
House holiday rentals in Cupecoy Beach
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Top-rated house rentals in Cupecoy Beach
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Sunrise Over St. Barths
BRAND NEW CONDO in a quiet gated community! "Sunrise Over St. Barths" is an oasis of luxury and elegance, built into the hillside overlooking the Atlantic Ocean and St Barth. Enjoy the sunrise every morning in this modern property consisting of 2 master bedrooms with 2 bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. Each bedroom and the living room have unobstructed panoramic views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean.

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.

Slowlife - Villa Wellness 4 beds
Wellness Villa is a luxury vacation home, this villa will be your majestic vacation home in the Caribbean. Since the moment you step into the elegant entrance surrounded by a beautiful tropical garden. This elegant villa was designed for our guest’s greatest comfort and relaxation, located in Terres Basses with spectacular lagoon and ocean view from our large terrace with an infinity pool and a jacuzzi, just 5 minutes from the exclusive and gorgeous Long Bay, you will experience a unique holiday

Fun times ahead! Devine in You Cupecoy is calling.
Welcome to your beach front getaway, pack your swim suit! You will enjoy top beaches, Mullet Bay, amazing ocean views and beautiful sunsets. Truly one of the best locations on the island. Step inside and discover a haven of comfort, where plush furnishings invite relaxation. Both bedrooms boast unique, Caribbean-infused decor with a modern twist. Enjoy unparalleled access to three pools, an outdoor shower, private beach, garage parking, and 24-hour security, tailored to enhance your well-being.

Endless Views @ Acqua Bleu
Nestled in the heart of Saint Martin, Acqua Bleu offers breathtaking views of turquoise waters and pristine beaches. You'll have direct access to some of the most gorgeous spots on the island, ensuring endless fun in the sun. You’ll enjoy access to various amenities, including a fully equipped kitchen, spacious living areas, a refreshing swimming pool, and much more! Acqua Bleu features two king bedrooms, each accompanied by a private bathroom. Get ready to enjoy a truly rejuvenating vacation!

Stunning Panoramic Views Of The Ocean & St Barth!
“Villa Senorita” is located in the private residential and secured Mandara Residences. This brand new modern condominium features 164sqm/1766 sqft of interior and exterior space with WIFI throughout. The Condo consists of two master bedrooms with two bathrooms, living room with kitchen area, exterior terrace, and laundry area. All two bedrooms, the living room have unobstructed and breathtaking views of the ocean, Guana Bay Beach, Saint Barthélémy and the beautiful island nature.

La Pearle - Luxurious 1 Bedroom Condo By the Beach
Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!

ALMOND BLUE ...Pinel bay view - caribbean feeling
Relax in the Caribbean in this beautiful house with its extraordinary view of Pinel Bay, voted the 3rd most beautiful destination in the Caribbean. In the middle of a nature reserve overlooking St Barthélémy, you will swim with turtles and exotic fish. With access to the sea below the house, you can enjoy the kayaks available to go and enjoy a lobster or cocktail in one of the 2 restaurants on Pinel Island. St Martin – The Pearl of the Caribbean!

15% off* until August 31, 2026: Villa Coral
*Contact us to enjoy 15% off our regular rates on all accommodation-only stays completed by August 31, 2026* Carefully redesigned in 2025, Villa Coral is a spacious, fully equipped villa featuring two elegant suites, each with a full en-suite bathroom and a private outdoor shower, offering an intimate connection with the surrounding tropical setting. A serene pool completes the experience, inviting moments of pure relaxation.

Slowlife! Blooming Villa! Freshly Renovated
Located in Terres Basses, near Baie Rouge beach, and with a magnificent view of the ocean, you will find a fully private 2 bedrooms, 2 bathrooms villa, ideal place for a family, couples or friends. With a large covered terrace, a pretty salt water swimming pool in the middle of a deck, all in the heart of a tropical garden, where you will definitely enjoy the wonderful ocean view that will allow you to relax.

Villa Calma – Lagoon view, pool & tranquility
Villa Calma is a spacious, fully air-conditioned 3-bedroom, 3-bathroom villa offering breathtaking views of the lagoon, a private pool, multiple terraces, and a private dock with a boat lift. Conveniently located in the ultra-secure and very quiet area of Point Pirouette, right next to Maho and the airport, the villa is appealing thanks to its beautiful layout and abundant natural light.

SeaSun New Home with Private Pool and Generator
Experience contemporary island living at its finest in this brand-new 2-bedroom, 2.5-bath home, perfectly positioned in the prestigious Cupecoy Estates. Designed with style and comfort in mind, this private oasis blends sleek modern design with the relaxed charm of Sint Maarten’s Caribbean coast. Indulge in luxury, privacy, and pure Caribbean comfort—your Sint Maarten escape starts here.
Popular amenities for Cupecoy Beach house rentals
House rentals with a pool

2 bedroom villa on the beach!

Upscale Villa Hideaway in Orient Bay

Villa Josefa SXM · Ocean View Above Friar’s Bay

Indigo Bay Condo Shamrock 2 Bed 2 Bath Ocean Views

*New* The Beach House at Indigo Bay

"Sweet Home on the Beach"

SABLE house, sleeps 2. Sea view, private pool.

Ocean view villa at Dawn beach
Weekly house rentals

Spacious 3BR with Private Cozy Pool

Beautiful villa with private swimming pool.

2 Bedroom Ocean Front Villa, Private Infinity Pool

Villa Mariposa - Terres-Basses - Plum Bay

Townhouse Villa LX

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

ALOHA penthouse

Villa Tamarind | Luxury | Spectacular Views | 4BDR
Private house rentals

Villa Aston - on the Beach

Villa Areca • 3BR waterfront with kayaks, WiFi, AC

Villa Edenly Orient Bay

Villa M: Brand-new with breathtaking ocean views

LODGE Elegant Cocoon, Tropical Terrace, Sea View

Villa Happy Friar's - 100m plage & restaurants

3BR Townhouse in Pelican Key

Villa Soualiga 3, Orient Bay
Destinations to explore
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