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Holiday houses 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.
Apartment in Grand Case
4.98 out of 5 average rating, 55 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

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.
Apartment 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

Superhost
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, 64 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.

Guest favourite
Condo 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

Guest favourite
An outdoor space features a private pool surrounded by lounge chairs and a dining area with a large table. Palms sway gently in the breeze, framing views of the turquoise waters and lush hills. The deck is paved with light-colored tiles, enhancing the serene atmosphere.
Villa in Cul-de-Sac
4.95 out of 5 average rating, 120 reviews

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

VILLA JADE is a complex of 3 villas, on the waterfront. VILLA JADE 3, our 2 bedroom villa is located in Cul de Sac Bay, facing PINEL Island and the turquoise water nature reserve. Life is peaceful there, kayaking, relaxing, BBQ... You are 5 minutes from the fabulous Baie Orientale, its restaurants, bars and water activities... The 3 villas are adjoining but very private and quiet, your only view is the sea... your only goal is to "enjoy"......

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.
Condo 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
The exterior of a two-story villa is displayed, featuring a blue roof and white walls. Green grass surrounds the property, with potted pink flowers positioned near the walkway. Lush greenery and distant hills provide a natural backdrop against a blue sky with scattered clouds.
Home in Collectivity of Saint Martin
4.91 out of 5 average rating, 101 reviews

Coconut Beach Villa Sxm

Coconut Beach Sxm est une magnifique villa de 3 chambres équipée tout confort. Située à proximité du quartier des Restaurants de Grand case, et à quelques minutes de marche des plages de Happy Bay et Friars'Bay. C'est l'endroit idéal aussi bien pour les familles avec enfants que pour les séjours entre amis. Tout cela dans un environnement paisible et à proximité de toutes les commodités

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 - Heavenly Sea View - Pool

Welcome to Happy View in Mont Choisy, a privileged neighbourhood. You will find 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.

Guest favourite
Loft in Grand Case
4.94 out of 5 average rating, 108 reviews

Romantic Beachfront Loft in Grand Case - Sea View

Romantic loft with sea view from every corner, right on Grand Case Beach. Sip a mojito with your feet in the water, enjoy loungers reserved for guests, and fall asleep to the sound of waves when the music fades around 11 PM. Everything is within walking distance: restaurants, bars, bakery, shops. Modern comfort, air conditioning, and Caribbean charm.

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, 293 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.

Popular amenities for Happy Bay holiday rentals

Destinations to explore

  1. Airbnb
  2. Saint Martin
  3. Happy Bay