Vacation rentals with outdoor seating in Cupecoy Beach

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Guest favorite

Apartment in Cupecoy, Sint Maarten

5.0 out of 5 average rating, 8 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. Yeah, life is THAT great up here! The space: Modern but with a homey chic, Villa La Perla Sky is all about sweeping views and convenience! You’ll be able to do various activities, ranging from tennis and gym sessions to relaxing massages and private boat tours from the Marina. Of course, strolling on the Plaza in this exclusive residence and dining in select restaurants will be no less enjoyable. Although you may choose to skip cooking altogether, the villa features a highly modern kitchen worthy of a professional chef with a long list of appliances, including a dishwasher, a coffee and an espresso machine, as well as an ice machine. There are also two options if you decide to eat in (you could order delivery or hire a private chef!): the dining room table next to the large open-plan living area and the covered table on the rooftop patio. Each of the three bedrooms is highly comfortable and offers panoramic views. There is a choice of air-conditioner and ceiling fan, king-size beds, and TV; two bedrooms come with En-suite bathrooms, and the third bedroom has a separate bathroom & TV. The Apartment also has a sizable balcony great for morning coffees, a big 65-inch smart TV, and a rooftop with a plunge pool ideal for sunbathing, al fresco dinners, and evening cocktails. The guest access: The Penthouse La Perla Sky is set on the Dutch/French border in a high-end Mediterranean-style village called Porto Cupecoy Marina. You will have access to all of the residence’s public amenities, including a stunning garden, swimming pool, state-of-the-art gym, supermarket, two tennis courts, Casino, and others. As one of the island’s most popular places, the vibrant village is also very green and rejuvenating. The apartment's location is hard to beat, as many of the island’s main attractions are within a quick 15-minute drive: several impressive beaches, superb shopping and dining, the French capital Marigot, airport, casino and nightlife at Maho, to name a few. Other features & amenities: High-speed Internet Washer & Dryer Iron Hairdryer Safes Indoor & Outdoor Dining Common Large Swimming Pool Common Gym Tennis court Supermarket Safe Parking in Garage Gated residence with 24 hr security Casino Bars 7 culinary different Restaurants for Lunch and Dinner/ from Family style/ Casual Dining up to Fine Dining! Breakfast Restaurant Spa Services

Sep 14 – 21

$350 per night

Guest favorite

Guesthouse in Simpson Bay, Sint Maarten

4.93 out of 5 average rating, 57 reviews

White Sands Beach Studio

This is the studio apartment you want. In a prime location in a safe neighborhood, with everything need to enjoy a perfect vacation. You have supermarkets, car rentals, restaurants, and bars within walking distance. A 30-second walk from Simpson Bay beach &6 min to Maho Beach, our world-famous airport beach. Public transportation is also available there. The apartment is recently renovated and equipped with AC, Netflix, a cozy kitchen, a magnificent garden, and a terrace overlooking the airport.

Oct 20 – 27

$95 per night

Superhost

Apartment in Simpson Bay, Sint Maarten

4.87 out of 5 average rating, 179 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.

Sep 27 – Oct 4

$138 per night

Guest favorite

Guest suite in Cupecoy, Sint Maarten

4.91 out of 5 average rating, 76 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.

Oct 20 – 27

$170 per night

Guest favorite

Condo in Cupecoy, Sint Maarten

4.96 out of 5 average rating, 45 reviews

606 Quiet Space in a Vibrant Neighborhood

It is a charming 43M2 penthouse apartment (6th floor) with fantastic land & ocean views of tranquil environment. Great location. The apartment is located just minutes from the Airport, the French Border and midway between the two capitals -Marigot & Philipsburg. It is situated in a vibrant community called Cupecoy, close to renowned beaches, entertainment, restaurants, supermarkets & the medical school. Great views from the rooftop terrace & a well maintained swimming pool on the property.

Apr 22 – 29

$109 per night

Superhost

Apartment in Lowlands, Sint Maarten

4.91 out of 5 average rating, 11 reviews

New offer 6th floor sea view

470 ft² accommodation with 75 ft² terrace on the 6th floor with an elevator. Built in 2019. The view overlooks the Caribbean Sea. Private parking for residents at the base of the building. The accommodation is idealy located, next to Mullet Bay Beach, the most beautiful beach of St Maarten, and the beautiful coves of Cupecoy Beach. Situated next to the golf course, it is centrally located among restaurants, supermarkets, Starz Casino, and just a few minutes' walk from Cupecoy Marina.

Jul 17 – 24

$107 per night

Guest favorite

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 172 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

Apr 29 – May 6

$275 per night

Guest favorite

Condo in Lowlands, Sint Maarten

4.94 out of 5 average rating, 33 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.

May 30 – Jun 6

$97 per night

Guest favorite

Condo in Maho, Sint Maarten

4.88 out of 5 average rating, 171 reviews

2 Min to Beach/Exclusive Rooftop Jacuzzi, Pool+Bar

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!

Dec 14 – 21

$170 per night

Guest favorite

Apartment in Simpson Bay, Sint Maarten

4.97 out of 5 average rating, 156 reviews

Lilly's Beach

This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. New totally refurbished modern apartment with modern amenities and comforts. A perfect vacation spot !

Dec 15 – 22

$291 per night

Guest favorite

Loft in Marigot, St. Martin

4.99 out of 5 average rating, 117 reviews

Sea Loft Stunning View - Private Pool

* 200m² Loft * Exceptional sea views * Private pool * 250 meters to small beach Galisbay * Terrace with sun loungers, garden furniture, garden furniture, outdoor table, and BBQ * Desk area * 100 Mbps WiFi * TV with thousands of channels from all over the world * A 250m walk to Marina Fort Louis de Marigot * 5 min walk to the city center of Marigot with its restaurants, shops and other shops * 5 min from the pier for St. Barts and Anguilla, and the taxi station

Aug 23 – 30

$269 per night

Guest favorite

Condo in Lowlands, Sint Maarten

4.8 out of 5 average rating, 126 reviews

Convenient Studio Apt Near Airport, Beaches & Food

This beautiful studio apartment is located in the newly built Jordan Village complex which is a convenient 10 minute drive away from the Juliana International Airport and is directly opposite the American University of the Caribbean (AUC) Medical School. Guests have the comfort of having the entire living space to themselves with free and accessible parking while having access to two convenient stores, restaurants, bars, beaches, and nightlife.

Apr 2 – 9

$81 per night