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Holiday rentals in Happy Bay

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Top-rated holiday rentals in Happy Bay

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Top guest favourite
A sandy garden is visible, featuring beach chairs and an umbrella, with a clear view of the beach and sea. A wood deck houses outdoor furniture, illuminated by string lights. Tropical plants surround the area, offering a relaxed atmosphere and easy beach access.
Flat in Grand Case
4.98 out of 5 average rating, 59 reviews

Best location of the beach! Charming apartment!

This unique and pretty appartment located on the beach, in the heart of Grand-Case has its own little sandy garden, beach chairs and direct beach access . Enjoy a stunning full view on Creole rock and Anguilla. The location in the village and on the beach will make you feel privileged. An Incredible choice of food and entertainment options await you just a short walk away. Groceries, Pharmacy, shopping... New studette on the street side is ready now for two more guests. Pictures coming soon

Superhost
Villa in saint martin
4.73 out of 5 average rating, 11 reviews

Villa Sunset View – Steps from Friar’s & Happy Bay

🌅 Sunset View – Steps from Friar’s & Happy Bay Experience luxury and comfort just steps from Friar’s Bay and Happy Bay ❄️ Fully air-conditioned 🖥️ US Cable TV: sports, news & movies 🛏️ 3 ensuite bedrooms with luxury mattresses & safes 🔊 Sound system for indoor & outdoor vibes 📍 Prime location: near Grand Case, Orient Bay & Anse Marcel 🥐 5 min from bakery & grocery store ✈️ 20 min from airport & nightlife Enjoy comfort, convenience, and Caribbean vibes – book your stay now!

Top guest favourite
Flat in Simpson Bay
5 out of 5 average rating, 224 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
A bright kitchen area features a round white table surrounded by four chairs. Appliances, including a washing machine, are positioned conveniently. An expansive window offers unobstructed views of the sea, and a stylish light fixture adds a contemporary touch to the space.
Holiday home in MONT CHOISY-SAINT MARTIN
4.86 out of 5 average rating, 66 reviews

Mont Choisy "Amazing sea view & Spa" 2BD+Sofa

Relax in this peaceful and elegant accommodation, featuring a private jacuzzi and breathtaking views of the Caribbean Sea, the Dutch side of the island, Terre-Basse, and Anguilla. Enjoy stunning sunsets from your terrace. A well-maintained pedestrian path allows you to reach the idyllic Happy Bay beach and the popular Friar’s Bay beach in just 5 minutes. Ideally located just a few minutes from Grand Case — the island’s culinary hotspot — as well as Marigot and Orient Bay.

Top guest favourite
Apartment
4.95 out of 5 average rating, 22 reviews

Beachfront Grand Case - Sea view - Brand new

All Renovated ! New ! Come and stay for up to 6 people in this amazing duplex apartment on Grand Case beach Located on the 2nd floor with elevator, on the first level: kitchen open to the living room with convertible sofa, terrace overlooking the beach, a queen size bedroom, bathroom/WC, a guest toilet. Upstairs: a bedroom with 2 single beds or a king size bed of your choice, bathroom/wc Air conditioning, wifi Parking and WATER CISTERN Beach access

Top guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft
4.99 out of 5 average rating, 174 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with deckchairs, garden furniture, outdoor table and BBQ * Office space * 100 Mbps WiFi * 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, shops and other stores * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Top guest favourite
A stunning view of the turquoise sea is visible from a private balcony, featuring a railing with vertical bars. The sandy beach is directly accessible, framed by palm trees and distant hills under a clear blue sky with scattered clouds.
Flat in Grand Case
4.95 out of 5 average rating, 103 reviews

"Blue beach" On the beach with a AMAZING VIEW

" Blue beach "est un Appartement situé au deuxième étage dans une Résidence les pieds dans l'eau avec une vue exceptionnelle à 180° sur la mer des CARAÏBES et a un accès direct sur la plage de Grand Case. Proche du centre du village bien reconnu pour sa gastronomie , ainsi que de tous les commerces et de l'aéroport coté Français. Idéal pour un couple d'amoureux, entre amis ou pourquoi pas en famille .

Guest favourite
A spacious terrace features wooden flooring, with comfortable seating arranged for relaxation. Lush greenery is visible alongside the edge, and a stunning view of the sea is showcased in the background, complemented by a partially cloudy sky.
Home
4.93 out of 5 average rating, 14 reviews

Sunset View

Un havre de sérénité avec des vues magnifiques Situé dans un cadre verdoyant et paisible, cet appartement offre une vue imprenable sur la mer et le lac, avec de superbes couchers de soleil chaque soir. Il dispose de 2 chambres climatisées, d’un salon spacieux avec TV, d’une cuisine entièrement équipée et d’un spa gonflable. Profitez d’un accès privé, d’un parking et du charme vibrant de Saint-Martin !

Top guest favourite
Loft
4.93 out of 5 average rating, 113 reviews

Beachfront Loft in Grand Case - Sea View

An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.

Top guest favourite
A bright living area features two comfortable sofas adorned with yellow cushions, facing large glass doors that provide a clear view of the sea. A small coffee table sits on a textured area rug, surrounded by woven poufs and a lush green plant, creating a refreshing space.
Flat
5 out of 5 average rating, 17 reviews

Ocean sound new owner

Wake up to ocean views 🌊 in this cozy beachfront duplex in Grand Case 🏝️. Enjoy a bright living area, fully equipped kitchen, and a bedroom with a private terrace overlooking Anguilla 🇦🇮. Wi-Fi everywhere – even on the beach! Walk to top-rated restaurants 🍷 or nearby Friar’s & Happy Bay 🌿. Free parking 🚗. Perfect spot for relaxing, dining, and soaking up island charm ☀️.

Superhost
A spacious bedroom features a large queen-size bed with neutral linens, complemented by decorative pillows. Two vibrant palm tree paintings adorn the wall above the bed. Sliding glass doors open to a private terrace, allowing for natural light and views of the sea.
Flat in Grand Case
5 out of 5 average rating, 3 reviews

Palm Dream • Ocean View + Private Terrace

Wake up to ocean views from your private terrace in this refined suite at Résidence Mogador. King-size bed (or twin setup), stylish décor, direct beach access, and no need for a car — everything’s within walking distance. A rare gem in Grand Case, where luxury meets ease, and everything can be delivered for total peace of mind.

Guest favourite
A modern studio layout features a comfortable sleeping area with a spacious bed, accented by orange and neutral tones. A kitchenette with a sink and microwave is visible, alongside a flat-screen television mounted on the wall, enhancing the functional space.
Flat
4.94 out of 5 average rating, 165 reviews

Luxurious studio (2) located in the heart of Grand Case

4 fully renovated studios, well equipped and finely decorated. They are located in the heart of the village of Grand Case above a restaurant renowned on the island, they are soundproofed and next to all activities, bars, restaurants, supermarkets and of course the beach which is a few meters from the accommodation

Popular amenities for Happy Bay holiday rentals

Destinations to explore

  1. Airbnb
  2. Saint Martin
  3. Happy Bay