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.

0 of 0 items showing

1 of 3 pages

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*

Guest favorite

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

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!

Guest favorite

A bright bedroom features a spacious bed dressed in light bedding and accented by teal curtains. A stylish mirror and a decorative vase stand against a white wall, while neutral-toned tiles enhance the room’s airy feel. Soft light is provided by wall-mounted fixtures.

Vacation home

4.9 out of 5 average rating, 100 reviews

Beautiful 1 bedroom beach front apartment #

Our Apartment is located on the first floor ( 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 porch is roadside! .We also offer the possibility to rent a car with us ( airport transfer offered !) so that you can get around easily on the island- contact us for more info

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, 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

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

4.95 out of 5 average rating, 121 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

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

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

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.

Guest favorite

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, 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

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!

Superhost

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

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, 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.

Guest favorite

Apartment

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.