Apartment holiday rentals in Simpson Bay

A bright and modern kitchen area features sleek cabinetry and stainless steel appliances. A dining table with four upholstered chairs is set next to a comfortable sofa, creating an open and inviting living space. Neutral tones enhance the contemporary design.

4.88 out of 5 average rating, 51 reviews

NEW Double S Suite

In the heart of Simpsonbay, close to bars, restaurants, and the beach, you'll find this stylish and newly constructed apartment. Only 4 min from the airport and have double-paned windows to keep out the noise. The apartment has a queen-size bed, free Wi-Fi, and 2 flat-screen TVs; it's also only 2 minutes from Simpson bay beach, known for its clear water. This chic grey and white studio comes with all the amenities necessary for a restful and romantic beach getaway in the middle of St. Maarten.

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.

5 out of 5 average rating, 55 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.

A serene beach view is captured, showcasing clear turquoise waters meeting powdery white sands. A picnic table sits on the beach, bordered by vibrant green plants and palm trees. Soft clouds drift above under a bright blue sky, completing the tranquil seaside scene.

4.96 out of 5 average rating, 202 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. Apartment with modern amenities and comforts. A perfect vacation spot ! Back up system installed to insure electricity.

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.

4.97 out of 5 average rating, 39 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 - Smart Samsung TV - High speed WIFI - Storage spaces - Air conditioning LIVING ROOM - Dinning table for two - A Sofa BATHROOM - Walk-In Shower with HOT water - Essential Toiletries provided KITCHEN - Coffee Maker - Stove/ Oven (Gas) - Fridge/ Freezer - Washer/Dryer - kitchen appliances - Coffee and tea

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.

5 out of 5 average rating, 220 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

4.92 out of 5 average rating, 132 reviews

Le Petit Paradis - Beachfront 1 Bedroom Apartment

"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation. Hope to invite you soon in our Paradise, Elodie

A spacious swimming pool features clear blue water and is surrounded by palm trees. Lush landscaping adds to the serene environment. The backdrop showcases the resort building and outdoor dining area, all bathed in natural light under a partly cloudy sky.

4.95 out of 5 average rating, 21 reviews

Beachfront Royal Palm 1-BR

This one-bedroom unit is located on the 4th floor of the Royal Palm Hilton Vacation Club in Simpson Bay, St Maarten. This property boasts direct beach access and stunning ocean views! Inside you’ll find a spacious open-plan living area with a pull out sofa, and the modern kitchen is fully equipped. Situated in the heart of it all, close to restaurants, bars & nightlife! Please note: The Royal Palm requires a $250 refundable security deposit at check-in.

4.91 out of 5 average rating, 121 reviews

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, a stunning, fully renovated, stylish and modern apartment located directly on the lagoon with a private pool and breathtaking views. Quiet and secure area, next by Maho, Mullet Bay, the golf course, supermarket, bars, restaurants, and casinos. A true sanctuary, it’s sure to be the highlight of your holiday. Private and free parking Your ultimate vacation retreat. Sint Maarten is currently experiencing some daily power outages

4.95 out of 5 average rating, 108 reviews

An inviting outdoor space features a private pool surrounded by lush greenery and sea views. Comfortable lounge chairs are positioned nearby, providing a serene spot to relax. Sunlight reflects off the water's surface, creating a tranquil atmosphere.

Flat in Indigo bay

Appartement indépendant bas de villa - Indigo Bay

L'appartement de la Villa Stella vous accueille dans un cadre unique avec une vue spectaculaire sur la mer des Caraïbes. Située dans une résidence sécurisée 24h/24, la tranquillité est au rendez-vous. Vous serez à seulement 8 min à pied de la plage d'Indigo Bay et proche des commerces et restaurants de la partie néerlandaise. Composée de 2 chambres et de 2 salles de bain, vous pourrez vous détendre dans la piscine/jacuzzi surplombant la baie .

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.

4.97 out of 5 average rating, 137 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.

A spacious terrace is presented with a wooden dining table surrounded by four chairs, complemented by a selection of fresh fruit. Sun loungers are positioned for relaxation, with a view of the turquoise water and sailboats visible in the distance.

5 out of 5 average rating, 136 reviews

Simpson bay beach, spacious, beautiful views!

Amazing spacious 3 bedroom, 2 bathroom apartment with awesome location in the heart of Simpson Bay. location, location, location in the middle of it all. Right across the 2.5 mile beautiful Simpson Bay Beach. All the beach necessities are there to enjoy, beachchairs, snorkeling gear, fishing rod and even 2 kayaks. You can walk to many nearby restaurants, grocery stores and other shops. Public transportation is also steps away.

An outdoor terrace features a private pool and a dining area with a table and chairs. Sun loungers are positioned nearby, surrounded by tropical greenery. A scenic view of the water and distant buildings can be seen, with sunlight illuminating the wooden deck.

4.93 out of 5 average rating, 14 reviews

The Lost Paradise

Ce magnifique appartement, situé près des plages de Maho et Mullet bay et du quartier touristique de Maho, est idéal pour passer de superbes vacances. Très fonctionnel, il est parfait pour 4 personnes avec ses 2 salles de bains et sa chambre indépendante. Un lit escamotable dans le salon servira de second lit. Situé sur la presqu’île pittoresque de Point Pirouette, ce logement unique vous fera passez de merveilleux moments.

Popular amenities for Simpson Bay apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.94 out of 5 average rating, 35 reviews

"Blue Emerald ¤ Studio" piscine & fitness à Maho

A refreshing outdoor pool is flanked by lounge chairs under shaded umbrellas. Lush greenery surrounds the area, and a covered seating space is visible in the background, providing options for relaxation.

4.84 out of 5 average rating, 55 reviews

B Maho Studio

5 out of 5 average rating, 9 reviews

A vibrant view of the turquoise sea is presented, dotted with sailboats under a bright blue sky with scattered clouds. A sandy beach and a wooden pier are visible in the foreground, alongside a serene swimming pool adorned with lounge chairs, enhancing the coastal setting.

Flat in Marigot

Les Oiseaux du Pirate

4.74 out of 5 average rating, 65 reviews

An outdoor area features a small, private basin surrounded by a deck and stone steps leading to an upper level. Lush greenery and vibrant flowers create a natural setting, enhancing the peaceful ambiance. A clear sky above adds to the bright, welcoming environment.

Flat in Saint martin

Grand loft avec vue lagon

A spacious living area showcases neutral-toned walls and tiled flooring. Modern furnishings include a wooden coffee table, open shelving, and a large wall-mounted television. A dining space with high-backed wicker chairs is visible, alongside a well-equipped kitchen area with green cabinetry.

4.85 out of 5 average rating, 20 reviews

Villa Nautica

A modern living area features a comfortable white sofa accompanied by decorative pillows. A wooden coffee table sits in the center, surrounded by a textured area rug. Large windows allow natural light to fill the space, offering serene views of greenery and nearby structures.

4.83 out of 5 average rating, 86 reviews

Maho Beach House: Modern 1-Bedroom, Ocean Level

5 out of 5 average rating, 4 reviews

A bright terrace features a small dining table and chairs, overlooking the beach and crystal blue waters. Light-colored tiles create an open and inviting feel, while a cozy seating area offers unobstructed views of the sea. The sky is clear, enhancing the tranquil ambiance.

Flat in Baie Nettle

Stunning Sea View – 1min Walk to the Beach & pool

4.93 out of 5 average rating, 42 reviews

A private terrace offers views of the Caribbean Sea and sandy beach, framed by palm trees swaying gently in the breeze. Lounge chairs are positioned to enjoy the tranquil scenery, inviting relaxation under a clear blue sky.

Flat in Marigot

Reve Caraibes sur l'eau

Private apartment rentals

5 out of 5 average rating, 9 reviews

A spacious terrace is complemented by a dining table surrounded by four chairs. A comfortable seating area with two wooden chairs and a couch is visible. Large glass windows provide a view of the lagoon and the outdoors, enhancing the natural light in the space.

Flat in Marigot

NEW 1BR apt lagoon & sunset view 2/3p

A serene bedroom showcases a spacious bed adorned with decorative pillows. Light floods in through two windows dressed with simple blinds. An accent chair sits nearby, accompanied by stylish bedside lamps. Textured wood paneling complements the clean, modern decor of the space.

4.88 out of 5 average rating, 50 reviews

1 Bedroom- ocean view - Walk to beach - Generator

A bright and airy bedroom features a spacious bed dressed in neutral linens, complemented by a cozy seating area with a textured fabric. Expansive glass doors invite natural light and provide access to an outdoor space with a small dining setup.

4.82 out of 5 average rating, 33 reviews

Cozy condo in Blue Pelican

4.97 out of 5 average rating, 31 reviews

An oceanfront view is presented through floor-to-ceiling windows, revealing a serene seascape. The light-filled space features cozy furnishings in a light palette, emphasizing relaxation. The coastal scenery can be seen from various angles, enhancing the connection to the surrounding environment.

Flat in Sint Maarten

CondoSTmaarten panoramic (Adults Only)

Flat in Collectivité de Saint-Martin

A wooden deck overlooks the sandy beach and crystal-clear sea. Two loungers are positioned for relaxation, complemented by a small table and chairs. The vibrant blue water meets a clear sky, enhancing the scenic views of the tranquil surroundings.

4.94 out of 5 average rating, 48 reviews

Nouveau un rêve sur la plage !

Two wooden lounge chairs with red fabric sit on a balcony, overlooking a panoramic view of the Caribbean Sea. The scene includes the white rooftops of nearby buildings and lush palm trees in the foreground, under a clear sky.

4.91 out of 5 average rating, 43 reviews

Condo with stunning sea views and Mullet Bay Beach

4.96 out of 5 average rating, 25 reviews

The infinity pool is visibly stretching towards the horizon, blending with the calm turquoise waters of the Caribbean Sea. Palm trees frame the scene, while a cruise ship can be seen cruising in the distance under a clear blue sky.

Flat in Philipsburg

Studio Ocean Front, Infinity Pool

A serene pool area is highlighted, surrounded by green grass and tropical plants. Lounge chairs are positioned around the pool, which reflects the colors of the sky during sunset. The horizon features a distant view of buildings and clouds, enhancing the peaceful atmosphere.

4.9 out of 5 average rating, 48 reviews

The Emerald at Maho

Apartment rentals with a hot tub

Flat in Collectivité de Saint-Martin

A spacious terrace features a hot tub overlooking a scenic view of mountains and the sea. Sun loungers are arranged nearby, inviting relaxation under a clear blue sky adorned with scattered clouds.

4.94 out of 5 average rating, 54 reviews

The Rock 1 Duplex Appartement Vue Mer avec Jacuzzi

5 out of 5 average rating, 10 reviews

New ! Blue Dream apartment with swimming pool

An outdoor pool is surrounded by lounge chairs and umbrellas, with several palm trees providing shade. Guests can be seen enjoying the water, while a stone island adds a natural element to the pool area. The building on the side features multiple balconies.

5 out of 5 average rating, 3 reviews

Studio apartment at Sapphire hotel 314

A spacious living area is highlighted by natural light filtering through large windows. A comfortable sectional sofa offers ample seating, complemented by a wooden dining table with black chairs. Green plants add touches of nature, while decorative accents line the walls, creating an inviting space.

4.94 out of 5 average rating, 16 reviews

Studio - Simpson Bay Yacht Club

5 out of 5 average rating, 4 reviews

A spacious covered terrace features a comfortable seating area with a light grey sofa and wooden chairs. Two square tables are positioned in front of the seating. A view of the Caribbean Sea is visible through large windows, complemented by lush greenery and a jacuzzi.

Flat in St Martin

Appart Happy View - Vue mer paradisiaque - Jacuzzi

Flat in Collectivity of Saint Martin

A private jacuzzi occupies the foreground, surrounded by tropical plants and red patio umbrellas. A path leads to a covered terrace with ample outdoor seating. The sky is bright blue, and soft clouds are visible above, creating a serene atmosphere.

5 out of 5 average rating, 21 reviews

Le Colibri - Baie Orientale -Jacuzzi privé

4.92 out of 5 average rating, 92 reviews

An octagonal jacuzzi is positioned on a wooden deck, surrounded by lush greenery. Two lounge chairs are placed nearby, providing a comfortable seating area. The view overlooks a scenic landscape with hints of distant hills under a bright sky, creating a serene outdoor ambiance.

Flat in St Martin

The Perch - A unique jungle experience.

A modern living area features a blue sofa flanked by two matching armchairs. A rectangular coffee table sits in the center, adorned with a decorative item. Bright artwork adorns the wall, while soft curtains frame the windows, allowing natural light to fill the space.