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Beachfront vacation 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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Top guest favorite

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.

Apartment in Grand Case

5 out of 5 average rating, 40 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*

Top guest favorite

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.

Condo in Marigot

4.96 out of 5 average rating, 118 reviews

Studio «SeaBird» les pieds dans l’eau sur la plage

Le « studio SeaBird » est idéalement situé avec une vue magnifique sur la mer Caraïbes et une plage idyllique rien que pour vous! Il offre beaucoup de confort et de rangement avec une décoration raffinée et originale. La résidence est parfaitement sécurisée avec une grande piscine et jardin tropical. Tout est accessible à pied: épicerie, marché local, boutiques, restaurants traditionnels ou gastronomiques, gare maritime vers les autres îles, etc... Wifi haut débit et télé Europe et Amérique.

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.

Apartment in Grand Case

4.91 out of 5 average rating, 103 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

A covered outdoor terrace features a wooden deck with two cushioned chairs adorned with tropical patterns. The space is framed by natural foliage, offering a relaxed atmosphere. The entrance to the bungalow is visible through an open door, inviting in natural light.

Bungalow in Grand Case

4.93 out of 5 average rating, 46 reviews

Bungalow sur plage de sable blanc Beach Cottage

This property is right on the beach, walking distance to all restaurants, shops and bakery. You can't beat the location of it. The bungalow is very simple, rustic, bohemian style, yet full of charm. The outdoor terrace is wide with multiple seating areas This is where you will spend your time. The bedroom has a comfy mattress and cold AC. It is best suitable for people who enjoy nature, simplicity and love to wake up to the sound of the ocean. No TV but we recently installed high speed wifi!

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.

Apartment in Simpson Bay

4.87 out of 5 average rating, 213 reviews

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.

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, 161 reviews

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Top guest favorite

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, 211 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

Villa in Cul-de-Sac

5 out of 5 average rating, 45 reviews

Only Villa with private beach Beach Villa Cala Mar

Optic-fiber wifi, heated swimming pool and private white sand beach! Snorkeling gear and kayaks included. Private Chef, Masseuse & Concierge on demand. Move into this paradise, exclusively designed for your stay to be absolutely perfect. Enjoy every part of it, from the exquisite decoration, the quality of every single component of the Villa, its relaxing white sand beach and all the features included (kayaks, snorkeling gear, beach towels, complimentary drinks & snacks.

A spacious dining area features a wooden table set with a bowl of oranges. Natural light streams through large windows, illuminating the cozy seating area in the background. Green plants add vibrancy to the room, creating a welcoming, serene atmosphere.

Apartment in Lowlands

4.97 out of 5 average rating, 135 reviews

Cupecoy Côté Jardin 1

Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

Top guest favorite

A scenic view is captured from a balcony, showcasing sandy beaches and turquoise waters. Palm trees are swaying gently in the breeze, framed by the white railing. The distant shoreline is visible, dotted with umbrellas and palm-covered structures, under a partly cloudy sky.

Apartment in Philipsburg

4.99 out of 5 average rating, 142 reviews

Hibiscus-Large 1 bed Beachfront apartment 1st flr

This modernly decorated apartment home is centrally located in the capital of the Dutch side, Philipsburg. The area is full of life during the day and quiet and relaxing in the evening. This home away from home will make your daydreams of island life a reality. Enjoy the lovely courtyard garden downstairs, relax on the balcony looking out to the beautiful garden and plan your day’s adventure on and around this dual nation Island.

A clear glass of champagne rests atop a woven placemat, beside a vibrant vase filled with pink flowers. In the background, a stunning view of turquoise waters and lush green hills can be seen under a partly cloudy sky.

Cottage in Sint Maarten

4.92 out of 5 average rating, 105 reviews

«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food

Located in private gated community Indigo Bay, minutes from beach. Villa has private infinity pool and is neighbored by large communal pool. Modern art déco 2 floor villa has 3 bedrooms, 3 full bathrooms, equipped kitchen, balcony, and terrace with ocean views. **Construction of new hotel began in Indigo Bay as of March 2025 which impacts the entire bay** Free : - Champagne on arrival - 1 Mid Housekeeping Services

Top guest favorite

A private outdoor area features a swimming pool surrounded by lounge chairs, with views of the water and distant hills. Palm trees provide shade, while a wooden structure offers a dining space. Natural stone tiles create a welcoming atmosphere, ideal for relaxation.

Villa in Cul-de-Sac

4.99 out of 5 average rating, 137 reviews

VILLA JADE 2 : SUITE PIEDS DANS L'EAU / PISCINE

VILLA JADE est un complexe de 3 villas situé dans la baie de CUL DE SAC et ses îlets ... VILLA JADE 2 est une suite spacieuse / vue mer pour 2 personnes les pieds dans l'eau, avec piscine privée. Les 3 villas sont mitoyennes mais très calmes et intimes. Votre unique vue est la mer... Accès direct à la mer par un ponton, et kayaks à votre disposition.

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Popular amenities for Happy Bay beachfront rentals

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Top guest favorite

The living area features floor-to-ceiling windows offering panoramic views of the lagoon and mountains. A comfortable blue sofa is complemented by textured cushions, with a cozy brown armchair nearby. A round table sits in the center, showcasing a remote control and decorative elements.

Apartment in Lowlands

5 out of 5 average rating, 57 reviews

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

An airy dining area features a wooden table set for six, complemented by overhead pendant lighting made of natural fibers. Floor-to-ceiling glass doors open to reveal a private terrace with a hot/cold tub and stunning views of turquoise waters and white sand.

Condo in Meads Bay Beach

5 out of 5 average rating, 5 reviews

Beachfront Premium 1 Bedroom Resort Condo with Terrace, Hot Tub & Stunning Meads Bay Views

Top guest favorite

The villa's exterior features a modern architectural design with a terracotta roof and large wooden double doors at the entrance. Lush greenery surrounds the front, providing a serene tropical setting against a clear blue sky.

Villa in Sint Maarten

5 out of 5 average rating, 22 reviews

Beachfront/6 bdrs en-suite/Maid included (J)

A well-lit bedroom features a spacious bed with crisp white linens and various decorative pillows. Matching bedside tables hold stylish lamps. A wall-mounted television is positioned in front of the bed, while light streaming through partially opened shutters adds a bright touch to the room.

Home in Simpson Bay

5 out of 5 average rating, 8 reviews

The beachcomber

A spacious terrace is displayed, featuring comfortable seating arrangements and a dining table. The ocean view is unobstructed, framed by vibrant greenery. A hammock adds a touch of relaxation, while the light-colored flooring enhances the bright atmosphere of the space.

Condo in Orient Bay

4.83 out of 5 average rating, 100 reviews

Princess Anouk, Orient Bay, piscine, sur la plage

A serene outdoor terrace features a swimming pool and several lounge chairs arranged for relaxation. Bright blue water reflects the clear sky, with boats visible in the distance. Lush palm trees add a natural touch to the coastal setting.

Home in Cul-de-Sac

4.86 out of 5 average rating, 7 reviews

Villa Chez Martine , vue Pinel

A spacious studio interior features a large bed adorned with tropical patterns. A desk is positioned nearby, complemented by a comfortable chair. Natural light enters through an open window, illuminating decorative mirrors on the walls and the light-colored tiled floor.

Guest suite in Baie Orientale

4.82 out of 5 average rating, 34 reviews

Ravissant logement au calme avec jardin privatif

A spacious living area features a light open layout with large glass doors providing access to the terrace. Natural textures are introduced through woven furniture and decor, while a ceiling fan adds a cool touch. Sunlight brightens the space, creating a welcoming environment.

Condo in Collectivity of Saint Martin

4.92 out of 5 average rating, 63 reviews

Ocean view apt 2 bedrooms, 2 bathrooms, 2 terraces

Beachfront home rentals with a pool

Top guest favorite

A wooden terrace with two lounge chairs and a low table offers views of the sandy beach and ocean. Palm trees frame the scene under a clear blue sky, providing a relaxing atmosphere for outdoor enjoyment.

Apartment in Collectivité de Saint-Martin

5 out of 5 average rating, 15 reviews

Nouveau face mer magnifique 2 P rénové

A serene view of a swimming pool illuminated in blue, framed by tropical palm fronds. The tranquil atmosphere is enhanced by the surrounding lush greenery, creating a private ambiance as evening light begins to fade.

Condo in Anse Marcel

4.94 out of 5 average rating, 51 reviews

BLUE PALM

A bright swimming pool offers a clear blue surface, surrounded by a sun patio with lounge chairs arranged along the edge. Palms sway gently in the background, with modern villas visible beyond the pool area.

Apartment in Saint Martin

4.96 out of 5 average rating, 67 reviews

Sur la Plage ! Villa Marina piscine vue splendide

A sun-drenched terrace features a sparkling pool surrounded by lounge chairs. Lush palms sway gently in the breeze, while distant hills and ocean vistas are visible under a bright blue sky. The area invites relaxation and enjoyment of the tranquil scenery.

Villa in Saint Martin

4.98 out of 5 average rating, 44 reviews

Villa SEA VIEW, 5' from Grand Case beach, privacy

A modern dining area features a white table surrounded by stylish black chairs. Large sliding glass doors open to a view of the sandy beach and turquoise waters, creating a seamless connection between indoor and outdoor spaces.

Condo in Baie Nettle

5 out of 5 average rating, 12 reviews

WHY NOT Splendid apartment right on the beach

An infinity pool is positioned at the edge of the property, overlooking the ocean. Soft lighting illuminates the pool area, creating a serene ambiance. The sky is painted in shades of blue and purple, with clouds reflecting the colors of twilight.

Apartment in Simpson Bay

4.88 out of 5 average rating, 8 reviews

ANCHOR HOUSE - OCEANFRONT - MODERN & LUXURY STYLE

Top guest favorite

A scenic view reveals a large swimming pool surrounded by lounge chairs and colorful flower gardens. The sparkling blue ocean and a distant boat can be seen, under a bright sky with fluffy clouds. Palm trees gently sway in the breeze, adding to the tropical ambiance.

Condo in Lowlands

4.96 out of 5 average rating, 120 reviews

Sint Maarten La Terrasse Maho

Apartment in Cul-de-Sac

4.93 out of 5 average rating, 29 reviews

Luxury Sea View Apartment Mont Vernon

Private beachfront home rentals

An outdoor lounge area features comfortable seating with decorative pillows and beach chairs under a large umbrella. The clear turquoise water and sailboats in the distance create a serene backdrop, while the vibrant greenery overhead adds a touch of nature.

Condo in Simpson Bay

4.96 out of 5 average rating, 72 reviews

Hamaka condo, a beachfront retreat on Simpson Bay

An open living area features a dining table with four chairs and a comfortable sofa, all set against a backdrop of large glass doors. The space offers unobstructed views of the sea and a furnished balcony, inviting natural light throughout.

Apartment in Grand Case

4.67 out of 5 average rating, 21 reviews

Jolie Beach Apartment-Paradise View

Top guest favorite

An inviting infinity pool is positioned adjacent to the shoreline, offering unobstructed views of the Caribbean Sea. Lush palm trees frame the scene, while the sun reflects off the water's surface, creating a serene atmosphere. The surrounding terrace features natural stone tiles.

Condo in Lowlands

5 out of 5 average rating, 45 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

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.

Apartment in Grand Case

4.93 out of 5 average rating, 55 reviews

Appart les pieds dans l'eau GRAND CASE 4

Two white lounge chairs are positioned on a wooden deck, accompanied by a small white cube table. In the background, indoor living spaces are visible, featuring neutral tones and modern furnishings. Potted plants add a touch of greenery to the outdoor area.

Apartment in Saint-Martin

4.87 out of 5 average rating, 87 reviews

Residence Bleu Marine Studio Ground Floor in the heart of Grand Case SXM

A landscape scene captures a serene beachfront view featuring soft, white sand and clear turquoise waters. Lush palm trees are seen in the foreground, while a large infinity pool reflects the sky. The horizon showcases gentle waves against the backdrop of a clear blue sky.

Condo in Simpson Bay

5 out of 5 average rating, 5 reviews

Luxe 2 bedroom Condo steps to the Cupecoy Beach!

Top guest favorite

An aerial view captures the Caribbean Princess Condos at Orient Beach, highlighting the location of PRINCESS MAHAULT. The beachfront is visible with palm trees lining the shore and clear turquoise waters, while nearby buildings are arranged in a cluster, showcasing the residential community.

Condo in SAINT MARTIN

4.99 out of 5 average rating, 75 reviews

Princess Mahault,Orient Bay, piscine, sur la plage

A spacious living area features floor-to-ceiling windows, allowing natural light to fill the space. Stylish blue chairs are arranged around a contemporary coffee table. A large piece of wall art adds a vibrant touch, and modern entertainment equipment can be seen in the background.

Condo in Cupecoy

5 out of 5 average rating, 8 reviews

Mullet Bay Suite 802 - Your luxury vacation in SXM

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