Villa vacation rentals in Happy Bay Beach

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Top-rated villa rentals in Happy Bay Beach

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Guest favorite

A private pool is bordered by a spacious patio area, featuring two lounge chairs. Expansive ocean views are visible in the background, with lush greenery surrounding the space. A dining table is situated under a covered area, providing a shaded option for meals outdoors.

Villa in Indigo Bay

Villa Ocean - Indulge Yourself in Paradise

A three-bedroom, two-bathroom beauty overlooking beach/vast views of the ocean in Indigo Bay. Sunset viewing on the deck, private pool or down to the beach 10 min by walking. 10 min to airport, night life, other popular beaches. Close to town. groceries, restaurants. All the bedrooms have a view of beach and the ocean. There is free wireless internet, TV, air conditioning, a dishwasher, refrigerator, microwave, wine refrigerator, coffee maker, washer dryer, outdoor gas grill and private parking.

ValueLocationNearby

4.95 out of 5 average rating, 81 reviews

Top guest favorite

Villa in Philipsburg

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.

ValueLocationPool

5.0 out of 5 average rating, 19 reviews

Superhost

Villa in Saint Martin

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!

FamilyLocationAmenities

4.84 out of 5 average rating, 19 reviews

Guest favorite

A private pool is situated on a wooden deck, surrounded by lush greenery and palm trees. Sun loungers are positioned nearby, offering a view of the sea and distant boats. The clear water of the pool reflects the vibrant blue sky.

Villa

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.

ValueFamilyIndoor spaces

5.0 out of 5 average rating, 110 reviews

Top guest favorite

Villa in Upper Prince's Quarter

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.

FamilyValueBeach

4.94 out of 5 average rating, 88 reviews

Superhost

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

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

FamilyLocationSleep quality

4.85 out of 5 average rating, 158 reviews

Guest favorite

A relaxing hammock is positioned on the patio, overlooking a panoramic view of the bay. The serene landscape includes vibrant greenery and colorful flora, framed by a clear blue sky dotted with soft clouds. A pool lies nearby, adding to the tranquil atmosphere.

Villa in La Savane

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

LocationFamilyAmenities

4.9 out of 5 average rating, 63 reviews

Superhost

An aerial view showcases the modern villa's sleek white exterior and expansive terraces. Two shimmering pools are highlighted, with stylish loungers arranged for relaxation. The open-plan layout invites outdoor living, seamlessly connecting the indoor and outdoor spaces.

Villa in Grand-Case

Marewa - Breathtaking sea view luxury villa 4hp

Exceptional VILLA ON the heights of Grand Case Discover our beautiful design and modern villa nestled on the heights of Grand Case. This elegant single-story villa, for 8 people, offers you absolute comfort with its 4 spacious bedrooms, 3 bathrooms, guest toilet, dressing room, 2 pools and a terrace with panoramic views of the Caribbean Sea. Enjoy contemporary elegance in a serene setting, ideal for an unforgettable vacation!

LocationFamilyCleanliness

5.0 out of 5 average rating, 8 reviews

Top guest favorite

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

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!

ValueLocationDecor

5.0 out of 5 average rating, 39 reviews

Guest favorite

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

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.

ValueLocationIndoor spaces

4.93 out of 5 average rating, 73 reviews

Guest favorite

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

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.

ValueLocationWalkability

4.98 out of 5 average rating, 47 reviews

Top guest favorite

A panoramic view captures the serene turquoise waters of Great Bay, framed by rolling hills and lush greenery. The horizon features a blend of clouds and sunlight, creating a tranquil coastal atmosphere. Cruise ships are subtly visible along the shoreline.

Villa in Little Bay

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.

ValueLocationSleep quality

4.99 out of 5 average rating, 105 reviews