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Vacation rentals in Happy Bay Beach

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Top-rated vacation rentals in Happy Bay Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Villa in Mont choisy
5 out of 5 average rating, 6 reviews

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 đŸ–„ïž US Cable TV: sports, news & movies đŸ›ïž 3 ensuite bedrooms with luxury mattresses & safes 🔊 Sonos sound system for indoor & outdoor vibes 📍 Prime location: near Grand Case, Orient Bay & Anse Marcel đŸ„ 2 min from bakery & grocery store ✈ 20 min from airport & nightlife Enjoy comfort, convenience, and Caribbean vibes – book your stay now!

Top guest favorite
Apartment in Simpson Bay
5 out of 5 average rating, 236 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 favorite
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.
Vacation home in MONT CHOISY-SAINT MARTIN
4.86 out of 5 average rating, 73 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 favorite
Apartment in St Martin
5 out of 5 average rating, 15 reviews

07 yellow cliff

07 YELLOW CLIFF is a brand-new, stylish two-bedroom with breathtaking views of the ocean and a beautiful panoramic of Cul de sac, Orient bay, Tintamarre island and St. Barths from your private terrace. Bright, fully equipped, and tastefully decorated, it offers comfort and elegance with easy access and parking at your door. Enjoy a tranquil setting close to beaches, restaurants, and shops — the perfect spot for couples, friends, or family to relax and soak in paradise

Guest favorite
An aerial view of the villa showcases its modern architecture with a terracotta-tiled roof and expansive outdoor spaces. A large infinity pool reflects the surroundings, while shaded areas with loungers and a fire pit area provide spaces for relaxation and gathering.
Villa in Upper Prince's Quarter
4.95 out of 5 average rating, 118 reviews

The Blue Door Villa - 4 bed ocean view home

At the Blue Door Villa, we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service.

Top guest favorite
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, 186 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 mÂČ 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

Top guest favorite
Home in saint martin
5 out of 5 average rating, 18 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.

Guest favorite
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 in SAINT-MARTIN
4.94 out of 5 average rating, 18 reviews

Sunset View

Un havre de sĂ©rĂ©nitĂ© avec des vues magnifiques SituĂ© 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 climatisĂ©es, d’un salon spacieux avec TV, d’une cuisine entiĂšrement Ă©quipĂ©e et d’un spa gonflable. Profitez d’un accĂšs privĂ©, d’un parking et du charme vibrant de Saint-Martin !

Top guest favorite
Loft in Grand Case
4.94 out of 5 average rating, 129 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 CafĂ©. 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.

Guest favorite
A beachfront terrace features modern white lounge chairs and a dining table, overlooking the crystal clear waters. A grill is positioned nearby, and a cooler rests beside an ice bucket, enhancing the inviting coastal experience.
Apartment in Sandy Ground
4.96 out of 5 average rating, 28 reviews

Luxury Beachfront Enclave Unit 2

Luxury brand new beachfront residence directly on beautiful Sandy Ground Beach. This spacious second 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.

Guest favorite
Home in orient bay
5 out of 5 average rating, 7 reviews

Beautiful villa with private swimming pool.

Orient Bay, Majorca residence, this villa is close to beaches and restaurants and has a beautiful view of Saint Barth. Its incredible terrace with its private swimming pool will enchant you for sure! A fantastic house that will make you have an unforgettable vacation! Beach towels, bath towels, sheets are provided. The villa is equipped with a tank in case of a water cut.

Top guest favorite
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.
Apartment in Indigo bay
4.94 out of 5 average rating, 126 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.

Popular amenities for Happy Bay Beach vacation rentals

Destinations to explore

  1. Airbnb
  2. Saint Martin
  3. Happy Bay Beach