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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
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.

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
4.92 out of 5 average rating, 133 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.
Flat in Lowlands
5 out of 5 average rating, 7 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.
Apartment in Lowlands
4.98 out of 5 average rating, 111 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
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
Flat in Upper Prince's Quarter
5 out of 5 average rating, 11 reviews

Aman Serene - new listing

This unique place has a style all its own, newly built, contemporary retreat features two elegant master bedrooms, each with its own private bathroom, a spacious living area seamlessly connected to a fully equipped kitchen, an inviting outdoor terrace. Every bedroom and the living room offer uninterrupted vistas of the mesmerizing ocean. The heart of Aman is its spectacular infinity pool and sun-drenched deck, inviting you to relax while soaking in breathtaking panoramas.

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

Guest favourite
A multi-story building features a light-colored façade with distinctive arched balconies on each floor. The structure is framed by a clear blue sky, adorned with soft, white clouds. The alignment of the balconies creates a rhythmic pattern across the exterior.
Apartment in Lowlands
4.79 out of 5 average rating, 99 reviews

Private loft

Prive loft is conveniently located in the exclusive community of cupecoy. 7 minutes walk to mullet bay beach, restaurants, grocery stores and entertainment destinations. Watch planes descend, beach bum the day away or delight your taste-bud at restaurants that dot the beach. Desire a restful retreat? Lounge poolside with wifi, whip up something in the full kitchen, then catch the sunset on the rooftop. Airport pickup/drop available at cost.

Guest favourite
A bright living area features large glass doors opening to a waterfront view. Neutral-toned furnishings include a comfortable sofa and a unique wooden coffee table atop a circular area rug. Decorative greenery and modern art elements provide subtle accents against the white walls.
Flat
4.9 out of 5 average rating, 148 reviews

Secret View amazing apartment- Private pool

Welcome to Secret View! An elegant and intimate retreat with a private pool and a spacious terrace set directly on the lagoon. Designed for couples seeking calm, romance and discretion, just minutes from vibrant Maho with its restaurants, bars and casinos, and Mullet Bay Beach, one of the island’s finest beaches with stunning turquoise waters. Free private parking. This hidden gem is the perfect setting for unforgettable moments together.

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
Flat in Cupecoy
4.94 out of 5 average rating, 47 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, 183 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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