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Holiday rentals 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
A sandy garden is visible, featuring beach chairs and an umbrella, with a clear view of the beach and sea. A wood deck houses outdoor furniture, illuminated by string lights. Tropical plants surround the area, offering a relaxed atmosphere and easy beach access.
Flat
4.99 out of 5 average rating, 71 reviews

Best location of the beach! Charming apartment!

This unique and pretty appartment located on the beach, in the heart of Grand-Case has its own little sandy garden, beach chairs and direct beach access . Enjoy a stunning full view on Creole rock and Anguilla. The location in the village and on the beach will make you feel privileged. An Incredible choice of food and entertainment options await you just a short walk away. Groceries, Pharmacy, shopping... New studette on the street side is ready now for two more guests. Pictures coming soon

Top guest favourite
A patio area is visible, featuring a private pool beside comfortable loungers, adorned with orange towels. A shaded dining space with a table is positioned near the water's edge, with picturesque views of the bay and surrounding landscape.
Villa in Cul-de-Sac
4.99 out of 5 average rating, 173 reviews

VILLA JADE 1: SUITE PIEDS DANS L'EAU / PISCINE

VILLA JADE est située dans la baie de "FRENCH CUL DE SAC". C'est un complexe en bord de mer composé de 3 villas privées. VILLA JADE 1 est une suite pour 2 personnes avec piscine privée. Les villas sont calmes et intimes...votre unique vue est la mer. La baie de "FRENCH CUL DE SAC" est à 5 minutes de ORIENT BAY, touristique avec restaurants, bars, activités nautiques, mais aussi à quelques minutes de GRAND CASE, notre petit village typique avec restaurants gastronomiques en bord de mer....

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
4.99 out of 5 average rating, 191 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 favourite
Flat in Simpson Bay
5 out of 5 average rating, 242 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 GRAND CASE
5 out of 5 average rating, 16 reviews

Bella Vista-Piscine & vue mer a 5' de Grand Case

Bienvenue à la Villa Bella Vista, votre havre de paix niché au cœur d’un quartier privé et prisé de La Savane. Dès votre arrivée, la magie opère : la villa surplombe les eaux turquoise de la baie de Grand Case et dévoile une vue mer panoramique à 180°, l’une des plus spectaculaires de l’île. Séjourner ici, c’est vivre une parenthèse enchantée, où le luxe discret et l’authenticité caribéenne se rejoignent pour créer des souvenirs inoubliables. Vos vacances commencent ici.

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 MONT CHOISY-SAINT MARTIN
4.87 out of 5 average rating, 75 reviews

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.

Top guest favourite
Flat in St Martin
5 out of 5 average rating, 21 reviews

07 yellow cliff

07 YELLOW CLIFF is a brand-new, stylish two-bedroom with breathtaking views of the ocean and a beautiful panoramic of Cul de sac, Orient bay, Tintamarre island and St. Barths from your private terrace. Bright, fully equipped, and tastefully decorated, it offers comfort and elegance with easy access and parking at your door. Enjoy a tranquil setting close to beaches, restaurants, and shops — the perfect spot for couples, friends, or family to relax and soak in paradise

Guest favourite
An aerial view of the villa showcases its modern architecture with a terracotta-tiled roof and expansive outdoor spaces. A large infinity pool reflects the surroundings, while shaded areas with loungers and a fire pit area provide spaces for relaxation and gathering.
Villa in Upper Prince's Quarter
4.95 out of 5 average rating, 120 reviews

The Blue Door Villa - 4 bed ocean view home

At the Blue Door Villa, we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service.

Guest favourite
An octagonal jacuzzi is positioned on a wooden deck, surrounded by lush greenery. Two lounge chairs are placed nearby, providing a comfortable seating area. The view overlooks a scenic landscape with hints of distant hills under a bright sky, creating a serene outdoor ambiance.
Flat
4.92 out of 5 average rating, 100 reviews

The Perch - A unique jungle experience.

Welcome to The Perch, a different side of St. Martin! Discover breathtaking views and be surrounded by nature. A unique experience with iguanas in the trees and the sound of monkeys echoing through the valley. This exclusive property is the nature lover's paradise, perfect for those seeking to get away from it all while being centrally located only 10 mins from the beach. *Spa services *No children *No parties Social Media: #theparadisepeak

Top guest favourite
An inviting outdoor space features a private pool surrounded by lush greenery and sea views. Comfortable lounge chairs are positioned nearby, providing a serene spot to relax. Sunlight reflects off the water's surface, creating a tranquil atmosphere.
Flat in Indigo bay
4.95 out of 5 average rating, 131 reviews

Appartement indépendant bas de villa - Indigo Bay

L'appartement de la Villa Stella vous accueille dans un cadre unique avec une vue spectaculaire sur la mer des Caraïbes. Située dans une résidence sécurisée 24h/24, la tranquillité est au rendez-vous. Vous serez à seulement 8 min à pied de la plage d'Indigo Bay et proche des commerces et restaurants de la partie néerlandaise. Composée de 2 chambres et de 2 salles de bain, vous pourrez vous détendre dans la piscine/jacuzzi surplombant la baie .

Guest favourite
A private pool is set in a serene outdoor area, surrounded by lush greenery and palm trees. The pool features a tiled edge, with a wooden tray holding tropical fruits floating in the clear water. A spacious lawn complements the inviting atmosphere.
Villa in Indigo bay, Sint Maarten
4.95 out of 5 average rating, 60 reviews

Ocean Dream Villa

Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

Top guest favourite
Loft
4.94 out of 5 average rating, 134 reviews

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.

Popular amenities for Happy Bay holiday rentals

Destinations to explore

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