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Vacation rentals with a patio in Simpson Bay Beach

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Top-rated patio rentals in Simpson Bay Beach

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Superhost
A spacious terrace features a comfortable seating area with plush cushions. Lush greenery surrounds the space, offering a sense of tranquility. A staircase leads to an upper level. In the distance, a view of buildings and the sky is visible, enhancing the outdoor ambiance.
Guesthouse in Simpson Bay
4.86 out of 5 average rating, 147 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.

Guest favorite
Home in Lowlands
5 out of 5 average rating, 18 reviews

Sunset 2BR 2BH House in Cupecoy with Private Pool

This Brand New Luxurious town house is perfectly located in the sought after area of Cupecoy. Offering a perfect blend of comfort, convenience & Caribbean charm for a memorable stay that fits perfectly to your weekend getaways, staycation, or work from home This house will bring your Caribbean dream vacation come true. It is walking distance to the Cupecoy beach and just 5 minutes drive from MulletBay & Maho Beach It has a private plunge pool and a rooftop terrace with amazing lagoon views.

Top guest favorite
Condo in Simpson Bay
5 out of 5 average rating, 7 reviews

Deep Blue Sea at LaSiesta - Oceanfront Condo

This stunning beach front / poolside ground floor 1 bedroom condo was completely renovated August 2025! Deep Blue Sea is an immaculate and well appointed luxury property centrally located in Simpson Bay right on the sparkling waters of Simpson Bay Beach. Nearly everything in this condo is brand new and updated in a chic & modern beach style with all the amenities and comforts of a luxury resort, but without the crowds or bustle that go with it. Peace, privacy, pool and the Deep Blue Sea...

Top guest favorite
A bright living area features large glass doors that open to a private outdoor space. A comfortable sofa and a coffee table are positioned on a light-toned rug. A TV is mounted on a sleek white cabinet, while wooden accents add warmth to the design.
Apartment in Simpson Bay
5 out of 5 average rating, 74 reviews

The Loft at Simpson Bay Yacht Club

Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.

Guest favorite
A spacious bedroom features a large bed adorned with white linens and a soft gray throw. Three framed black-and-white prints are displayed on the wall above the bed, while a window offers views of the beach and ocean beyond.
Condo in Lowlands
4.91 out of 5 average rating, 140 reviews

Modern Oceanview 2-Bedroom Condo on Mullet Bay

Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included

Guest favorite
A sunlit terrace offers a scenic view of the ocean, framed by walls painted in soft turquoise. A dining table is set for four, accompanied by two lounge chairs. Colorful patterned rugs add warmth to the space, enhancing the coastal ambiance.
Apartment in Simpson Bay
5 out of 5 average rating, 11 reviews

Ocean Edge Blue Water Beach condo.

Absolutely gorgeous condo with a spacious bedroom and bathroom on the 2nd floor of a luxury building in the heart of Simpson Bay. Which is one of the best beaches on the island. Enjoy the pristine white beach and 50 shades of Blue right in front of you (direct beach access). The large open concept floor plan area features a dining area and a living room with a beach overlooking terrace. Additional features include a full kitchen, a TV in living room, in unit washer and dryer, and WiFi.

Guest favorite
A serene beach scene captures gentle waves lapping at the shoreline, where soft sand meets clear blue water. The sky is adorned with scattered clouds, creating an inviting atmosphere, while distant boats can be seen on the horizon.
Condo in Simpson Bay
4.97 out of 5 average rating, 29 reviews

Beach front Condo Simpson Bay beach

Most beautiful beach on the Island (hands down!). Great 3 bedrooms, 2.5 bath condo. Located directly on Simpson Bay beach. You will enjoy amazing views of the ocean, and sunsets from the private patios. This beach condo, equipped with all amenities is the perfect location for your dream vacation with just a few steps away from the beach. Within walking distance from many restaurants, grocery stores and nightclubs. Every second you will enjoy, inside the condo or outside. Simply amazing.

Top guest favorite
A bright building is showcased with orange-tiled roofs and white walls, surrounded by lush greenery and palm trees. The structure is positioned along the water's edge, with boats visible in the distance and an inviting view of the bay and surrounding landscape.
Condo in Simpson Bay
5 out of 5 average rating, 48 reviews

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

A spacious apt in a great location. This apt is located on the 2nd and 3rd floor in a gated +24/7 secured community of the Simpson Bay Yacht Club. A fully stocked kitchen. Open concept Dining/Living room combination leads to a covered patio for outdoor dining with panoramic bay views. 2 large and spacious bedrooms with private baths. Enjoy morning coffee or afternoon cocktails on one of the 3 patios all overlooking water. This complex offers 2 pools, Tennis, Jacuzzi, security and parking.

Guest favorite
A modern studio features a spacious sleeping area with a light-colored bed and elegant decor. A comfortable sofa and a dining table are present, with a large mirror reflecting the room's layout. Natural light fills the space, enhancing the relaxed atmosphere.
Apartment in Simpson Bay
4.88 out of 5 average rating, 42 reviews

Modern / Cozy Studio in the center of Simpson Bay

Enjoy a stylish experience in this centrally-located studio in the heart of Simpson Bay, 10 minutes away from Princess Juliana International Airport and Maho Beach, where you can enjoy the landing and take off of airplanes! Recently renovated unit in Puerta Del Sol Plaza, conveniently located walking distance to both IGY SuperYacht Marinas, Sint Maarten Yacht Club, the Simpson Bay Bridge, various supermarkets, multiple restaurants, loads of shops and of course the famous Kim Sha Beach!

Top guest favorite
A private outdoor area features a crystal-clear pool surrounded by sun loungers. A gazebo is visible to one side, providing shaded space. The vibrant yellow and natural stone walls enhance the inviting atmosphere, while palm trees contribute to the tropical feel, all under a clear blue sky.
Apartment in Simpson Bay
4.95 out of 5 average rating, 66 reviews

Private Pool- 5 min DRIVE to Maho Beach & Airport

OUTDOOR AREA (NOT shared with other guests) - Automatic Generator - Private Pool - Private Gazebo - chairs and table - Beach Towels - Grill ONE BEDROOM - Queen Size Bed/ Gel Memory Foam Mattress Topper (Optional) - Smart Samsung TV - High speed WIFI - Storage spaces - Air conditioning TOP FLOOR The upstairs unit is occupied, but we do not use any part of the downstairs guest area. The studio, pool, and outdoor space are fully private for your exclusive use.

Top guest favorite
A spacious terrace is furnished with a wooden dining table surrounded by black wicker chairs. Lush greenery and the lagoon are visible beyond the railing, with palm trees swaying gently in the breeze. The sky is bright blue with scattered clouds.
Apartment in Simpson Bay
5 out of 5 average rating, 28 reviews

Vitamin sea 2

Welcome to Vitamin Sea 2 ! This one bedroom condo is well located in Simpson Bay Yacht club, central location in the heart of the action, and nonetheless peaceful atmosphere, tucked away by lush yet elegant landscaping and architecture. The living room and the master bedroom have an amazing view over the lagoon, offering a fresh respite from the town of Simpson Bay. 24/7 security gated residence, swimming pool, parking.

Guest favorite
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, 59 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.

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