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Vacation 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
4.89 out of 5 average rating, 19 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.

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.

Guest favourite
A spacious balcony provides stunning ocean views, featuring comfortable seating arrangements. The clear blue sky meets the tranquil sea, creating a serene setting. Sunlight bathes the area, highlighting the clean lines of the modern architecture and the inviting ambiance of the outdoor space.
Apartment in Lowlands
5 out of 5 average rating, 5 reviews

New listing! Ocean Vibes Luxury appt ocean front

Indulge in an unforgettable experience at The Cliff, one of Sint Maarten’s most exclusive luxury residences. This exquisite apartment offers direct access to its private beach, spa, gourmet restaurant, tennis court, indoor and outdoor pools overlooking the ocean. Ideally located just steps away from Mullet Bay, one of the island’s most stunning beaches, golf course, supermarket, casino … Discover an exceptional getaway in Sint Maarten, where luxury and tranquility await you at The Cliff.

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.
Condo 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.

Guest favourite
A corner balcony with a stunning ocean view features two wooden chairs and a small coffee table. A patterned rug and natural decor elements are present, creating an inviting outdoor space. Floor-to-ceiling glass doors provide a seamless transition to the living area.
Apartment in Cupecoy
5 out of 5 average rating, 23 reviews

B1401 @ Fourteen, luxurious & cosy 2 bedroom apt

Your dream vacation begins here! Welcome to our luxurious but warm & cosy 2 bedroom & 2.5 bathroom, 118.38 m2 apartment on the 14th floor of the Tower B with one of the best views in SXM. The Fourteen complex is a one of the island’s most exquisite private gated residences. Experience absolute luxury with plenty of homey and restful ambiance, highest quality furniture, sheets, towels and accessories. ..and remember, time wasted on the beach is time well spent!

Guest favourite
A spacious balcony showcases panoramic views of the beach and turquoise waters. The gentle curve of the railing complements the vibrant sky with scattered clouds. The serene coastal landscape is framed by lush greenery and distant boats along the horizon.
Apartment in Cupecoy Beach
4.96 out of 5 average rating, 72 reviews

A-1701 Stunning oceanfront two bedrooms

Welcome to our exquisite luxury two-bedroom corner apartment, perched on the 17th floor and offering a breathtaking vantage point overlooking the beach. Prepare to indulge in a world of beauty, comfort, and sophistication, where every detail has been carefully curated to create an extraordinary coastal retreat.<br><br>As you enter the apartment, you'll be immediately captivated by the stunning panoramic views of the beach through the floor-to-ceiling windows.

Guest favourite
An aerial view of the villa showcases its modern architecture with a terracotta-tiled roof and expansive outdoor spaces. A large infinity pool reflects the surroundings, while shaded areas with loungers and a fire pit area provide spaces for relaxation and gathering.
Villa in Upper Prince's Quarter
4.95 out of 5 average rating, 120 reviews

The Blue Door Villa - 4 bed ocean view home

At the Blue Door Villa, we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service.

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, 191 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.
Apartment 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.
Apartment in Lowlands
5 out of 5 average rating, 29 reviews

Luxury apartment, sea view

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, 60 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
Apartment 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.

Popular amenities for Cupecoy Beach rentals with a pool