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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, 43 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 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, 104 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 wide outdoor terrace is visible, featuring a shaded seating area with wooden furniture and vibrant cushions. A red umbrella provides shade beside two lounge chairs. The breathtaking ocean view displays calm turquoise waters meeting a sandy beach, with a boat gently floating in the distance.

Bungalow in Grand Case

4.94 out of 5 average rating, 48 reviews

Bungalow on White Sand Beach, 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!

Top guest favorite

A vibrant view of the outdoor sitting area is framed by tropical plants. Lounge chairs are positioned on a wooden deck, with the beach and ocean visible in the background. Bright blue skies enhance the coastal atmosphere.

Apartment in Simpson Bay

5 out of 5 average rating, 216 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

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

4.95 out of 5 average rating, 122 reviews

"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.

Top guest favorite

A private infinity pool stretches across the edge of a deck, showcasing unobstructed views of the turquoise sea and scattered clouds above. Lush greenery frames the scene, enhancing the sense of tranquility and privacy in this serene outdoor space.

Loft in Marigot

4.99 out of 5 average rating, 165 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

An inviting outdoor area features a private infinity pool surrounded by vibrant greenery and blooming flowers. Breathtaking ocean views are visible in the background, with soft waves lapping against the shore, enhancing the serene atmosphere.

Cottage in Sint Maarten

4.92 out of 5 average rating, 108 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

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!

An inviting infinity pool stretches toward the horizon, offering uninterrupted views of the ocean and coastline. A covered terrace with two lounge chairs is positioned nearby, framed by a modern architectural structure that enhances the surrounding scenic beauty.

Home in Indigo Bay

4.83 out of 5 average rating, 186 reviews

Préstige - Luxurious 3 bedroom by the Beach

Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!

Top guest favorite

Villa in Cul-de-Sac

4.99 out of 5 average rating, 140 reviews

VILLA JADE 2: WATERFRONT SUITE/POOL

VILLA JADE is a complex of 3 villas located in the bay of CUL DE SAC and its islets... VILLA JADE 2 is a spacious/sea view suite for 2 people on the water, with a private pool. The 3 villas are adjoining but very quiet and private. Your unique view is the sea... Direct access to the sea via a pontoon, and kayaks at your disposal.

A beachfront view of the apartment is showcased, framed by lush greenery. Sunlight filters through the leaves, casting a gentle light on the sandy shore. Lounge chairs are situated on the beach, inviting relaxation beside the calm water.

Apartment in Simpson Bay

4.84 out of 5 average rating, 179 reviews

Apartment on the beach 2

Beach front apartment with beautiful ocean view and Simpson Bay beach is ready to welcome you! It is located in Simpson Bay, walking distance to the tourist area with many restaurants, bars, clubs, grocery store, spas, night clubs and much more!!! You’ll love my place because of the gorgeous view, the location and the ambiance.

Top guest favorite

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.

Apartment in Grand Case

5 out of 5 average rating, 8 reviews

1 bd Grand-Case beach

Welcome to your perfect getaway in Grand Case, Saint Martin! This beautifully appointed 1-bedroom apartment offers stunning ocean views and is just steps away from the pristine beach. Whether you're here to relax, explore, or indulge in world-class cuisine, this location has everything you need.

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Popular amenities for Happy Bay beachfront rentals

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

A view of the expansive pool surrounded by a well-maintained backyard, featuring lounge chairs and a sandy area leading to the beach. The turquoise water glistens under the sunlight, with clouds dotting the blue sky in the background.

Apartment in Saint Martin

4.85 out of 5 average rating, 13 reviews

Cozy home with pool

The exterior of a spacious villa is showcased, featuring a large swimming pool with clear blue water. Comfortable lounge chairs are arranged beside the pool. The villa is surrounded by lush greenery and offers covered terraces for relaxation. A well-maintained roof and warm-toned stonework reflect the sunny ambiance.

Villa in Cole Bay

4.84 out of 5 average rating, 44 reviews

Saint-Tropez With Ocean View - Boat Charter

Top guest favorite

Villa in Simpson Bay

4.96 out of 5 average rating, 74 reviews

Waterfront "Bonjour" Beacon Hill St Maarten

Top guest favorite

A well-furnished living area features a plush gray sofa, an orange accent chair, and a round coffee table. Floor-to-ceiling windows provide a panoramic view of the surroundings, while soft lighting creates a cozy ambiance. A colorful area rug completes the inviting space.

Apartment in Lowlands

5 out of 5 average rating, 61 reviews

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

A sandy beach extends towards the tranquil water, framed by palm trees and residences. Sun loungers are arranged on the sand, facing the horizon where the sun sets behind a gentle hill, casting warm, golden hues across the sky.

Apartment in Grand Case

4.91 out of 5 average rating, 22 reviews

Direct Beach Access – Modern Stay with Hill View

Top guest favorite

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, 15 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, 101 reviews

Princess Anouk, Orient Bay, pool, on the beach

A covered terrace features outdoor seating arrangements with a colorful table and sturdy chairs. Natural gravel surrounds the area, while a charming light fixture hangs overhead. The entrance to a modern kitchen is visible, along with steps leading to the building above.

Guest suite in Baie Orientale

4.83 out of 5 average rating, 35 reviews

Lovely quiet accommodation with private garden

Beachfront home rentals with a pool

The studio features a cozy sleeping area with a striped blanket on the bed, separated by a sheer curtain. A comfortable seating area includes a light wooden table and two chairs, while a small kitchenette is visible nearby, complemented by a television and decorative elements.

Condo in Marigot

4.76 out of 5 average rating, 25 reviews

Bougainvillea Bohemian Style Studio

Top guest favorite

A sparkling turquoise pool is framed by palm fronds and lush greenery, creating a refreshing outdoor space. The pool's smooth, curved edges are complemented by a light-colored stone deck, inviting relaxation under the clear blue sky.

Apartment in Collectivity of Saint Martin

4.97 out of 5 average rating, 70 reviews

Studio 230m from BO beach. King size bed

A rectangular pool features clear blue water, reflecting light from the sun. The surrounding walls are painted white, with large windows allowing natural light to enter the space. A metal ladder is positioned at one end of the pool.

Condo in Simpson Bay

4.8 out of 5 average rating, 173 reviews

Oceanfront w Pool | Maho Beach area

Top guest favorite

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, 68 reviews

On the beach! Villa Marina pool splendid view

A swimming pool is framed by wooden decking and a rustic structure with a covered terrace. String lights add gentle illumination. Lounge chairs and a small table are visible near the pool, set against a clear blue sky.

Bungalow in Grand Case

4.92 out of 5 average rating, 62 reviews

Grand Case, Nice Bungalow next to small beach

Top guest favorite

A sparkling blue pool is set against a backdrop of vibrant clouds and clear skies, with the tranquil ocean visible in the distance. Surrounding the pool, a sunbathing area with lounge chairs invites relaxation under the sun.

Condo in Saint Martin,Guadeloupe

5 out of 5 average rating, 51 reviews

Villa Belharra, amazing view

Top guest favorite

A serene coastal view is captured from an elevated position, highlighting a sandy beach bordered by turquoise waters. Lush greenery frames the image, with palm leaves and shrubs creating a natural border, contrasting against the bright blue sky.

Apartment in Mont vernon

5 out of 5 average rating, 38 reviews

Studio ZEN

A clear swimming pool reflects sunlight, featuring tranquil ripples across its surface. In the background, several blue lounge chairs are arranged on a deck, flanked by lush greenery, providing a serene environment for relaxation.

Condo in Simpson Bay

4.97 out of 5 average rating, 91 reviews

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

Private beachfront home rentals

A comfortable seating area is arranged beside a large window, offering a view of the beach. Light-colored wicker furniture is complemented by wooden beams overhead. A mirror reflects the serene ocean ambiance, while the floor features neutral tiles enhancing the space's openness.

Apartment in Grand Case

4.92 out of 5 average rating, 24 reviews

Grand View-Jolie Beach Grand Case

Condo in Grand Case

5 out of 5 average rating, 29 reviews

Ocean Sounds

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

Paradiso - 2 bedroom Condo steps to Cupecoy Beach!

A relaxing terrace space features comfortable gray seating and a swinging chair. Large windows provide unobstructed views of the beach, palm trees, and calm waters. Natural light brightens the area, enhancing the connection to the outdoor scenery.

Condo in Simpson Bay

4.9 out of 5 average rating, 21 reviews

Beacon Hill Hideaway: Luxury Condo in Simpson Bay

A spacious outdoor seating area features comfortable woven furniture, including a sofa and chairs, facing a stunning view of the ocean. A dining table is positioned nearby, with a backdrop of clear blue water and a bright sky visible through the archway.

Apartment in Grand Case

4.93 out of 5 average rating, 29 reviews

Beachfront Apartment Flamant Grand Case

Top guest favorite

A living room area features comfortable seating with colorful cushions against light blue walls. A dining table is set with breakfast items, including orange juice and pastries. Large windows allow natural light to illuminate the space, providing a view of the terrace and surrounding greenery.

Apartment in Simpson Bay

4.99 out of 5 average rating, 84 reviews

SECOND HOME Beach Apartment

Condo in Baie Nettle

4.92 out of 5 average rating, 13 reviews

Sunshine Apartment right on the beach

A well-maintained private pool is surrounded by paver stones and colorful flower beds. Lounge chairs are positioned nearby, offering a view of the Caribbean Sea and distant greenery under a clear blue sky with scattered clouds.

Villa in Indigo Bay

4.9 out of 5 average rating, 41 reviews

Villa Elysian: Luxurious Ocean View in Indigo Bay

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