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Holiday rentals with a pool in Cupecoy Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cupecoy Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Home in Lowlands
5 out of 5 average rating, 18 reviews

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.

Superhost
An infinity pool extends over the edge, offering panoramic views of the lagoon. The tranquil water reflects the blue sky, while steps lead from the pool's edge to the terrace. Lush greenery is visible, enhancing the serene atmosphere of the space.
Guest suite in Cupecoy
4.91 out of 5 average rating, 127 reviews

Panoramic View Terrace Infinity Pool Top Penthouse

Wake up to the magnificent panoramic view of the lagoon on the top floor, rejuvenate your body with a refreshing dip in the private rooftop infinity pool with a coffee or tropical drink. Take a 10 mins stroll to the famous Mullet bay Beach and grab a few freshly French croissants by the Square. After sunset, enjoy the plentiful neighborhood bars and restaurants or take 5 mins drive to Maho where you will find a vast variety of restaurants, casino and clubs or Porto Cupecoy for romance spot.

Superhost
Flat
4.69 out of 5 average rating, 16 reviews

Modern Oceanfront Apartment Cupecoy, Sint Maarten

Newly refurbished in 2025, 70 m² apartment located on the third floor of Sapphire Beach Resort. Great panoramic ocean views, large private balcony, Deluxe king-size bedroom; convertible queen-size sofa bed Modern bathroom with shower Fully equipped kitchen, Air conditioning, two TVs, safe deposit box Outdoor pool, fitness center, small beachfront area. Free WiFi 5 minutes to Mullet Bay Beach ; 10 minutes to International Airport Walking distance to supermarkets, restaurants, casino

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
4.99 out of 5 average rating, 191 reviews

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Top guest favourite
A well-maintained outdoor pool is surrounded by lounge chairs, offering a relaxing space for guests. Shade is provided by large umbrellas, and tropical palm trees are visible in the background. The pool area is complemented by modern residential buildings, enhancing the serene environment.
Apartment in Lowlands
4.98 out of 5 average rating, 105 reviews

Brand New- Maho Condo Studio with Seaview and Pool

Brand new studio, centrally located in Maho, with 24/7 security, amenity filled and a short distance to beaches, shopping and nightlife. The studio is a 5 minute walk to Maho Village and an 8 minute walk to the famous Maho Beach where you will find a multitude of restaurants, duty-free shopping and Casino Royale. It's also an 10 minute walk to Mullet Bay, one of the most beautiful and popular local beaches on the island. The location is a convenient 5 minute drive to the airport.

Top guest favourite
A spacious living area features large sliding glass doors that provide an unobstructed view of the ocean. Comfortable seating includes a sofa and two recliners. A dining table is set for four, and natural light fills the space, enhancing the coastal atmosphere.
Apartment in Lowlands
4.96 out of 5 average rating, 54 reviews

It’s all about Love...St. Maarten

Beautifully appointed oceanview condo in Rainbow Beach Club Cupecoy, the "Gold Coast " of St. Maarten. When comparing possible rentals, make sure to ask to see actual photos of the view! Rainbow towers is equipped with a backup generator for entire building and the units. 3 pools, circular staircase to a private beach and cave and of course the beautiful ocean. Mullet Beach is one minute away as are supermarkets and restaurants. 24 hour security, fully gated, private parking.

Top guest favourite
An inviting outdoor space features a private pool surrounded by lush greenery and sea views. Comfortable lounge chairs are positioned nearby, providing a serene spot to relax. Sunlight reflects off the water's surface, creating a tranquil atmosphere.
Flat in Indigo bay
4.95 out of 5 average rating, 130 reviews

Appartement indépendant bas de villa - Indigo Bay

L'appartement de la Villa Stella vous accueille dans un cadre unique avec une vue spectaculaire sur la mer des Caraïbes. Située dans une résidence sécurisée 24h/24, la tranquillité est au rendez-vous. Vous serez à seulement 8 min à pied de la plage d'Indigo Bay et proche des commerces et restaurants de la partie néerlandaise. Composée de 2 chambres et de 2 salles de bain, vous pourrez vous détendre dans la piscine/jacuzzi surplombant la baie .

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, 33 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 contemporary living area showcases a spacious white sectional sofa paired with wooden accent tables. Large windows frame a scenic sea view and allow natural light to illuminate the space. A sleek entertainment unit holds a flat-screen TV, and a stylish ceiling fan enhances comfort.
Flat in Lowlands
5 out of 5 average rating, 29 reviews

Luxueux appartement, vue mer

Architect's apartment with a refined, contemporary and luxurious design. An incredible view of the sea. A large air-conditioned living room opening onto the terrace and the view, with fully equipped kitchen open to the living room, two separate bedrooms with adjoining bathrooms and dressing rooms. Upscale residence with pool facing the sea, direct access to private beach, indoor pool, gym, tennis court, restaurant, spa and free parking.

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
4.95 out of 5 average rating, 59 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.

Top guest favourite
Flat in Cupecoy
4.93 out of 5 average rating, 45 reviews

Penthouse! 3-Bdr. Apartment with Stunning Views!

Keen on being in the heart of the action but without sacrificing privacy and sweeping 360 views? No need to choose between the two: Villa La Perla Sky has it all! The spacious Penthouse is in one of the island’s most sought-after areas where you can tour, shop, dine, and more, and when you get tired, head to your private rooftop pool deck, kick back, and watch the sun setting over the horizon with an aperitif in hand.

Guest favourite
A private heated pool is featured at the edge of the terrace, offering views of the ocean and nearby islands. The clear blue water contrasts with the light-colored stone surrounding the pool, while lush greenery can be seen in the background against a clear sky.
Flat in Little Bay
4.99 out of 5 average rating, 176 reviews

Stunning 2 BD Ocean View - Terraces Lt Bay

Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

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