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Beachfront holiday rentals in Happy Bay

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Happy Bay

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

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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

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

4.93 out of 5 average rating, 123 reviews
Guest favourite
A vibrant blue gate opens to reveal a sandy beach and calm waters. Decorative pots with blooming pink flowers frame the entrance, accompanied by lush green leaves. In the distance, sailboats can be seen on the horizon under a cloudy sky.
Flat in Simpson Bay

Apartment on the beach

Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

4.89 out of 5 average rating, 246 reviews
Top guest favourite
Flat in Simpson Bay

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

5.0 out of 5 average rating, 252 reviews
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

Charming apartment on the beach, 1 or 2 bedrooms

Full of charm apartment located on the best place of the beach, in the heart of Grand-case. It 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 shaded outoor gazebo. True caribbean style! * Unique * * Unbeatable location * * High speed wifi * * Parking*

5.0 out of 5 average rating, 74 reviews
Top guest favourite
A spacious terrace is presented with a wooden dining table surrounded by four chairs, complemented by a selection of fresh fruit. Sun loungers are positioned for relaxation, with a view of the turquoise water and sailboats visible in the distance.
Flat in Simpson Bay

Simpson bay beach, spacious, beautiful views!

Amazing spacious 3 bedroom, 2 bathroom apartment with awesome location in the heart of Simpson Bay. location, location, location in the middle of it all. Right across the 2.5 mile beautiful Simpson Bay Beach, it is not directly on the beach but 25 steps away. All the beach necessities are there to enjoy, beachchairs, snorkeling gear, fishing rod and even 2 kayaks. You can walk to many nearby restaurants, grocery stores and other shops. Public transportation is also steps away.

5.0 out of 5 average rating, 156 reviews
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 Saint Martin

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.

4.87 out of 5 average rating, 77 reviews
Top guest favourite
A serene beachfront view is presented through sliding glass doors, showcasing a private terrace with a small round table and two chairs. Palm trees gently sway in the breeze, framing the clear turquoise sea and sandy beach beyond.
Apartment in Marigot

"SeaBird" studio, feet in the water on the beach

The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.

4.96 out of 5 average rating, 153 reviews
Guest favourite
A private pool is situated on a wooden deck, surrounded by lush greenery and palm trees. Sun loungers are positioned nearby, offering a view of the sea and distant boats. The clear water of the pool reflects the vibrant blue sky.
Villa

VILLA I LOVE VIEW – Luxury villa with sea view

Villa I LOVE VIEW is an oasis of tranquility – with its private pool (naturism possible), large terrace and luxurious kitchen area. Come and discover its view with multiple shades of blue while relaxing on the deckchairs by the pool with zen natural stone reflections Located in Cul de Sac, facing Saint Barth, Pinel Island and the Eastern Bay. Close to the most beautiful beaches of the island, restaurants, water sports, it is the ideal place for your vacation.

5.0 out of 5 average rating, 109 reviews
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

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

4.99 out of 5 average rating, 199 reviews
Guest favourite
A tranquil pool reflects the azure sky and distant boats. Surrounded by lush greenery, the pool area features a cascading waterfall and is bordered by smooth stones. A wooden partition provides privacy, enhancing the serene atmosphere of the waterfront retreat.
Home

ALMOND BLUE ...Pinel bay view - caribbean feeling

Relax in the Caribbean in this beautiful house with its extraordinary view of Pinel Bay, voted the 3rd most beautiful destination in the Caribbean. In the middle of a nature reserve overlooking St Barthélémy, you will swim with turtles and exotic fish. With access to the sea below the house, you can enjoy the kayaks available to go and enjoy a lobster or cocktail in one of the 2 restaurants on Pinel Island. St Martin – The Pearl of the Caribbean!

4.89 out of 5 average rating, 100 reviews
Top 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

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"......

4.96 out of 5 average rating, 137 reviews
Top guest favourite
Loft in Grand-Case

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.

4.94 out of 5 average rating, 141 reviews

Popular amenities for beachfront rentals in Happy Bay

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly beachfront home rentals

Guest favourite
A private balcony offers unobstructed views of the tranquil Caribbean Sea, with a sandy beach visible below. A simple table and chairs are positioned on the balcony, allowing for relaxed outdoor seating. Nearby, colorful beach bar structures can be seen along the shore.
Flat in Philipsburg

1-BR Beach Front Ocean Condo

4.8 out of 5 average rating, 146 reviews
Superhost
A spacious bed is dressed in soft white linens, accompanied by decorative pillows in various shades of red. A large wooden world map adorns the wall above the bed. A cozy chair sits in the corner, while light filters through sheer white curtains.
Flat in Philipsburg

Modern studio apartment in Philipsburg

4.88 out of 5 average rating, 107 reviews
Top guest favourite
A panoramic view of turquoise waters showcases numerous boats anchored in the distance, framed by lush palm trees. A rainbow appears across the sky, adding a colorful touch to the serene coastal landscape.
Townhouse in Cole Bay

Hillside Beach Townhouse Simpson Bay

5.0 out of 5 average rating, 126 reviews
Guest favourite
Flat in Grand-Case

Modern Apt in Beachfront residence - Hill view

4.95 out of 5 average rating, 43 reviews
Guest favourite
An outdoor terrace overlooks the beach with turquoise waters. A wooden table is positioned beside comfortable seating. An umbrella provides shade, with palm leaves partially framing the view of the sand and distant boats. The setting invites relaxation and enjoyment of the coastal scenery.
Bungalow in Grand-Case

The bungalow! Unique! Life on the beach made real.

4.94 out of 5 average rating, 72 reviews
Superhost
The image showcases a modern studio interior featuring a fully equipped kitchen and living area. A spacious bed is positioned near a window with a view of the turquoise sea. A dining table with two chairs sits near the balcony, enhancing the serene ambiance.
Apartment in Berthin

❤️❤️❤️beyondseas grand case beach ⭐️⭐️⭐️⭐️

4.81 out of 5 average rating, 16 reviews
Guest favourite
A private pool is bordered by a spacious patio area, featuring two lounge chairs. Expansive ocean views are visible in the background, with lush greenery surrounding the space. A dining table is situated under a covered area, providing a shaded option for meals outdoors.
Villa in Indigo Bay

Villa Ocean - Indulge Yourself in Paradise

4.95 out of 5 average rating, 81 reviews
Top guest favourite
A stunning sunset is captured over the calm sea, reflecting vibrant colors onto the water's surface. In the foreground, a serene pool mirrors the sky, enhancing the tranquil ambiance of the outdoor space. The silhouette of trees adds a natural element to the scene.
Villa in Simpson Bay

Waterfront "Bonjour" Beacon Hill St Maarten

4.97 out of 5 average rating, 90 reviews

Beachfront home rentals with a pool

Top guest favourite
A spacious daybed is shaded by a wooden pergola, surrounded by vibrant greenery. The beach and ocean serve as a backdrop, with gentle waves lapping at the shore. Colorful cushions and a soft blanket add comfort, while a small Buddha statue creates a serene ambiance.
Apartment in Simpson Bay

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

4.96 out of 5 average rating, 109 reviews
Guest favourite
A dining table is set with plates and glasses, featuring a vibrant centerpiece of fruit including bananas, a pineapple, oranges, and peppers. The backdrop shows a view of the sea and palm trees under a bright sky, creating a refreshing atmosphere.
Apartment in Orient Bay

Princess Anouk, Orient Bay, pool, on the beach

4.85 out of 5 average rating, 120 reviews
Guest favourite
Home in Saint Martin

Sea view • Private pool • Happy Bay within walking distance

5.0 out of 5 average rating, 5 reviews
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

See you in St-Martin – Balcony on the Blue

4.98 out of 5 average rating, 58 reviews
Top guest favourite
Home

Villa Happy Friar's - 100m plage & restaurants

5.0 out of 5 average rating, 19 reviews
Top guest favourite
The image captures a private terrace featuring sun loungers with red cushions, shaded by a large umbrella. Lush greenery surrounds the space, offering a view of the tranquil water and nearby hills, dotted with boats. Clear blue skies fill the background.
Cottage in Anse Marcel

Casa Mia a haven of peace at the edge of the water

5.0 out of 5 average rating, 71 reviews
Top guest favourite
Home in Orient Bay

Upscale Villa Hideaway in Orient Bay

4.93 out of 5 average rating, 28 reviews
Top guest favourite
An open living area reveals wooden beams overhead and large glass doors that connect to the outdoor space. A light-colored sofa rests on polished wood flooring, accompanied by a coffee table. The serene view of greenery and ocean is visible through the doors.
Villa in Cul-de-Sac

Water access, snorkeling gear & kayaks

5.0 out of 5 average rating, 49 reviews

Private beachfront home rentals

Guest favourite
A light-filled living space features a comfortable beige sofa set, complemented by natural wood accents. Large windows provide a view of the ocean, while a doorway opens to an outdoor space adorned with greenery. Simple decor enhances the tranquil atmosphere of the room.
Apartment in Simpson Bay

Hamaka condo, a beachfront retreat on Simpson Bay

4.95 out of 5 average rating, 106 reviews
Superhost
A spacious living area is shown with large open doors leading to a private terrace. Light-colored furniture is arranged comfortably, with a dining table ready for meals. The ocean view is visible in the background, providing a serene backdrop to the inviting space.
Flat in Grand-Case

1 bd Grand-Case beach

4.76 out of 5 average rating, 33 reviews
Guest favourite
Flat in Grand-Case

Beachfront Apartment Flamant Grand Case

4.91 out of 5 average rating, 46 reviews
Guest favourite
An outdoor dining area features a large table surrounded by six wooden chairs, all shaded by a large purple umbrella. The setting overlooks the ocean, with sailboats visible in the distance and a clear sky enhancing the coastal view.
Holiday home in Grand Case

Coeur de Melane Villa

5.0 out of 5 average rating, 31 reviews
Superhost
A bright living area featuring large glass doors that open to a breathtaking ocean view. A comfortable sofa is positioned beside a minimalist coffee table. A ceiling fan and tropical plant add to the serene atmosphere, complemented by a mounted television on the wall.
Flat in Grand-Case

Grand Case beach

4.87 out of 5 average rating, 60 reviews
Superhost
An outdoor terrace overlooks the Caribbean Sea, featuring a table and chairs for relaxing. Clear turquoise waters are visible, framed by distant hills and scattered clouds in a blue sky. Sunlight reflects on the water, creating a calming seaside atmosphere.
Flat in Grand-Case

On the waterfront GRAND CASE 4

4.9 out of 5 average rating, 68 reviews
Top guest favourite
A private terrace offers a view of the beach and sea, featuring comfortable outdoor seating including a hanging chair. The space is shaded by modern slats overhead, with a glass railing ensuring unobstructed views of the turquoise water and distant islands.
Apartment in Grand-Case

Beachfront of Grand Case - Amazing duplex sea view

4.95 out of 5 average rating, 41 reviews
Top guest favourite
A panoramic view of Friar's Bay reveals a beach lined with soft white sand, complemented by a vibrant blue sea. The horizon showcases gentle waves under a clear sky, while red-roofed buildings create a picturesque foreground.
Apartment in Marigot

Thirteen Palm groove at Friar's bay

5.0 out of 5 average rating, 29 reviews

Destinations to explore