
Villa vacation rentals in Happy Bay Beach
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Top-rated villa rentals in Happy Bay Beach
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Ocean View Villa Little Bay
🌴 Villa Little Bay – Oceanview Bliss With 360° Views Enjoy the peaceful sound of the waves and a serene, private atmosphere that’s still close to everything. We’re located within walking distance to Philipsburg, the vibrant heart of SXM—Front Street, top shopping, restaurants, and the island’s best casinos. The beach is just 5 minutes away, Step outside to your private patio for sunbathing, and shimmering ocean‑view pool. Villa offers the perfect blend of tranquility and convenience.

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!

Bella Vista – Pool & Sea View, 5 Minutes from Grand Case
Welcome to Villa Bella Vista, your haven of peace nestled in the heart of a private and popular area of La Savane. From the moment you arrive, the magic happens: the villa overlooks the turquoise waters of Grand Case Bay and reveals a 180° panoramic sea view, one of the most spectacular on the island. Staying here is to experience an enchanted break, where discreet luxury and Caribbean authenticity come together to create unforgettable memories. Your vacation starts here.

VILLA I LOVE VIEW – Luxury villa with sea view
Villa I LOVE VIEW is an oasis of tranquility – with its private pool (naturism possible), large terrace and luxurious kitchen area. Come and discover its view with multiple shades of blue while relaxing on the deckchairs by the pool with zen natural stone reflections Located in Cul de Sac, facing Saint Barth, Pinel Island and the Eastern Bay. Close to the most beautiful beaches of the island, restaurants, water sports, it is the ideal place for your vacation.

Villa Picaflor, Friar's Bay
Villa Picaflor will seductively in the peaceful area of Friar's Bay, 200 m from the beach and its two restaurants, with splendid sea views. With its spacious living spaces, 4 bedrooms, private garden, swimming pool in its green setting, it offers an ideal setting for an unforgettable stay with family or friends. It is located close to shops, activities and between the island's 2 airports. Come and discover Saint-Martin, the "Friendly Island" of the Caribbean

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.

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

Villa les Yuccas, private pool, 5 min Grand Case
Relax in the villa "Les Yuccas", a real vacation home with stunning views of Grand Case Bay. Ideally located a stone's throw from the beaches, this large newly renovated villa is tastefully decorated. It will amaze you with its comfort and omnipresent sea view. You will also enjoy: * 3 air-conditioned bedrooms with 3 bathrooms * terrace and private pool with plenty of privacy * 100 Mps Wi-Fi * international TV channels * dryer * BBQ

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!

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.

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.

Barefoot Villas GreatBay View in Hot Tub & Balcony
Wake up to stunning panoramic views of Philipsburg and Great Bay. Sip your morning coffee as cruise ships glide into port, all while soaking in the refreshing ocean breeze. This centrally located property puts you just minutes away from Philipsburg’s vibrant shopping scene, local supermarkets, restaurants, and some of the island’s best beaches.
Popular amenities for Happy Bay Beach villa rentals
Private villa rentals

Private Orient Bay Villa with Spectacular Views

Life's Good

Marewa - Breathtaking sea view luxury villa 4hp

Water access, snorkeling gear & kayaks

Sea view 3BR Spring Sea Villa w/ pool, St Maarten

Villa Elysian in Indigo Bay

Sea Haven Villa - Breathtaking Views of Dawn Beach

Villa Ocean - Indulge Yourself in Paradise
Luxury villa rentals

Waterfront "Bonjour" Beacon Hill St Maarten

Secret Harbor Villa, private escape in Anse Marcel

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

AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.

Belle Lurette • 3BR waterfront with kayaks, pool

OOF, Architect-designed house with sea view and private pool.

Villa Marant - Elegant Luxury Caribbean Escape

Villa Indigo Dream, Indigo Bay SXM
Villa rentals with a pool

Koala villa, heated pool, sea view, Cul de Sac

Luxury villa, swimming pool and panoramic sea view

15% discount* until August 31, 2026: Villa Litchi

Spacious Villa - Saint Martin - Pool & 4 Bedrooms

SeaDream Luxury Villa With Private Pool Indigo Bay

Beach-Private Pool-2 Master King Bedrooms

Villa Seascapes, Stunning 180° Ocean view

Modern Bungalow With Pool - 3 Min Walk To Beach





