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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 tranquil view of the Caribbean Sea is captured from a cozy sleeping area, featuring a spacious bed with light-colored linens. The scene is framed by flowing white curtains, leading to a covered terrace adorned with a thatched gazebo and beachside furniture.
Flat in Grand Case
5 out of 5 average rating, 47 reviews

Charming apartment on the beach, 1 or 2 bedrooms

This new, full of charm apartment located on the beach, in the heart of Grand-case has its own sandy garden, beach chairs and direct beach access . Enjoy a stunning full view on Creole rock and Anguilla. It's a privileged spot in town and even in the island. Sea view from your bed, from the salon/kitchen area, wide covered terrace with sofa, red wood deck and gazebo covered with real braided palm leaves. True caribbean style! * Unique * * Unbeatable location * * High speed wifi * * Parking*

Guest favourite
A balcony terrace features a round glass table with a potted plant in the center. Two chairs are situated around the table, with one chair covered in turquoise fabric. In the background, a view of the turquoise water and sailboats is visible, framed by greenery.
Flat in Grand Case
4.91 out of 5 average rating, 105 reviews

lovely 1 bedroom beach front property

Come stay in one of our comfortable apartments! our Apartment is located on the first floor ( and only floor) in one of saint-martin's most popular areas Grand case Boulevard, 2 min from Grand case airport, walking distance from a variety of popular restaurants, local dishes, boutiques and of course just a few steps from the private yard you'll be toes deep on the beach. You can also rent a car with us ( airport pick up included) so that you can get around the island. contact us for more info

Top guest favourite
Large glass sliding doors open to a sunny outdoor deck with views of the turquoise ocean. Comfortable lounge chairs and a dining table are visible among tropical palm trees. The living area features a soft gray couch and a wall-mounted TV, creating an inviting indoor space.
Flat in Simpson Bay
5 out of 5 average rating, 220 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

Top guest favourite
A patio area is visible, featuring a private pool beside comfortable loungers, adorned with orange towels. A shaded dining space with a table is positioned near the water's edge, with picturesque views of the bay and surrounding landscape.
Villa in Cul-de-Sac
4.99 out of 5 average rating, 156 reviews

VILLA JADE 1: FEET IN THE WATER/POOL SUITE

VILLA JADE is located in the bay of "FRENCH CUL DE SAC". It is a beachfront complex consisting of 3 private villas. VILLA JADE 1 is a suite for 2 people with a private pool. The villas are quiet and private... your only view is the sea. The bay of "FRENCH CUL DE SAC" is 5 minutes from ORIENT BAY, touristy with restaurants, bars, water activities, but also a few minutes from GRAND CASE, our typical little village with gourmet restaurants by the sea....

Guest favourite
Apartment in Grand Case
4.95 out of 5 average rating, 19 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 in Marigot
4.99 out of 5 average rating, 170 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
Home in Saint Martin
5 out of 5 average rating, 5 reviews

Villa Josefa SXM · Ocean View Above Friar’s Bay

✨ Perched above Friar’s Bay, this villa offers a breathtaking view from Maho to Anguilla. 🏡 3 ocean-view master suites, kitchen ready for a private chef. Upstairs, a covered terrace becomes a peaceful refuge facing the sea for up to 10 guests. 🌊 Pool surrounded by a suspended deck, pergola & evening serenity. 🌴 Gated residence, beaches within walking distance. Here, luxury, nature and sunsets are lived more than described.

Top guest favourite
A scenic view captures a calm lagoon reflecting the sky, with lush greenery surrounding the water. In the foreground, a vibrant blue swimming pool is visible beside the lagoon, while the coastline gently curves into the distance. Coastal homes can be seen on the hills beyond.
Apartment in Collectivité de Saint-Martin
4.97 out of 5 average rating, 33 reviews

See you in St-Martin – Balcony on the Blue

Favorite apartment, ideally located on the heights of Mont Choisy, between the picturesque beaches of Friar's Bay and Happy Bay, offers an exceptional residence in the heart of the French part. Nestled in a small condominium of 9 lots, this elegant accommodation has a swimming pool with breathtaking views of the Caribbean Sea and Anguilla. A true pearl and an idyllic setting for a privileged life! ​

Guest favourite
An inviting outdoor space features a private pool surrounded by lush greenery and sea views. Comfortable lounge chairs are positioned nearby, providing a serene spot to relax. Sunlight reflects off the water's surface, creating a tranquil atmosphere.
Flat in Indigo bay
4.95 out of 5 average rating, 108 reviews

Independent apartment at the bottom of the villa – Indigo Bay

The Villa Stella apartment welcomes you in a unique setting with spectacular views of the Caribbean Sea. Located in a 24-hour secure residence, tranquility awaits. You will be just an 8-minute walk to Indigo Bay Beach and close to shops and restaurants in the Dutch side. Composed of 2 bedrooms and 2 bathrooms, you can relax in the pool/jacuzzi overlooking the bay.

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 in Saint Martin
4.94 out of 5 average rating, 162 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

Top guest favourite
A covered terrace features two lounge chairs positioned beside a serene blue pool, which reflects the sunny sky. Columns provide structural support, creating an open space showcasing views of the Caribbean Sea and surrounding greenery, with palm trees gently swaying in the background.
Home in St Martin
5 out of 5 average rating, 7 reviews

Villa Happy View - Paradise Sea View - Pool

Welcome to Villa Happy View, a charming, air-conditioned villa with private pool, located in a quiet and secure residence. Enjoy panoramic views of the Caribbean Sea, quick access to the beaches of Friar's Bay and Happy Bay on foot, and complete comfort for an unforgettable vacation for families or friends.

Top guest favourite
An infinity pool extends toward the horizon, offering uninterrupted views of the Caribbean sea. The clear blue water reflects the sky, creating a serene atmosphere. Gentle slopes of greenery frame the scene, with a distant island visible on the water's surface.
Villa in Philipsburg
4.99 out of 5 average rating, 292 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.

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Destinations to explore

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  3. Happy Bay