Family-friendly vacation rentals in Cupecoy Beach

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Top-rated family-friendly rentals in Cupecoy Beach

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Guest favorite

A vibrant blue gate opens to reveal a sandy beach and calm waters. Decorative pots with blooming pink flowers frame the entrance, accompanied by lush green leaves. In the distance, sailboats can be seen on the horizon under a cloudy sky.

Apartment in Simpson Bay

4.87 out of 5 average rating, 210 reviews

Apartment on the beach

Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

Guest favorite

A spacious balcony offers panoramic ocean views with azure waters and palm trees in the foreground. Comfortable lounge chairs are positioned by the railing, while a seating area features a deep blue sectional sofa. A light-colored table is set for outdoor relaxation.

Apartment in Simpson Bay

5 out of 5 average rating, 35 reviews

Le Papillon -Modern, beachfront, 550sq. ft terrace

Le Papillon enjoys one of the best locations on St. Martin, with many wonderful restaurants nearby and a beach that is close to private and ideal for long walks. Overlooking the entire Simpson Bay beach, the comfortable 2150 sq. feet apartment is equipped with everything a visitor might need. The long list of our luxurious amenities is shown below. The terrace itself is so comfortable and large that many guests mentioned that they would not mind living there. The view is breathtaking.

Superhost

A serene outdoor space showcases a sparkling swimming pool surrounded by wooden decking. Elegant sun loungers with blue towels are positioned around the pool, inviting relaxation. Lush greenery and modern Caribbean architecture provide a tranquil backdrop under a clear blue sky.

Villa in les Terres Basses

4.75 out of 5 average rating, 52 reviews

Beautiful villa Azur ,Low Lands ,private tennis.

Our villa of 300 sqm offers contemporary design while keeping the charm of the Caribbean architecture in the middle of the Low Lands which is the most residential and secured area in SXM It is close to the gorgeous beach of Long Bay and to the 5 stars Hotel La Samanna ,located in a 10 000 sqm tropical garden with Jacuzzi, large Pool and Lit Tennis, all private within a secure estate It is located in the french side just near the dutch side and its casinos , discos and restaurants.

Top guest favorite

Large glass sliding doors open to a sunny outdoor deck with views of the turquoise ocean. Comfortable lounge chairs and a dining table are visible among tropical palm trees. The living area features a soft gray couch and a wall-mounted TV, creating an inviting indoor space.

Apartment in Simpson Bay

5 out of 5 average rating, 207 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Guest favorite

A small dining area features a round wooden table surrounded by four rustic chairs. A heart-shaped mirror is framed by greenery on the wall, complemented by two wall sconces. Soft natural light filters through sheer curtains, enhancing the serene ambiance.

Condo in Maho

4.9 out of 5 average rating, 207 reviews

Serene Oasis: Unwind by the Rooftop Pool & Hot Tub

This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance! If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available, at your fingertips!

Superhost

A round outdoor dining table with wicker chairs is positioned on a private terrace. The panoramic ocean view features calm blue waters, with a distant island visible on the horizon under a sky dotted with fluffy white clouds.

Apartment in Cupecoy

4.95 out of 5 average rating, 65 reviews

Panoramic ocean view Large 3 Bed Rooftop Penthouse

‘Has to be seen to be believed! - ‘a once in a lifetime experience!’ Described by previous guests as 'a portal to another world' and 'a totally zen experience', 'reignited our passions'. Spacious flexible living for up to 3 bedrooms. Recently fully renovated, my place is a luxury penthouse with a large private deck and great panoramic ocean views. There is dining nearby, family-friendly activities, and beaches. Pool, gym and 24hr security with gated parking underground.

Top guest favorite

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.

Condo in Lowlands

5 out of 5 average rating, 44 reviews

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

Guest favorite

A spacious dining area features a wooden table set with a bowl of oranges. Natural light streams through large windows, illuminating the cozy seating area in the background. Green plants add vibrancy to the room, creating a welcoming, serene atmosphere.

Apartment in Lowlands

4.97 out of 5 average rating, 133 reviews

Cupecoy Côté Jardin 1

Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

Guest favorite

A serene pool area is surrounded by a wooden deck, featuring sun loungers. The turquoise water of the pool reflects the bright blue sky, scattered with white clouds. Lush greenery and palm trees frame the scene, providing a tranquil atmosphere.

Villa in Collectivité de Saint-Martin

4.95 out of 5 average rating, 60 reviews

Slowlife Harmony - Caribbean Villa Three Bedrooms!

Harmony is your perfect vacation home, will give you the feeling of being at home in the Caribbean, this spacious 3-bedroom Caribbean style villa, we can accommodate a family, couples and friends. Harmony will be your home away from home, and at the same time you will have a personalized service for requests and to guide you with information about all the activities and places that you must experience on our island.

Superhost

A living area is presented with a wooden cabinet housing a flat-screen TV. Two chairs with woven detailing complement a decorative potted palm. The light and airy space is accented by white walls and a beamed ceiling, enhancing a serene atmosphere.

Condo in SX

4.83 out of 5 average rating, 115 reviews

Large 2BR Condo - STEPS FROM BEACH!

Experience tropical luxury at our Mullet Bay vacation rental in Sint Maarten. Our 2BR/1BA property boasts queen beds, full kitchen, laundry facilities and a gated community complete with pool and barbecue area. Perfect for families, couples or groups seeking a tranquil escape. Enjoy the comfort of spacious bedrooms and the convenience of on-site amenities. Book now for the ultimate island getaway!

Top guest favorite

A private outdoor area features a swimming pool surrounded by lounge chairs, with views of the water and distant hills. Palm trees provide shade, while a wooden structure offers a dining space. Natural stone tiles create a welcoming atmosphere, ideal for relaxation.

Villa in Cul-de-Sac

4.98 out of 5 average rating, 133 reviews

VILLA JADE 2 : SUITE PIEDS DANS L'EAU / PISCINE

VILLA JADE est un complexe de 3 villas situé dans la baie de CUL DE SAC et ses îlets ... VILLA JADE 2 est une suite spacieuse / vue mer pour 2 personnes les pieds dans l'eau, avec piscine privée. Les 3 villas sont mitoyennes mais très calmes et intimes. Votre unique vue est la mer... Accès direct à la mer par un ponton, et kayaks à votre disposition.

Guest favorite

The calm waters of an infinity pool reflect the clear blue sky, surrounded by vibrant tropical plants and smooth white walls. The gentle curves of the pool edge create a seamless transition into the lush landscape, inviting relaxation and enjoyment.

Guesthouse in Little Bay

4.86 out of 5 average rating, 229 reviews

Your oasis with spectacular views and private pool

Long idelness by the infinity pool. Two bedrooms each with its own bathroom and seperate toilette. A few minutes from the beach, shops and nightlife and yet in a quiet and safe area. The guests has the entire home with a private pool. Please check “villa_pi” on instagram for more photos