
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.
FamilyValuePool
5.0 out of 5 average rating, 19 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!
FamilyLocationAccuracy
4.84 out of 5 average rating, 19 reviews
Water access, heated pool, kayaks & snorkeling
Escape to Villa Côté Mer, a stunning villa nestled in the breathtaking Bay of Cul de Sac. Perfect for paradise seekers, this villa offers direct private access to the calm, shallow waters of the marine reserve. Enjoy the heated swimming pool surrounded by lush tropical gardens, high-speed fiber-optic Wi-Fi and spectacular ocean views. The property is close to local attractions and provides everything you need for an unforgettable Caribbean getaway. Kayaks and snorkeling included.
FamilyLocationWalkability
4.98 out of 5 average rating, 46 reviews
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.
LocationValueLayout
5.0 out of 5 average rating, 110 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.
ValueFamilyWifi
4.94 out of 5 average rating, 88 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
ValueLocationView
4.85 out of 5 average rating, 157 reviews
VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER
VILLA JADE is a complex of 3 villas, on the waterfront. VILLA JADE 3, our 2 bedroom villa is located in Cul de Sac Bay, facing PINEL Island and the turquoise water nature reserve. Life is peaceful there, kayaking, relaxing, BBQ... You are 5 minutes from the fabulous Baie Orientale, its restaurants, bars and water activities... The 3 villas are adjoining but very private and quiet, your only view is the sea... your only goal is to "enjoy"......
ValueLocationBackyard
4.96 out of 5 average rating, 137 reviews
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
LocationFamilyComfort
4.9 out of 5 average rating, 63 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!
LocationFamilyQuiet
5.0 out of 5 average rating, 38 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.
ValueFamilyDecor
4.93 out of 5 average rating, 73 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.
LocationFamilyWifi
4.95 out of 5 average rating, 79 reviews
Villa 4 CH sea view
Saint Martin, Anse Marcel, a privileged area north of this wonderful island. This 4-bedroom 4-bathroom villa will give you all the comforts you need for a memorable stay. The sea view is exceptional!! The terrace with its swimming pool and Jacuzzi are ideal for tasting an Antillean Ti' Punch. A dream villa for a magical stay! This villa is equipped with a cistern so no water shut-off.
ValueFamilyAmenities
4.98 out of 5 average rating, 47 reviewsPopular amenities for Happy Bay Beach villa rentals
Private villa rentals

Brand new! - Slowlife - Enjoy Villa
LocationFamilyBackyard
4.98 out of 5 average rating, 47 reviews
Villa Ocean - Indulge Yourself in Paradise
LocationValueGrill
4.95 out of 5 average rating, 81 reviews
Villa Picaflor, Friar's Bay
FamilyLocationCheckout
4.96 out of 5 average rating, 25 reviews
Spacious Villa - Saint Martin - Pool & 4 Bedrooms
FamilyLocationAmenities
4.97 out of 5 average rating, 66 reviews
Villa Kyanéa | St. Barth Ocean View · Private Pool
FamilyLocationAccuracy
4.94 out of 5 average rating, 32 reviews
Secret Harbor Villa, private escape in Anse Marcel
LocationFamilyCheck-in
5.0 out of 5 average rating, 29 reviews
Private Orient Bay Villa with Spectacular Views
FamilyValueSleep quality
4.97 out of 5 average rating, 70 reviews
Villa Marant - Elegant Luxury Caribbean Escape
FamilyValueTV
4.93 out of 5 average rating, 27 reviewsLuxury villa rentals

Villa Pineapple - Grand Case Area -5mn Orient Bay
FamilyLocationHospitality
4.96 out of 5 average rating, 25 reviews
Life's Good
FamilyLocationDecor
5.0 out of 5 average rating, 34 reviews
Villa Ti Case • Waterfront, water access & kayaks
LocationFamilyHospitality
5.0 out of 5 average rating, 42 reviews
Villa Elysian in Indigo Bay
FamilyValueQuiet
4.91 out of 5 average rating, 55 reviews
Wonderfull 180° view, from Orient Bay to Pinel
LocationFamilyView
4.96 out of 5 average rating, 51 reviews
OOF, Architect-designed house with sea view and private pool.
ValueFamilyGrill
5.0 out of 5 average rating, 39 reviews
SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
ValueLocationCheck-in
4.77 out of 5 average rating, 153 reviews
Waterfront "Bonjour" Beacon Hill St Maarten
FamilyValueSleep quality
4.97 out of 5 average rating, 92 reviewsVilla rentals with a pool

Koala villa, heated pool, sea view, Cul de Sac
LocationValueWalkability
5.0 out of 5 average rating, 17 reviews
Little Paradise 2, private pool, beautiful view
ValueLocationView
4.9 out of 5 average rating, 41 reviews
Luxury villa, swimming pool and panoramic sea view
ValueFamilyAmenities
5.0 out of 5 average rating, 37 reviews
Villa Indigo Dream, Indigo Bay SXM
ValueLocationComfort
4.81 out of 5 average rating, 94 reviews
Private villa / beautiful View next to La Samanna
LocationFamilyCondition
4.88 out of 5 average rating, 24 reviews
A heavenly Sint Maarten's retreat
LocationFamilyNearby
4.7 out of 5 average rating, 46 reviews
Modern Bungalow With Pool - 3 Min Walk To Beach
ValueLocationOutdoor spaces
5.0 out of 5 average rating, 34 reviews
SeaSoleil LuxuryVilla With Private Pool IndigoBay
FamilyValueAmenities
4.8 out of 5 average rating, 56 reviews




