decorated in a Caribbean motif.

Apr. 17 – 24

$1,127 CAD per night

Guest favourite

Apartment in The Quarter, Anguilla

5.0 out of 5 average rating, 22 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.

Jun. 11 – 18

$183 CAD per night

Guest favourite

Home in AI, Anguilla

5.0 out of 5 average rating, 7 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.

Sep. 8 – 15

$466 CAD per night

Guest favourite

Guesthouse in Crocus Bay Beach, Anguilla

5.0 out of 5 average rating, 9 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.

Jan. 2 – 9

$601 CAD per night

Superhost

Apartment in North Side, Anguilla

4.88 out of 5 average rating, 34 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 village 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.

Aug. 28 – Sep. 4

$124 CAD per night

Guest favourite

Apartment in Mount Fortune, Anguilla

5.0 out of 5 average rating, 45 reviews

Fortune Estate (Car rental available)

Newly built modern cozy apartment with remote gate access, back up generator and perimeter security camera system located in Mount Fortune on the eastern end of the island. Five minutes driving access to grocery stores, Island Harbour beach and the restaurants thereon like Falcon Nest. 10 minutes drive from the famous Shoal Bay beach.

Jul. 6 – 13

$187 CAD per night

Guest favourite

Cottage in Cul-de-Sac, St. Martin

4.98 out of 5 average rating, 101 reviews

VILLA JADE 2: WATERFRONT/ POOL

VILLA JADE is a complex of 3 villas located in THE BAY OF ASS DE SAC and its islets ... VILLA JADE 2 is a spacious suite/sea view for 2 people seafront, with private pool. The 3 villas are adjoining but very quiet and intimate. Your only view is the sea... Direct access to the sea by a pontoon, and kayaks at your disposal.

Sep. 3 – 10

$372 CAD per night

Guest favourite

Villa in Philipsburg, Sint Maarten

4.99 out of 5 average rating, 224 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.

Oct. 12 – 19

$658 CAD per night

Superhost

Apartment in Bad Cox Pond, Anguilla

4.88 out of 5 average rating, 17 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.

May 4 – 11

$162 CAD per night

Guest favourite

Guest suite in The Valley, Anguilla

4.91 out of 5 average rating, 23 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!

May 21 – 28

$199 CAD per night