
Villa holiday rentals in Happy Bay
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Top-rated villa rentals in Happy Bay
Guests agree: these villas are highly rated for location, cleanliness and more.

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.
LocationFamilyKitchen
4.95 out of 5 average rating, 81 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!
FamilyLocationOutdoor spaces
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.
FamilyLocationPool
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.
LocationValuePool
5.0 out of 5 average rating, 111 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.
ValueLocationGrill
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
LocationFamilyOutdoor spaces
4.85 out of 5 average rating, 158 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"......
FamilyValueOutdoor spaces
4.96 out of 5 average rating, 138 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
FamilyLocationLayout
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!
FamilyLocationCheckout
5.0 out of 5 average rating, 39 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.
FamilyValueBeach
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.
ValueLocationIndoor spaces
4.95 out of 5 average rating, 79 reviews
SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
Sea View Luxury Villa Perfect for Girls Getaways & Birthday Celebrations Maho Village Celebrate in style at this stunning Sea True villa, custom designed with high end finishes and built for an unforgettable immersive sensorial experience. With 5.8 meter vaulted ceilings a private pool and every amenity you could dream of. It’s the ultimate escape for groups and special occasions.
ValueLocationOutdoor spaces
4.78 out of 5 average rating, 156 reviewsPopular amenities for villa rentals in Happy Bay
Private villa rentals

Ocean View Villa Little Bay
LocationValueCheckout
5.0 out of 5 average rating, 19 reviews
Belle Lurette • 3BR waterfront with kayaks, pool
FamilyLocationAir conditioning
5.0 out of 5 average rating, 16 reviews
Secret Harbor Villa, private escape in Anse Marcel
FamilyLocationBack garden
5.0 out of 5 average rating, 29 reviews
Marewa - Breathtaking sea view luxury villa 4hp
FamilyLocationView
5.0 out of 5 average rating, 8 reviews
Modern Bungalow With Pool - 3 Min Walk To Beach
ValueLocationWalkability
5.0 out of 5 average rating, 34 reviews
Villa Pure • 3BR waterfront with kayaks, Wi-Fi, AC
LocationFamilyView
5.0 out of 5 average rating, 37 reviews
Villa Pineapple - Grand Case Area -5mn Orient Bay
LocationFamilyPool
4.96 out of 5 average rating, 25 reviews
Waterfront "Bonjour" Beacon Hill St Maarten
FamilyLocationCondition
4.97 out of 5 average rating, 93 reviewsLuxury villa rentals

Villa Solandra – 3BR Oceanfront Sunset w/ Pool
LocationFamilyTV
4.94 out of 5 average rating, 52 reviews
Brand new! - Slowlife - Enjoy Villa
FamilyLocationComfort
4.98 out of 5 average rating, 47 reviews
Sea Haven Villa - Breathtaking Views of Dawn Beach
FamilyLocationCheckout
4.99 out of 5 average rating, 95 reviews
Bayview Resort, Beachfront villa w/ Stunning Views
FamilyLocationSolo travel
5.0 out of 5 average rating, 9 reviews
Sea view 3BR Spring Sea Villa w/ pool, St Maarten
ValueLocationAmenities
4.86 out of 5 average rating, 35 reviews
Blue Sailing 3BR - Ocean View Villa, Happy Bay
FamilyLocationWifi
5.0 out of 5 average rating, 12 reviews
Villa Elysian in Indigo Bay
LocationFamilyBreakfast
4.91 out of 5 average rating, 56 reviews
OOF, Architect-designed house with sea view and private pool.
FamilyLocationOutdoor spaces
5.0 out of 5 average rating, 39 reviewsVilla rentals with a pool

Little Paradise 2, private pool, beautiful view
FamilyLocationAmenities
4.9 out of 5 average rating, 41 reviews
Villa Koala, heated pool, sea view, Cul de Sac
ValueFamilyAir conditioning
5.0 out of 5 average rating, 17 reviews
AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.
LocationConditionCheckout
4.83 out of 5 average rating, 18 reviews
La Villa d Anna, luxury, pool and sea view
ValueLocationHospitality
5.0 out of 5 average rating, 37 reviews
Villa Azur, great view of the Orient Bay
LocationValueCleanliness
4.98 out of 5 average rating, 40 reviews
Villa Opale, Luxury Living by the Sea
LocationFamilyBeach
5.0 out of 5 average rating, 9 reviews
Caribbean View Villa - Sea - Sunset - Location#1
LocationFamilyWalkability
4.96 out of 5 average rating, 27 reviews
Ocean Pearl - Spacious Villa in Dawn Beach
FamilyLocationPool
5.0 out of 5 average rating, 18 reviews




