Holiday houses in North Side

5 out of 5 average rating, 26 reviews

Home in North Side

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!

Home in Shoal Bay Village

5 out of 5 average rating, 48 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.

4.97 out of 5 average rating, 39 reviews

Apartment in The Quarter

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.

4.84 out of 5 average rating, 83 reviews

Home in AI

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.

4.96 out of 5 average rating, 28 reviews

Home in AI

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.

5 out of 5 average rating, 20 reviews

Apartment in The Valley

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.

4.9 out of 5 average rating, 67 reviews

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.

4.8 out of 5 average rating, 5 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!

5 out of 5 average rating, 7 reviews

Condo in The Valley

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!

Apartment in Bad Cox Pond

4.76 out of 5 average rating, 45 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.

5 out of 5 average rating, 8 reviews

Jenna Ville Estate Unit 2 - Gardenia Upper 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.

Guest suite in The Valley

4.95 out of 5 average rating, 40 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!

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Popular amenities for North Side holiday rentals

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in North Side

Apartment in AI

5 out of 5 average rating, 14 reviews

The Hidden Cottage-Shoal Bay East 5 minutes drive

ThomasRating, 5 stars6 months ago

Thanks Demi for the continuous support prior and during our stay! 🙏🙏🙏 This is a ham-friendly QTH, situated apart from any QRM sources, almost on top of Welches Hill with great take off angles to EU, US, JA, AF and with quiet some space in the back of the garden. Accomodation was clean and had all we needed!

Apartment in Island Harbour

5 out of 5 average rating, 11 reviews

Ocean Cave is the Best.

KalaRating, 5 stars1 month ago

Maggie was a wonderful host. Very sweet and helpful. We enjoyed our stay very much.

5 out of 5 average rating, 9 reviews

Condo in Swing High

Deany's Uptop Luxury Suite 6

KarmynRating, 5 stars1 month ago

Our stay at the Condo in Swing High was absolutely incredible. Kevin’s space was spotless, beautifully modern and exactly as pictured, if not better. It had everything we needed for a comfortable and relaxing overnight stay. Their hospitality was top tier. From the moment we arrived, they went above and beyond to make sure we felt welcomed and even provided a rental car upon same day request. Also, they gave us great suggestions on where to visit which truly enhanced our experience on the island. I would highly recommend this place to anyone visiting Anguilla. We’ll be back for sure.

Home in Upper Prince's Quarter

5 out of 5 average rating, 6 reviews

Aman Oceanview

KeeshaRating, 5 stars3 weeks ago

Irene was such a great host, she was very helpful and friendly. Greeted us with champagne and made us feel at home in the luxurious property. She had a handful of resources for our stay and was readily available for questions. I plan on coming back to the property. The views were absolutely stunning.

5 out of 5 average rating, 6 reviews

Breakfast Package | Concierge | 10mins to Beach

LynnseyRating, 5 stars3 weeks ago

Our stay at Javan's place was amazing! Javan and his co-hosts were very friendly and attentive during the stay, and providing a welcome basket was so nice and appreciated. The whole house was super clean and provided everything we needed in a stay: the wifi was super fast, the ac in the bedrooms was very cold, the shower had great pressure and hot water, and the kitchen had everything we needed to cook great meals. It's a good location, close to a grocery store and a row of good restaurants and a short drive to Shoal Bay Beach, an amazing beach!! A perfect stay in Anguilla!

4.92 out of 5 average rating, 13 reviews

Apartment in Grand Case

Sea View Studio with Infinity Pool – Romantic Stay

KatieRating, 5 starstoday

We loved our visit in Grand Case! Pauline was great with communication. The apartment is exactly described and just like what others have said about the sunning view from the pool. It’s in a great location to downtown, the market, beach, and perfect to just stay and relax all day too.

Home in North Hill Village

4.83 out of 5 average rating, 18 reviews

Cloud Cottage- Cliffside villa

ReginaRating, 5 stars1 month ago

First, the view from the house is absolutely breathtaking! The photos don't do the house or the view justice. The house looks better in person than it does in the listing photos - pristine and bright. Plus there is air conditioning in EVERY room, not just the bedrooms, so we stayed cool. Even though we had a rental car, we were met at the airport, escorted to the rental car agency and then to the house. The concierge service was also first-rate. We used it for everything from stocking the refrigerator, to restaurant and activity suggestions and reservations, to booking transfers, to arranging a private chef to cook an Easter dinner that our finicky teenager described as the best meal he'd ever had. The location is central to great beaches, resorts where you can get day passes, golf at the stunning Aurora and everything we wanted to do. Can't say enough great things about Enesh's place. Wish we could have stayed longer.