Condo holiday rentals in Simpson Bay

A cozy living area features a comfortable gray sofa and a wooden coffee table. Two windows offer expansive views of the ocean, with light reflecting off the water. Beams stretch across the ceiling, enhancing the airy feel of the space.

4.81 out of 5 average rating, 180 reviews

Oceanfront w Pool | Maho Beach area

Location , Location Location ! You can not get any closer to the ocean than in this cliff side apartment. The sound of waves crashing below and incredible ocean views from every room. The sunrise is magical everyday and by night the glowing lights of Simpson bay. This cliff side apartment has everything you need for a dream stay away from the crowds. . Just steps from 4 beaches Simpson bay, Mullet bay, burgeux bay and a 5minute walk to the world famous Maho Beach with its famous plane landings

Lounge chairs are placed on sandy ground, facing the vibrant turquoise ocean. Palm trees gently sway in the breeze, adding to the serene beach setting. A white picket fence encloses the area, and distant mountains can be seen along the shoreline.

5 out of 5 average rating, 20 reviews

Popular Beachfront Property Barefoot /Simpson bay

This Beautiful Beachfront condo in Sint Maarten, Barefoot, is like being on your own little island. 1 min. to shore. The beautiful crystal blue ocean waters you can see and hear from every corner of this condo. This Oasis has such beauty. Mostly private with pure tranquility. . A constant breeze as you open up the doors and windows to let the sea air open up your senses. 8 minute drive from the Dutch airport 16 minutes walking distance from main restaurants casinos and live entertainment.

A serene view of the property’s swimming pool surrounded by lush greenery and palm trees. Loungers are positioned along the poolside, providing spaces for relaxation. The turquoise waters of Simpson Bay are visible in the background, complemented by a clear blue sky.

4.89 out of 5 average rating, 62 reviews

Beachfront Escape with Pool & Stunning Sunsets

Escape to a beachfront paradise with a pool and stunning sunsets. Wake up to the soothing sound of ocean waves and lounge on the private patio overlooking turquoise waters. Step onto white sandy beaches with direct access, or stroll to nearby restaurants and vibrant nightlife. Your coastal sanctuary offers unforgettable moments of relaxation and tranquility. Designed for comfort and convenience, the community and unit include: • Ocean-view pool • Elevator access • Full-building generator

A spacious living area is depicted, featuring a light-colored sectional sofa and two armchairs facing a flat-screen television. Natural light fills the room through large sliding doors that open to a garden view, complemented by tasteful indoor plants and soft furnishings.

4.99 out of 5 average rating, 73 reviews

The Beach Condo

The Beach Condo, located in Palm Beach Apt. complex is a completely newly renovated 2 bedroom condo right on Simpson Bay Beach. Equipped with all amenities, this is your ideal tropical luxurious getaway. A brand new, fully equipped kitchen, large living and dining area and two king size bed-bedrooms with individual bathrooms give you all the space you need for a retreat in the Caribbean. Lounge on the porch, swim in the pool or live it up on the beach, it's all right there for you to enjoy.

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.

4.92 out of 5 average rating, 132 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

A modern sleeping area features a queen bed with a light-colored quilt and decorative pillows. Shelves above the bed display decorative items. Floor-to-ceiling sliding doors lead to a balcony. Wooden flooring complements the light walls, and a small area rug adds warmth.

4.83 out of 5 average rating, 84 reviews

Maho studio overlooking airport, Free Wi-Fi!

Welcome to "Flight Deck", a cozy and unique studio apartment overlooking the Princess Juliana International Airport & runway and beautiful Simpson Bay Beach. This unit is in a prime location, as it is just a 5 minute walk to the heart of Maho Village, which is full of shops, restaurants, bars, nightclubs, casinos, and the world famous Maho Beach, where thrill-seekers can stand just feet below planes as they land and experience the thrilling sensation of the jet blast of planes taking off.

5 out of 5 average rating, 6 reviews

Condo in Sint Maarten

Apt4 (1 bedroom with terraces & amazing sea view)

Warm and Intimate Triplex with 1 Master bedroom, with sea and pool view. Located in Black Palm, an elegant residence of 6 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Enjoy the shared pool with sea view. Ideal for up to 2 guests: couples or friends looking for relaxation. - 5 minutes’ walk from Indigo Beach - 5 minutes’ drive from the nearest supermarket - Private parking on site - Concierge service available for any request.

A spacious bedroom features a large window offering panoramic views of the ocean and nearby mountains. Two elegant chairs sit beside a small table, with a tray holding beverages and snacks placed on the bed. Natural light fills the room, creating a bright atmosphere.

4.9 out of 5 average rating, 31 reviews

Beacon Hill Hideaway: Luxury Condo in Simpson Bay

Escape to luxury at Beacon Hill Hideaway, a modern beachfront condo overlooking Simpson Bay Beach. This spacious 2-bedroom property features stunning ocean views, elegant modern interiors, and direct beach access. Enjoy a covered terrace, private gated entry, and proximity to vibrant Maho nightlife. With high-end finishes, ample amenities, and the beach at your doorstep, it’s the perfect Sint Maarten getaway for families, couples, or friends. Book today and experience Caribbean paradise!

A scenic view reveals a large swimming pool surrounded by lounge chairs and colorful flower gardens. The sparkling blue ocean and a distant boat can be seen, under a bright sky with fluffy clouds. Palm trees gently sway in the breeze, adding to the tropical ambiance.

4.95 out of 5 average rating, 124 reviews

Saint Maarten La Terrasse Maho

It's a cozy large studio with a king size bed, a queen size sleeper sofa and a big balcony, it is at the second floor at Royal Islander Club Resort La Terrasse in Maho, fully equipped and furnished. Located just in front of Maho Bay beach and few minutes walk from Mullet bay beach. There are few restaurants and boutiques like cigar shops, jewelers and beauty store. Casino Royale is right next door. There are also a supermarket for grocery shopping, a pharmacy, a clinic and more...

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.

4.98 out of 5 average rating, 86 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.

A light-filled living space features a comfortable beige sofa set, complemented by natural wood accents. Large windows provide a view of the ocean, while a doorway opens to an outdoor space adorned with greenery. Simple decor enhances the tranquil atmosphere of the room.

4.95 out of 5 average rating, 85 reviews

Hamaka condo, a beachfront retreat on Simpson Bay

Escape to the ultimate beachfront retreat at Hamaka, a fully equipped condo recently renovated to offer the perfect private beach escape with easy walking distance access to restaurants, bars, and nightly entertainment in Simpson Bay, Saint-Martin. Experience waking up to the sound of the waves and having your morning drink to the sight of the endless shades of the ocean. At the end of your day, unwind and enjoy the magnificent sunsets that this beautiful island has to offer.

4.91 out of 5 average rating, 227 reviews

Condo in Maho

Maho Love Shack: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 for you to indulge.

Popular amenities for Simpson Bay condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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.

5 out of 5 average rating, 44 reviews

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

A beachfront view is presented, showcasing palm trees swaying gently in the breeze. Sun loungers are arranged on the sandy area, with vibrant flowers nearby. The distant mountains and clear blue sky create a serene backdrop for relaxation.

5 out of 5 average rating, 20 reviews

"Seaduction" 2 bedroom apartment Nettle Bay

4.81 out of 5 average rating, 27 reviews

Two lounge chairs are positioned facing the beach, adorned with colorful cushions. A silver ice bucket sits on a small table, reflecting the clear blue water and vibrant sky. Lush greenery frames the serene beachfront view.

Condo in Grand Case

Paradis Caraibes 1BR * On the Beach!

4.96 out of 5 average rating, 46 reviews

A wooden dining table is set for two, featuring a bowl and plates. The view overlooks a coastline with a sandy beach and rolling hills under a clear blue sky, with houses and greenery visible in the distance.

Condo in Orient Bay

Studio Iguana

5 out of 5 average rating, 11 reviews

Condo in Indigo Bay

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

5 out of 5 average rating, 19 reviews

A spacious living area features large windows showcasing a view of palm trees and the lagoon. A wooden dining table is set for six, and an inviting seating area is arranged with a light-colored couch and coffee table, enhancing the serene ambiance.

Condo in Cole Bay

Sea Lover - Las Brisas (Sea Lover)

4.92 out of 5 average rating, 39 reviews

The image captures the building's facade, featuring a modern design with multiple balconies. Sun loungers are arranged by a serene pool, complemented by palm trees and a large umbrella. The blue sky enhances the inviting atmosphere of the outdoor space.

Condo in Maho

'Emerald Pearl' Studio in Maho with Full Amenities

A modern studio features a spacious bed with a soft headboard and light bedding. A comfortable seating area with a sofa is present, accompanied by a small coffee table. Natural light enters through glass doors that open to a balcony with views of tropical greenery.

4.93 out of 5 average rating, 69 reviews

Modern / cosy Studio next to university / Beach

Pet-friendly condo rentals

A covered terrace features a dining area with a table set for meals. Beyond, a private garden is visible, bordered by stone and lined with various plants, leading to a view of the sea. Two loungers are positioned for relaxation.

4.99 out of 5 average rating, 69 reviews

Feet in the ocean, Orient Bay, Beach apartment

A spacious bedroom showcases a comfortable bed with neutral linens and several decorative pillows. Floor-to-ceiling glass doors open to a private balcony with seating, offering views of the ocean and the surrounding landscape. Soft lighting is provided by two bedside lamps.

4.93 out of 5 average rating, 15 reviews

Modern Oceanview Apartment

Condo in Collectivité de Saint-Martin

The image showcases a spacious outdoor pool area surrounded by a deck. The pool features a bridge leading to a central platform. Beyond the pool, the sandy beach and serene ocean can be seen under a bright blue sky, creating a calm atmosphere.

4.71 out of 5 average rating, 28 reviews

Mont Vernon Orchid Studio

4.84 out of 5 average rating, 104 reviews

A dining table is set with plates and glasses, featuring a vibrant centerpiece of fruit including bananas, a pineapple, oranges, and peppers. The backdrop shows a view of the sea and palm trees under a bright sky, creating a refreshing atmosphere.

Condo in Orient Bay

Princess Anouk, Orient Bay, pool, on the beach

4.92 out of 5 average rating, 72 reviews

A spacious living area features a light open layout with large glass doors providing access to the terrace. Natural textures are introduced through woven furniture and decor, while a ceiling fan adds a cool touch. Sunlight brightens the space, creating a welcoming environment.

Condo in Baie Orientale

Sea view 2 terraces - Heart of OB village & beach

Two white lounge chairs are positioned on green grass, facing the sandy beachfront. Palm trees sway gently in the breeze, with the clear blue waters of the lagoon visible in the background, framed by a bright, sunny sky.

4.74 out of 5 average rating, 39 reviews

Sand and coconut palm studio

A large pool is surrounded by palm trees and lounge chairs, with clear blue skies overhead. The modern building is visible in the background, showcasing a mix of balconies and spacious exteriors. The inviting water reflects the bright surroundings, ideal for relaxation.

4.95 out of 5 average rating, 19 reviews

Beautiful Large 2 Bedrooms apartment in Maho

A modern living area features a sleek black cabinet and a comfortable armchair. Natural light floods through a sliding glass door, revealing a balcony with a small table and chairs. Lush green palm leaves are visible through the glass, enhancing the serene atmosphere.

4.8 out of 5 average rating, 44 reviews

Bright studio next to the beach

Condo rentals with a pool

Condo in Collectivité de Saint-Martin

Two lounge chairs are positioned on a sandy beach, facing the ocean. A small white table holds a bottle of champagne and two glasses, accompanied by a touch of vibrant flowers. Palm trees frame the scene, with the calm sea in the background under a partly cloudy sky.

4.91 out of 5 average rating, 11 reviews

Ti Sable, your condo right on the beach

A spacious terrace offers direct views of sandy beach and gentle waves. Two lounge chairs are positioned for relaxation under a shade. The background features a rocky shoreline and lush mountains, while a clear sky enhances the inviting coastal scenery.

5 out of 5 average rating, 39 reviews

Waterfront, beautiful ELBA! 2 to 4 people

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.

5 out of 5 average rating, 51 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

4.9 out of 5 average rating, 63 reviews

A living area features a modern television mounted on a minimalist white console. A circular coffee table sits below, accompanied by a decorative shell. Light filters through sheer curtains, illuminating the space and offering a glimpse of the outdoor area.

Condo in Marigot

Beachfront Condo| Pool View + Private Beach Access

A large private pool is framed by vibrant greenery and colorful flowers. Sun loungers line the pool area, and a cruise ship is visible in the distance along the ocean, with the picturesque shoreline beyond.

4.9 out of 5 average rating, 50 reviews

Maho 1 Bed Condo with ocean view & Free Wi-Fi

4.97 out of 5 average rating, 98 reviews

Condo in Marigot

cosy apartment

A serene beach scene is presented with four lounge chairs under two sun umbrellas, offering shade. Soft sandy ground surrounds the area, with tropical palm trees in the background. The clear blue sky adds to the tranquil atmosphere, inviting relaxation by the beachfront.

4.91 out of 5 average rating, 11 reviews

*NEW* Coco's 15 Modern beachfront Retreat

A tranquil swimming pool is surrounded by lush palm trees and vibrant greenery, reflecting a clear blue sky. The marina, filled with docked yachts, creates a serene backdrop, while lounge chairs are positioned beside the water for relaxation.