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Villa holiday rentals in Happy Bay

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Top-rated villa rentals in Happy Bay

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Top Guest favourite
A serene outdoor space features a sparkling blue pool surrounded by tropical plants and wooden decking. Sun loungers are positioned nearby for relaxation. An outdoor dining area is visible under a covered terrace, inviting gatherings amidst lush greenery.
Villa in Baie Orientale
5 out of 5 average rating, 20 reviews

Villa Elé, 4 bedrooms, tropical garden and pool

Welcome to paradise. Only 4 minutes from the famous Orient beach and equipped with all the essentials, this place will deliver that peaceful serenity you have been seeking. Spend the day around the pool and BBQ, or keep inside the house fully air conditioned… it’s up to you !. Followed by a night at the Orient Bay Village and restaurants , or relaxing on the beach with a delicious cocktail regarding the Caribbean sea. Whether you’re planning for a tropical vacation or looking for a longer stay..

Top Guest favourite
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, 28 reviews

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

This impressive beachfront luxurious villa, direct private access to the beach, is located in Guana Bay, offering large & spacious living space, with terrace, patio & pool. There are 6 bedrooms, each with en-suite bathrooms. 5 bedrooms with king size beds & 1 bedroom with 2 twin beds. Daily maid service (max 4h) is included. Secure area, quiet place, the villa offers BBQ & games. Ideal for friends & families. COVID Thermometer. 24/7 Maintenance & service. Meeting at car rentals possible.

Top Guest favourite
An outdoor terrace is seen overlooking the bay, featuring a private pool with clear blue water. A sun lounger is positioned beside the pool, with lush greenery and potted plants framing the scene. The sun sets beyond the hills, casting a warm light over the surroundings.
Villa in Saint-Martin
4.95 out of 5 average rating, 22 reviews

Villa Pineapple - Grand Case Area -5mn Orient Bay

Perchée sur la colline verdoyante de Grand Case, la Villa Pineapple offre une vue spectaculaire sur la baie et la mer des Caraïbes. Cette villa d'architecte de 3 chambres allie confort moderne et raffinement : literie haut de gamme, piscine privée, Smart TVs et connexion fibre idéale pour télétravailler. À quelques pas des restaurants gastronomiques et de Petite Plage, et à seulement 5 minutes d’Orient Bay, elle bénéficie d’un emplacement exceptionnel au cœur des plus beaux sites de SXM.

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Villa in saint martin
4.75 out of 5 average rating, 12 reviews

Villa Sunset View – Steps from Friar’s & Happy Bay

🌅 Sunset View – Steps from Friar’s & Happy Bay Experience luxury and comfort just steps from Friar’s Bay and Happy Bay ❄️ Fully air-conditioned 🖥️ US Cable TV: sports, news & movies 🛏️ 3 ensuite bedrooms with luxury mattresses & safes 🔊 Sound system for indoor & outdoor vibes 📍 Prime location: near Grand Case, Orient Bay & Anse Marcel 🥐 5 min from bakery & grocery store ✈️ 20 min from airport & nightlife Enjoy comfort, convenience, and Caribbean vibes – book your stay now!

Top Guest favourite
Villa in Cul-de-Sac
5 out of 5 average rating, 33 reviews

Villa Pure • 3BR waterfront with kayaks, Wi-Fi, AC

- The Villa - Villa Pure is a brand new property, exclusively designed for holiday rental, located in the calm bay of Cul de Sac, facing the famous Pinel island. The villa features 3 bedrooms: a Master bedroom with a king size bed and private bathroom, and two bedrooms which share a bathroom. Both of these bedrooms can be set up with either a king size bed or two twin size beds. Additionally, one of these bedrooms have a mezzanine with an extra twin size bed.

Top Guest favourite
Villa in Upper Prince's Quarter
4.93 out of 5 average rating, 74 reviews

Villa Blue Roc

This luxurious villa is located in a secure residence with a breathtaking view, facing the ocean and the island of St Barthelemy, perched on the heights of Dawn Beach, 15 minutes from the famous beaches/restaurants of Orient Bay and Grand Case in the French part. The villa is also 5 minutes from the Dutch capital, Philipsburg, a must for shopping. Thanks to the large outdoor spaces and the infinity pool, this villa will offer you an unforgettable stay.

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, 115 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.

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, 167 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
A private pool is framed by wooden decking, complemented by two lounge chairs and a side table. A scenic view of azure waters and distant islands is visible, with sailboats dotting the horizon. Lush palm trees provide a tropical ambiance.
Villa in Cul-de-Sac
4.85 out of 5 average rating, 140 reviews

Villa Bella sea view pool and jacuzzi 3 bedrooms

Wake up every morning facing Pinel Island, in a modern villa bathed in light, with a private pool and a quiet and green environment. The Villa is located in the Horizon Pinel residence overlooking Îlet Pinel, Petite Clef, Orient Bay, Tintamarre and Saint Barthélemy. It overlooks the incredible and famous Cul de Sac Bay Nature Reserve, known for its population of turtles, rays and pelicans. The shallow and always calm bay is ideal for snorkeling

Top Guest favourite
A spacious terrace offers a stunning view of the beach and turquoise waters. Lounge chairs are positioned for relaxation, while a dining table provides a space for meals. The sky is clear and blue, with boats visible in the distance.
Villa in Grand Case
5 out of 5 average rating, 21 reviews

Villa on Grand-Case Beach

Welcome to Grand-Case! This pretty villa welcomes you with a magnificent view of the bay, and beautiful memories to collect. This accommodation is cozy and thanks to the many amenities you feel at home! Ideally located, you are close to the best restaurants on the island and trendy bars (Rainbow Café, Captain Frenchy, Le Temps des Cerises...) Want to swim in the calm waters of Grand-Case? Go down 5 steps, you're there!

Top 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
4.96 out of 5 average rating, 51 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
An infinity pool with crystal-clear water extends alongside the terrace, offering views of the lagoon and surrounding landscape. Palm trees and sun loungers can be seen at the water's edge, with blue skies and fluffy clouds reflecting on the water's surface.
Villa in Les Terres Basses
5 out of 5 average rating, 34 reviews

Brand new! - Slowlife - Enjoy Villa

Completely NEW Villa!! Enjoy is a beautiful house that we «placed» on the sand. Thinking on every detail for your greatest comfort, you will appreciate its unique location, an exceptional interior design, and its extraordinary outdoor spaces. In the very exclusive and secure residence of Terre Basses, very close to the beach of Baie Longue, experience an incomparable holiday.

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