Holiday rentals in Shoal Bay

Sunset 2BR 2BH House in Cupecoy with Private Pool

This Brand New Luxurious town house is perfectly located in the sought after area of Cupecoy. Offering a perfect blend of comfort, convenience & Caribbean charm for a memorable stay that fits perfectly to your weekend getaways, staycation, or work from home This house will bring your Caribbean dream vacation come true. It is walking distance to the Cupecoy beach and just 5 minutes drive from MulletBay & Maho Beach It has a private plunge pool and a rooftop terrace with amazing lagoon views.

Luxury Oceanfront Villa | Private Pool & Hot Tub

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!

Anguilla Sunrise Penthouse - 2 bed/2-bath

The Sunrise Penthouse at “Andy's Castle” mixes modern style & affordability. Just minutes drive away (not walkable) from the "World’s Best Beach" Shoal Bay, this blissful 2200 sq. ft. unit (37 steps up) is an open concept, with a spacious kitchen with island/bar, large eating area with picture window, living room area and reading nook. The two large bedrooms each have queen beds, large closets and en suite bathrooms. A large breezy balcony is perfect for relaxing and unwinding in paradise!

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

Jungle Cottage Orient Bay, Charming and authentic

Located in the heart of Orient Bay, this cottage of 45m2 is perfect for two adults or a couple with a small family (1 ou 2 kids). The bungalow is perfectly located near the charming beach of Orient Bay, restaurants and shops (2 minutes car ride, 5 minutes bike ride or a 10 minutes walk). The Jungle Cottage is located in a secured area, with an electronic front door and a private parking. Wifi and A/C included. The bungalow also includes a well equipped kitchen with plenty of utilities.

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.

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Modern Studio - 3 min drive to Rendezvous Bay

Your island adventure starts at Merrivale Residence! Just minutes from Rendezvous Bay, this spacious studio is perfect for explorers and beach lovers. With high-end finishes, walk-in closet, workstation, full kitchen, washer/dryer, Wi-Fi, Netflix, central A/C and a patio to unwind after a day of discovery. Whether you're working remotely, exploring Anguilla, or simply soaking up the sun. Merrivale is where comfort meets convenience in paradise.

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.

Beachfront Luxury Suite with Sea View Grand Case

A rare beachfront stay in Grand Case. Suite 5 at Residence Mogador features 2 king bedrooms, an elegant shared bathroom, and a spacious terrace with panoramic sea views. Located directly on the beach, this bright and stylish suite is perfect for a getaway with friends or family. Secure residence with sun loungers, direct access to turquoise water, and the best restaurants of Grand Case just a short walk away.

Sea view terrace - Beachfront Studio

Newly listed beachfront studio with a spacious sea-view terrace and sunbed. Compact but well equipped, with a queen bed and brand-new high-quality mattress (Dec ’25), kitchen, and bathroom with shower. Direct beach access in under a minute and 5 shared loungers. We also host another unit here with a 4.93 rating (see our Airbnb host profile).

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!