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Holiday rentals in Cupecoy Beach

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Top-rated holiday rentals in Cupecoy Beach

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

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Guest favourite
Home in Lowlands
4.87 out of 5 average rating, 23 reviews

Casa Rish-2BR 2.5BH TownHouse with pool in Cupecoy

This brand new gorgeous town house is located in the sought-after area of Cupecoy. Offering a perfect blend of comfort, convenience & Caribbean charm for a memorable stay. This house will bring your Caribbean dream vacation come true. It is walking distance to the Cupecoy beach. It has a private plunge pool and a rooftop terrace with great lagoon views. It is a Combination of charming and contemporary that fits perfectly to your weekend getaways, staycation, business trip or work from home.

Top guest favourite
A spacious outdoor terrace features a stunning infinity pool overlooking the sea, complemented by comfortable sun loungers. A shaded dining area with a stylish table set for gatherings is visible, showcasing panoramic views of the coastline and vibrant blue ocean.
Home in Upper Prince's Quarter
4.96 out of 5 average rating, 24 reviews

Breathtaking views of St Barth - 8 people

🛏️ King-size bed 🌊 Incredible panoramic sea view 🏊 Heated swimming pool 💧 Water tank and generator for guaranteed comfort in all circumstances ❄️ Fully air-conditioned 🛰️ Starlink internet 🚗 Private parking ⚡ 110V and 220V outlets 🔐 Secure residence with gated access 🔥 Gas barbecue 🧹 Complimentary housekeeping for stays of 6 nights or more 📺 International TV channels 🛁 Bedrooms and bathrooms with sea views 🌿 No overlooking neighbors for complete privacy 🏡 New construction 2025

Superhost
A spacious bedroom features a large bed adorned with white linens and a soft gray throw. Three framed black-and-white prints are displayed on the wall above the bed, while a window offers views of the beach and ocean beyond.
Apartment in Lowlands
4.91 out of 5 average rating, 149 reviews

Modern Oceanview 2-Bedroom Condo on Mullet Bay

Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included

Guest favourite
Flat in Cupecoy Beach
4.92 out of 5 average rating, 12 reviews

Ocean View Designer Renovated 2 B/2B in Cupecoy

First time being offered for rent. Just completed a five month gut renovation. All new floors, kitchen, baths & furnishings. Beautiful artwork. Complex is on the ocean w/2 oceanfront pools as well as a third pool & private beach.24 hour gated security w/parking. Furnished balcony with couch, table & chairs w/ water view. Both bedrooms have king-size beds & en-suite renovated bathrooms. 11 Ft ceilings. New side-by-side washer/dryer in unit. An outstanding value for this luxury accommodation.

Top guest favourite
Apartment
4.99 out of 5 average rating, 68 reviews

Starfruit Condo with ocean view in Kombawa Domaine

Discover our Kombawa Bungalow with its breathtaking sea view! The peace and quiet and the sound of birdsong will help you recharge your batteries! The exclusive Baie aux Prunes beach is just a few minutes' walk away, where you can enjoy peaceful swims in turquoise waters! The bedroom with a quality hotel mattress and bathroom are spacious and contemporary, opening onto a pleasant terrace, ideal for watching the sunset. A change of scenery and unforgettable emotions guaranteed!

Guest favourite
A modern kitchen and living area are visible, featuring a large island with bar seating, complemented by pendant lighting. Floor-to-ceiling glass doors provide access to an outdoor terrace with ocean views. Natural light fills the space, enhancing the contemporary decor.
Flat in Upper Prince's Quarter
5 out of 5 average rating, 47 reviews

Aman Oceanview

The Aman Oceanview is an oasis of calm, luxury and elegance, built into the hillside overlooking the sublime and sparkling Atlantic Ocean and Saint Barth. This a brand new modern property consists of two master bedrooms with two bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. All two bedrooms, the living room have unobstructed views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean, form the focal point of Aman

Top guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a central table, overlooking serene ocean views. A private pool is visible beyond the terrace, complementing the clear blue sky and tranquil waters.
Villa in Sint Maarten
4.98 out of 5 average rating, 41 reviews

Indigo Oceanfront Condo Poolside - Unit 1

Welcome to Indigo Bay Oceanview Villa, in Indigo Bay, Sint Maarten. This spacious condo offers stunning ocean views, modern amenities, and easy access to pristine beaches. With 3 elegant bedrooms, each featuring en-suite bathrooms, an open-concept living area with plush seating, and a gourmet kitchen equipped with state-of-the-art appliances, you’ll find everything you need for a perfect stay. Step outside to your private pool, sun deck, and shaded patio for alfresco dining.

Top guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
4.99 out of 5 average rating, 196 reviews

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

Top guest favourite
A modern living area features large floor-to-ceiling windows that offer panoramic views of the ocean and beach. A light-colored sofa is positioned beside a small wooden table, while a plant adds a touch of greenery. Natural light brightens the space, creating an inviting ambiance.
Flat in Cupecoy
4.97 out of 5 average rating, 36 reviews

Stunning oceanfront condo

Unit 1201 in Tower A: Enjoy spacious luxury accommodations for the whole family at this stylish place only minutes from the airport and steps from the famous Mullet Bay Beach. Two spacious bedrooms each with ocean views and 2.5 bathrooms. Take advantage of the fully furnished well appointed kitchen, free gym and free large heated pool with its own restaurant/bar. Stunning panoramic views of the ocean, beach, mountains, and the golf course.

Top guest favourite
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
4.96 out of 5 average rating, 67 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.

Superhost
Apartment in Lowlands
5 out of 5 average rating, 4 reviews

Oceanfront Cupecoy Condo – 3 Pools & Beach Access

Welcome to Sunset Cove, an oceanfront 2-bedroom condo perched on the Cupecoy cliffs, where you wake up to turquoise Caribbean views. In the gated Rainbow Beach Club, enjoy three pools and a private staircase to secluded Cupecoy Beach. Two queen bedrooms, two full baths, full kitchen, in-unit laundry, and a breezy oceanview balcony. Minutes from Maho, Porto Cupecoy dining, and the airport. Sleeps 6.

Guest favourite
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
4.98 out of 5 average rating, 44 reviews

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.

Popular amenities for Cupecoy Beach holiday rentals

Frequently Asked Questions

  • Where is Cupecoy Beach located?

    Cupecoy Beach sits on the western coast of Sint Maarten, known for its layered cliffs and golden sand. The area is around lively neighborhoods with a mix of restaurants, shops, and resorts.

  • When is the best time to visit Cupecoy Beach?

    The most comfortable months for visiting Cupecoy Beach are commonly late winter through early summer, when rainfall is lighter and temperatures stay near 74–85°F (23–29°C). Early mornings and evenings are frequently suggested for enjoying a quieter atmosphere.

  • What are some things to do near Cupecoy Beach?

    Cupecoy Beach has striking limestone cliffs, often recommended sunset spots, and sandy areas where visitors can relax. Around the beach, visitors can explore local dining, boutique shopping, or try water activities such as snorkeling and paddleboarding when conditions allow.

  • How is the weather near Cupecoy Beach?

    Cupecoy Beach experiences warm temperatures year-round, around 74–89°F (23–32°C). Rainfall is highest in autumn, while spring and early summer tend to be sunnier, supporting beach activities and outdoor exploration.