
Beachfront holiday rentals in Happy Bay
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Top-rated beachfront rentals in Happy Bay
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Sunset 2BR 2BH House in Cupecoy with Private Pool
This Brand New Luxurious town house is perfectly located in the sought after area of Cupecoy. Offering a perfect blend of comfort, convenience & Caribbean charm for a memorable stay that fits perfectly to your weekend getaways, staycation, or work from home This house will bring your Caribbean dream vacation come true. It is walking distance to the Cupecoy beach and just 5 minutes drive from MulletBay & Maho Beach It has a private plunge pool and a rooftop terrace with amazing lagoon views.

Charming apartment on the beach, 1 or 2 bedrooms
This new, full of charm apartment located on the beach, in the heart of Grand-case has its own sandy garden, beach chairs and direct beach access . Enjoy a stunning full view on Creole rock and Anguilla. It's a privileged spot in town and even in the island. Sea view from your bed, from the salon/kitchen area, wide covered terrace with sofa, red wood deck and gazebo covered with real braided palm leaves. True caribbean style! * Unique * * Unbeatable location * * High speed wifi * * Parking*

lovely 1 bedroom beach front property
Come stay in one of our comfortable apartments! our Apartment is located on the first floor ( and only floor) in one of saint-martin's most popular areas Grand case Boulevard, 2 min from Grand case airport, walking distance from a variety of popular restaurants, local dishes, boutiques and of course just a few steps from the private yard you'll be toes deep on the beach. You can also rent a car with us ( airport pick up included) so that you can get around the island. contact us for more info

The Beach House Apartment
A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Le Petit Paradis – Beachfront 1 Bedroom Apartment
"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation. Hope to invite you soon in our Paradise, Elodie

Mont Choisy "Amazing sea view & Spa" 2BD+Sofa
Relax in this peaceful and elegant accommodation, featuring a private jacuzzi and breathtaking views of the Caribbean Sea, the Dutch side of the island, Terre-Basse, and Anguilla. Enjoy stunning sunsets from your terrace. A well-maintained pedestrian path allows you to reach the idyllic Happy Bay beach and the popular Friar’s Bay beach in just 5 minutes. Ideally located just a few minutes from Grand Case — the island’s culinary hotspot — as well as Marigot and Orient Bay.

"SeaBird" studio, feet in the water on the beach
The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.

Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

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"......

Modern Apt in Beachfront residence - Hill view
• ⛱️ In a beachfront residence next to the Bleu Émeraude hotel — enjoy a quiet beach out front, with Rainbow Café and other restaurants just a 5–7 minute walk away. • 🌊 Just 60 seconds from door to water. • ✨ Modern, minimalist two-story (staircase) 1BR fully renovated (2025) • Enjoy the beach without paying sea-view prices (save ~50%). On a busy road, but now fitted with premium soundproof windows for peaceful comfort

"Blue beach" On the beach with a AMAZING VIEW
" Blue beach "est un Appartement situé au deuxième étage dans une Résidence les pieds dans l'eau avec une vue exceptionnelle à 180° sur la mer des CARAÏBES et a un accès direct sur la plage de Grand Case. Proche du centre du village bien reconnu pour sa gastronomie , ainsi que de tous les commerces et de l'aéroport coté Français. Idéal pour un couple d'amoureux, entre amis ou pourquoi pas en famille .

Beachfront Loft in Grand Case - Sea View
An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.
Popular amenities for beachfront rentals in Happy Bay
Pet-friendly beachfront home rentals

Villa Cataleya jacuzzi & piscine à Orient Bay

❤️❤️❤️beyondseas grand case beach ⭐️⭐️⭐️⭐️

"Black Pearl"

Beachfront/6 bdrs en-suite/ Maid included (h)

1-BR Beach Front Ocean Condo

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay

Hillside Beach Townhouse Simpson Bay

"Colombe" your Orient Bay beachfront apartment
Beachfront home rentals with a pool

Villa Belharra, amazing view

Villa SEA VIEW, 5' from Grand Case beach, privacy

NEW! Orient Bay's best view 2 bedrooms 2 bathrooms

Turtles Nest Beach Resort - Beachfront 1 bedroom condo

Sur Mer - Beachfront 3 bedroom on Simpson Bay

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

The beach house

Koala 1 – Elegant 1 Bedroom Duplex Sea View
Private beachfront home rentals

Blue Bengali: waterfront studio in Grand-Case

Ocean Pearl – Modern cocoon a short walk to the beach

Water access, snorkeling gear & kayaks

Logement cosy vue mer et piscine

Grand Case beach

BeachComber Nest | 2BR Near Maho Beach & Airport

The BO'M!

Dolphin - cosy 2BR apt, 50m Simpson Bay beach




