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Holiday houses in Happy Bay

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Top-rated holiday rentals in Happy Bay

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

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Top Guest favourite
Apartment in Grand Case
5 out of 5 average rating, 44 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 favourite
Apartment in Simpson Bay
5 out of 5 average rating, 218 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

Top Guest favourite
Villa in Cul-de-Sac
4.99 out of 5 average rating, 156 reviews

VILLA JADE 1: FEET IN THE WATER/POOL SUITE

VILLA JADE is located in the bay of "FRENCH CUL DE SAC". It is a beachfront complex consisting of 3 private villas. VILLA JADE 1 is a suite for 2 people with a private pool. The villas are quiet and private... your only view is the sea. The bay of "FRENCH CUL DE SAC" is 5 minutes from ORIENT BAY, touristy with restaurants, bars, water activities, but also a few minutes from GRAND CASE, our typical little village with gourmet restaurants by the sea....

Guest favourite
Condo in Grand Case
4.95 out of 5 average rating, 19 reviews

Beachfront Grand Case - Sea view - Brand new

All Renovated ! New ! Come and stay for up to 6 people in this amazing duplex apartment on Grand Case beach Located on the 2nd floor with elevator, on the first level: kitchen open to the living room with convertible sofa, terrace overlooking the beach, a queen size bedroom, bathroom/WC, a guest toilet. Upstairs: a bedroom with 2 single beds or a king size bed of your choice, bathroom/wc Air conditioning, wifi Parking and WATER CISTERN Beach access

Superhost
Home in Saint Martin
5 out of 5 average rating, 4 reviews

Villa Josefa panoramic sea view

✨ Exceptional villa overlooking Friar’s Bay, with breathtaking panoramic views of the sea, Anguilla and the Lowlands. 🏡 3 master suites with king beds and private bathrooms, fully equipped kitchen (private chef optional), spacious lounge and sea-view terrace for up to 10 guests. 🌅 Secure residence, absolute tranquility, just minutes from Grand Case and the island’s best beaches. 💎 Comfort, style, and unforgettable Caribbean sunsets await you!

Top Guest favourite
Loft in Marigot
4.99 out of 5 average rating, 168 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 favourite
Cottage in Grand Case
5 out of 5 average rating, 30 reviews

Seaside fisherman's house

At the end of the Impasse des Étoiles de Mer, with your feet in the turquoise water of the Caribbean Sea, an authentic fisherman's house dating from 1957, completely renovated with all modern comforts. In absolute calm, you will enjoy your vacation in this pretty beach house with tropical and refined decoration. We look forward to introducing you to or rediscovering our beautiful island of Saint Martin.

Top Guest favourite
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
Home in Collectivity of Saint Martin
4.91 out of 5 average rating, 100 reviews

Coconut Beach Villa Sxm

Coconut Beach Sxm est une magnifique villa de 3 chambres équipée tout confort. Située à proximité du quartier des Restaurants de Grand case, et à quelques minutes de marche des plages de Happy Bay et Friars'Bay. C'est l'endroit idéal aussi bien pour les familles avec enfants que pour les séjours entre amis. Tout cela dans un environnement paisible et à proximité de toutes les commodités

Guest favourite
Apartment in Indigo bay
4.95 out of 5 average rating, 107 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.

Top Guest favourite
Home in St Martin
5 out of 5 average rating, 7 reviews

Villa Happy View - Heavenly Sea View - Pool

Welcome to Villa Happy View, a charming, air-conditioned villa with private pool, located in a quiet and secure residence. Enjoy panoramic views of the Caribbean Sea, quick access to the beaches of Friar's Bay and Happy Bay on foot, and complete comfort for an unforgettable vacation for families or friends.

Top Guest favourite
Villa in Philipsburg
4.99 out of 5 average rating, 291 reviews

Villa Dream View Belair Sint Maarten SXM

Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.

Popular amenities for Happy Bay holiday rentals

Destinations to explore

  1. Airbnb
  2. Saint Martin
  3. Happy Bay