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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
Villa in Blowing Point
5 out of 5 average rating, 8 reviews

Bayview Resort, Beachfront villa w/ Stunning Views

Bayview Resort sits directly on the beach in beautiful Blowing Point. Set in a peaceful seaside location, the property offers stunning views of St. Maarten. Recently refreshed with a polished, modern look, this thoughtfully appointed yet comfortably relaxed space is perfect for remote work, or a leisurely island getaway. Enjoy plenty of ocean breezes, and the calming rhythm of the waves right at your door. Come unwind, recharge, and take in the beauty of where the ocean is just steps away.

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
4.96 out of 5 average rating, 23 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.

Top Guest favourite
A private pool is surrounded by landscaped gardens, with a sun lounger positioned nearby. The pool's clear blue water reflects the bright sky and surrounding greenery, creating a serene outdoor space for relaxation.
Villa in Blowing Point
5 out of 5 average rating, 28 reviews

Modern Bungalow With Pool - 3 Min Walk To Beach

Immerse yourself in nature during your stay at The Bungalow, a tropical open-air villa perched amongst the trees on the island of Anguilla. Enjoy breath-taking ocean views from your private pool, take a quick walk down to the beach for a dip in Rendezvous Bay, and wind down while watching the sunset from your expansive roof deck. Nature lovers will delight in the property’s indoor-outdoor feel, surrounded by lush gardens and with visits from native birds.

Top Guest favourite
Villa in Upper Prince's Quarter
4.93 out of 5 average rating, 75 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.

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, 142 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

Guest favourite
The exterior of the villa is surrounded by lush greenery and palm trees. A hammock is positioned in the garden, inviting relaxation. The spacious terrace and staircase lead to the upper level of the villa, with panoramic views of the landscape and nearby waters.
Villa in Collectivity of Saint Martin
4.95 out of 5 average rating, 21 reviews

Villa Paradis - Unbeatable views!

Welcome to Villa Paradis, 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 min from the beach. *Spa services *No parties Social Media: #theparadisepeak

Top Guest favourite
Villa in Collectivity of Saint Martin
5 out of 5 average rating, 32 reviews

Architect-designed villa with sea view, private pool, 2 suites

With a unique and minimalist look, integrated into lush vegetation, the OOF villa unveils its elephant gray façade and exotic wooden walkways to distribute the different living spaces over beautiful openings and wooden terraces plunging into the bay of Cul de Sac. The views are magical. The furniture and lighting are made of noble and natural materials, wood, linen, concrete... Design and decoration lovers, you will love this house!

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, 22 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!

Guest favourite
A serene pool area is surrounded by a wooden deck, featuring sun loungers. The turquoise water of the pool reflects the bright blue sky, scattered with white clouds. Lush greenery and palm trees frame the scene, providing a tranquil atmosphere.
Villa in Collectivité de Saint-Martin
4.94 out of 5 average rating, 70 reviews

Slowlife Harmony - Caribbean Villa Three Bedrooms!

Harmony is your perfect vacation home, will give you the feeling of being at home in the Caribbean, this spacious 3-bedroom Caribbean style villa, we can accommodate a family, couples and friends. Harmony will be your home away from home, and at the same time you will have a personalized service for requests and to guide you with information about all the activities and places that you must experience on our island.

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
4.97 out of 5 average rating, 35 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.

Guest favourite
An infinity pool is depicted, seamlessly merging with the expansive sea view. A shaded lounge area with colorful cushions is positioned nearby, providing a space for relaxation. The sky is clear, highlighting the vibrant tones of blue from both the water and the surroundings.
Villa in Saint-Martin
4.97 out of 5 average rating, 36 reviews

Spectacular sea view, direct access to the beach

Welcome to the Villa Happy Blue located in the very chic and secure residence "Mont Choisy". The Villa offers a breathtaking view of the Caribbean Sea, modern comfort in an authentic Creole setting. With an access right next to the villa you will be able to reach the paradisiacal beach of Happy Bay and the very popular beach of Friar's Bay in five minutes on foot.

Popular amenities for Happy Bay villa rentals

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