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Apartment holiday rentals in Simpson Bay

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Top-rated apartment rentals in Simpson Bay

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious daybed is shaded by a wooden pergola, surrounded by vibrant greenery. The beach and ocean serve as a backdrop, with gentle waves lapping at the shore. Colorful cushions and a soft blanket add comfort, while a small Buddha statue creates a serene ambiance.
Apartment in Simpson Bay
4.97 out of 5 average rating, 92 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

Guest favourite
A serene pool area is surrounded by neatly trimmed grass and tropical plants. Several lounge chairs are positioned around the water, offering relaxation space. Shade is provided by umbrellas, while a view of distant buildings and a waterway is visible in the background under soft evening light.
Apartment in Lowlands
4.91 out of 5 average rating, 88 reviews

Havya Cozy Stays

Keep it simple at this peaceful, well located studio unit at The Emerald at Maho with a common pool and gym. Just 5 minutes away from the International Airport, and walking distance from beaches with one being St. Maarten's famous end of the runway beach. Nowhere else in the world are you able to witness take-off and landing of Jumbo-jets as closely as here, all while sipping on a cocktail. Many shops stay open until 11pm, many bars, restaurants, nightclubs are all within easy walking distance.

Guest favourite
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.
Apartment in Simpson Bay
4.8 out of 5 average rating, 177 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

Top guest favourite
A serene beachfront view is presented through sliding glass doors, showcasing a private terrace with a small round table and two chairs. Palm trees gently sway in the breeze, framing the clear turquoise sea and sandy beach beyond.
Apartment in Marigot
4.95 out of 5 average rating, 129 reviews

Studio «SeaBird» les pieds dans l’eau sur la plage

Le « studio SeaBird » est idéalement situé avec une vue magnifique sur la mer Caraïbes et une plage idyllique rien que pour vous! Il offre beaucoup de confort et de rangement avec une décoration raffinée et originale. La résidence est parfaitement sécurisée avec une grande piscine et jardin tropical. Tout est accessible à pied: épicerie, marché local, boutiques, restaurants traditionnels ou gastronomiques, gare maritime vers les autres îles, etc... Wifi haut débit et télé Europe et Amérique.

Guest favourite
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.
Apartment in Lowlands
4.83 out of 5 average rating, 82 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.

Top guest favourite
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.
Apartment in Lowlands
4.95 out of 5 average rating, 124 reviews

Sint 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...

Top guest favourite
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.
Apartment in Lowlands
4.98 out of 5 average rating, 82 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.

Top guest favourite
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.
Apartment in Simpson Bay
4.96 out of 5 average rating, 82 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.

Top guest favourite
Apartment in Maho
4.9 out of 5 average rating, 218 reviews

Maho Love Nest: 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.

Guest favourite
An outdoor area features white lounge chairs positioned on a green lawn, surrounded by a natural stone wall. Nearby, a hillside with vegetation is visible, along with a glimpse of the ocean in the background under a partly cloudy sky.
Apartment in Simpson Bay
4.96 out of 5 average rating, 46 reviews

ACQUA 6

Magnifique appartement deux chambres en Rez de chaussée, avec un accès direct à la plage de la baie de Simpson, avec un restaurant juste devant la plage. Situé à 3 minutes de MAHO, où se trouve une grande partie des activités nocturnes , aussi qu' un super marché, un golf. Emplacement non loin, de l'une des plus belles plage de Sint Maarten. Vous pourrez vous rendre sur la plage du sunset, ou vous assisterez au décollage et ainsi qu'a l'atterrissage des gros porteurs.

Guest favourite
A small balcony features a table and two black chairs overlooking a beach. Palm trees sway gently in the foreground, with the clear turquoise water of the Caribbean visible in the background, enhancing the tranquil setting.
Apartment in Marigot
4.83 out of 5 average rating, 123 reviews

Beachfront studio . sea view . pool . a/c &wifi

wake up to the sound of the waves in this charming beachfront studio located in the popular ANSE des SABLES résidence, just steps from the sand . Stunning sea view from the private balcony Direst beach access Swimming pool in the résidence Confortable and tastefully decorated interior Tropical setting with palm trees and soft sand Walking distance to restaurants, shops, and water activities. ideal for romantic getaways,relaxing holidays or work by the sea

Guest favourite
A neatly arranged bed with plush pillows is complemented by two rolled towels placed artistically in the foreground. A vibrant flower and small treats are positioned nearby. A modern lamp and a sofa adorned with colorful cushions are visible in the background.
Apartment in Lowlands
4.81 out of 5 average rating, 146 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.

Popular amenities for Simpson Bay apartment rentals

When is the best time to visit Simpson Bay?

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Avg. price$368 SGD$350 SGD$364 SGD$272 SGD$245 SGD$259 SGD$274 SGD$256 SGD$232 SGD$232 SGD$252 SGD$305 SGD
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Quick stats about apartment rentals in Simpson Bay

  • Total holiday rentals

    Explore 90 holiday rentals in Simpson Bay

  • Nightly prices starting at

    Simpson Bay holiday rentals start at $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 of Simpson Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Simpson Bay rentals

  • 4.8 Average rating

    Simpson Bay stays are highly rated by guests – averaging 4.8 out of 5!