Vacation rentals in North Side

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!

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.

Chic Apartment with Pool Access with Breakfast

Enjoy a relaxing stay at this modern one-bedroom apartment with shared pool and balcony views. The cozy bedroom, full kitchen, and bright living area are perfect for couples or solo travelers. Just minutes from Anguilla’s best beaches, your stay includes breakfast for two at Tasty’s POV, where fresh island flavors and local ingredients create a truly delicious start to the day. Comfortable, convenient, and full of Caribbean charm—your ideal getaway.

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.

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.

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.

Island Suite with a Cozy Fire Pit

Escape to our serene and romantic island suite in a quiet Anguilla village, just 10 minutes from pristine beaches. Perfect for two, this private retreat features a light-filled kitchen, a cozy living room, and a secluded patio with a fire pit for stargazing. Enjoy modern comforts like AC, high-speed Wi-Fi, and self-check-in for a seamless getaway. Your tranquil island escape awaits.

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.

Fountain Anguilla- Poolside Studio- 2 Queen Beds!

Fountain Anguilla Ocean View Studio Suite Fountain Anguilla by Refined Retreats- This hotel-style suite offers intimate luxury accommodations at an exceptional value with magnificent ocean views, private covered verandah with outdoor living, en-suite bathroom featuring walk-in shower with dual vanity and 2 luxurious queen size beds with premium linens.

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!

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.

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.