Holiday rentals with a pool in Cupecoy Beach

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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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Top guest favourite

A serene view showcases a pool surrounded by lush palm trees, leading to the tranquil ocean. Colorful lounge chairs and shaded cabanas are positioned poolside, providing relaxation options. The bright blue sky is dotted with soft clouds, enhancing the overall scenic beauty.

Home in Cupecoy

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.

4.9 out of 5 average rating, 59 reviews

Guest favourite

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

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.

4.92 out of 5 average rating, 138 reviews

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

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.

4.98 out of 5 average rating, 118 reviews

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

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.

4.95 out of 5 average rating, 57 reviews

Top guest favourite

An inviting infinity pool is positioned adjacent to the shoreline, offering unobstructed views of the Caribbean Sea. Lush palm trees frame the scene, while the sun reflects off the water's surface, creating a serene atmosphere. The surrounding terrace features natural stone tiles.

Apartment in Lowlands

The Cliff in Cupecoy Beach HEAVEN!!!

THE CLIFF A Gorgeous Condo with Beautiful Caribbean Ocean Views! A Luxurious and newly built oceanfront condominium with Beautiful ocean views on the 2nd floor giving you the feeling of having a villa on the beach. This Condo Boasts Luxury with 1500 sq feet of living space. The Kitchen is fully equipped with stainless steel appliance with full utensils to prepare your meals. There is a separate laundry room with a washer and dryer. The Photo is my Daughter Victoria

5.0 out of 5 average rating, 58 reviews

Top guest favourite

Apartment in Upper Prince's Quarter

Serenity Seascape | 2BR Retreat, 270° Oceanviews

Wake up to a jaw-dropping panoramic view of the Caribbean Sea from this chic oceanfront gem in Point Blanche! Bask in 270° views, picture-perfect sunrises, and views of St. Barths from your own private terrace. The space features modern coastal interiors and hotel-quality bathrooms, blending luxury with cliffside serenity. Located just five minutes from Philipsburg, it offers easy access to beaches, restaurants, and shopping while preserving tranquility.

5.0 out of 5 average rating, 7 reviews

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

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

4.99 out of 5 average rating, 199 reviews

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 in Point Pirouette

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.

4.9 out of 5 average rating, 148 reviews

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

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.

4.98 out of 5 average rating, 40 reviews

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

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.

5.0 out of 5 average rating, 31 reviews

Guest favourite

Flat in Cupecoy

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.

4.87 out of 5 average rating, 52 reviews

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

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 !

4.99 out of 5 average rating, 187 reviews