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Apartment vacation rentals in Simpson Bay

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Popular amenities for Simpson Bay apartment rentals

Weekly apartment rentals

Superhost
A cozy bedroom features a spacious bed dressed in neutral bedding with red and brown accents. A small desk is placed next to a window, providing a view. Warm lighting is used, creating a welcoming ambiance alongside a hanging lamp and greenery near the wall.
Apartment in Grand Case
5 out of 5 average rating, 4 reviews

Studio in the heart of the village

RaevvnRating, 5 stars2 months ago
I have been coming to Saint Martin four years in a row — Grand Case is the spot to be, and Tibo’s place is right in the heart of it all. Seconds away from the beach, while still feeling private. Tibo is absolutely wonderful and went above and beyond for me when a previous landlord for a separate place cancelled my long-standing reservation last minute. The place is clean and cozy. The bed is AMAZING, as someone who has severe back issues I’ve never had this incredible of a mattress at an Airbnb. All in all 10/10. Can’t wait to come back! Thanks again Tibo x
Superhost
A spacious living area is characterized by high ceilings and abundant natural light. Comfortable couches are arranged around a wooden coffee table, with decorative pillows adding a touch of warmth. Large glass doors open to a balcony, enhancing the airy feel of the space.
Apartment in Saint Martin
5 out of 5 average rating, 4 reviews

Modigliani 6 pers, sea view, pool: Orient Bay

MarkRating, 5 stars9 months ago
Fantastic place, well beyond our expectations! Beautifully designed and staged, felt like a luxury hotel! The location is great also, only a few minutes from the beach. Pauline was wonderful, gave us all the information necessary, and was available to address any question. Our new absolute favorite spot, we only want to stay here going forward.
Superhost
A private terrace is showcased, featuring two lounge chairs facing a view of turquoise waters and tropical greenery. A small circular table is placed between the chairs, and a hammock is visible in the background, enhancing the relaxing outdoor space.
Apartment in Baie Orientale
4.69 out of 5 average rating, 16 reviews

BiB's Plage, Beach Font Orient Bay

MichaelRating, 5 stars1 month ago
An amazing stay in a jewel at Orient Beach. Virginie was responsive, accommodating and a pleasure to work with. Her place is perfect in every way-the location simply cannot be beat. If you haven’t been to Orient Beach, come and stay in this convenient and adorable apartment home. I do hope to be able to stay again soon. Merci!
Superhost
A softly lit bedroom features a spacious bed with layered bedding and multiple pillows. A modern desk is positioned against a window adorned with light curtains. Air-conditioning and subtle decor complement the warm yellow walls, creating a cozy atmosphere.
Apartment in Little Bay
5 out of 5 average rating, 3 reviews

The Lady Bug - Unit C

JodiRating, 5 stars4 months ago
The place was clean, comfortable, and exactly as described. The host was friendly and responsive, making the experience even better. Highly recommend!
Guest favorite
A tranquil scene is presented featuring a clear pool surrounded by lush palm trees and a light-colored building. The architectural design showcases arched windows and multiple balconies, with bright clouds scattered across a blue sky.
Apartment in CUPECOY
5 out of 5 average rating, 10 reviews

Ocean Bliss: Balcony & Pools & Peloton Bike!

KristineRating, 5 stars2 months ago
Loved St Maarten and the Rainbow beach club. Great location!! Went to Fat Tony’s several times. Have nothing bad to say about the place. We enjoyed every minute and wished we could have stayed longer. Will be back. Felt very safe the whole time.
Guest favorite
An open living space features a modern kitchen with a light countertop and wooden stools. A cozy seating area includes a soft white couch and a low wooden coffee table, complemented by a tall green plant and natural light streaming through the windows.
Apartment in Simpson Bay
4.89 out of 5 average rating, 19 reviews

Escape at Seagrape

ChristopheRating, 5 stars5 days ago
Very clean accommodation, in a good location. Naomi was very responsive, friendly and precise in her explanations
Top guest favorite
An outdoor living area is shown with a spacious white sectional sofa and a matching coffee table. Views of the calm water and marina are visible, framed by palm trees and hills in the background. Natural light enhances the serene atmosphere.
Apartment in Cole Bay
5 out of 5 average rating, 6 reviews

Luxury 3 bedrooms apartment

StevenRating, 5 stars1 month ago
Our stay was a positive experience. Starting with the exceptional communication and responsiveness of the host. From booking to check-out, he was readily available to answer questions and provide clear instructions. The property itself lived up to the online photos, showcasing a modern and clean design and is located right on Cole Bay, offering lovely sunsets over the marina. We appreciated the well-equipped kitchen and the overall comfort of the space. The added benefits of a secure complex, including a communal pool and a well-equipped gym, enhanced our stay. Supermarket shopping is within walking distance. Things to note: While close to Port de Plaisance Marina, direct pedestrian access isn't possible, requiring a walk to the main road and entry from there. Instead, we borrowed a dinghy for the short paddle to the marina.
Guest favorite
A heated infinity pool is featured in a lush outdoor area, surrounded by palm trees and tropical plants. Poolside loungers are positioned under shaded structures, providing a comfortable space for relaxation. The clear blue sky enhances the serene atmosphere of the space.
Apartment in Lowlands
5 out of 5 average rating, 5 reviews

Sunset Views. Luxurious 2 bed

SkylaRating, 5 stars1 month ago
Great stay! Simona was a great host and her place was just amazing as the photos! Every room had an AC Unit. It was clean and comfortable. Surroundings were gorgeous! Can’t wait to go back

Private apartment rentals

Top guest favorite
An exterior view of a two-story house is presented, featuring a spacious driveway with secured parking. Tropical palm trees and other greenery enhance the surroundings, while a patio with chairs and tables is visible in the foreground. The sky is bright and clear.
Apartment in Lower Prince's Quarter
4.99 out of 5 average rating, 69 reviews

Gems at Home - Hills and Valley View

John And KarenRating, 5 stars1 month ago
Greta s place was better than home. Beautiful view from the balcony nice cool breezes in the morning. View of the hills and stars at night. Greta arranged her place to reflect our 51st wedding anniversary. Greta went above and beyond to make us feel like part of the family. You get to see island life from Greta's balcony. The eggs she provided was a plus. Highly recommend Greta's place you will be treated with God's love and peace from her. If your missing the USA a McDonald's is close by!!! Thanks again Greta for a 10 star anniversary.
Superhost
A spacious living area features a comfortable sofa and two armchairs, arranged around a central coffee table. Large glass doors open to a private balcony, providing views of palm trees and the ocean. Soft light filters in through sheer curtains.
Apartment in Cole Bay
5 out of 5 average rating, 4 reviews

Gorgeous Oceanview Apartment W/Generator

LaurenRating, 5 stars3 months ago
Saul’s place is fantastic with a pool just outside surrounded by picturesque bougainvillea trees. Located toward the top of Pelican Hill, the apartment has a view of the ocean that is absolutely spectacular…like sleeping in the eagle’s nest of the island. The unit is comfortable and quiet; however, its close proximity (3 minute drive or 10 minute walk) to the hustle and bustle of Simpson Bay gives the feeling of being in the center of all the action. As not many areas of the island are walkable, the entire Pelican neighborhood is a wonderful option for its clearly indicated sidewalks and consistently low traffic patterns compared to the rest of Simpson Bay where there are boutiques and grocery stores galore, an endless array of restaurants featuring almost any cuisine you can imagine, nightclubs, bars, and quite a bit of traffic. The unit, itself, was very clean with a large living space that is rare for the island. Saul is a phenomenal host. We can’t wait to come back soon!
Top guest favorite
A well-lit living area features a modern grey sectional sofa and a black coffee table. A flat-screen television is positioned on a low stand. Large windows with light, airy curtains allow natural light to fill the space, providing a view of the surrounding greenery.
Apartment in Upper Prince's Quarter
4.97 out of 5 average rating, 68 reviews

Apartment in tranquil, gated community.

AlejandroRating, 5 stars1 week ago
Great place! If you’re looking for a quiet, elegant space with a great location, this is the one. Many thanks to Binkie and Ini for their hospitality.
Guest favorite
A modern living area is featured with a neutral-toned couch, accented by two light pillows. A large mirror reflects the space, while a wooden coffee table and a round tray are arranged on a textured rug. Potted plants add a touch of greenery to the setting.
Apartment in Grand Case
4.95 out of 5 average rating, 42 reviews

Excellent Private Apartment -Sea View

KrystalRating, 5 stars3 weeks ago
Absolutely stunning views of Grand Case right from your balcony. You cannot beat the location. A very short walk to amazing restaurants but the beach outside your door is very private and quiet. Best of both worlds. My husband and I had an amazing time. We had family staying in two other units and they loved the location and building as well. We never had to reach out with a question or problem because the instructions were very clear and outlined ahead of time. Whenever a message was sent, the response was always very quick.
Guest favorite
A spacious living area is showcased, featuring a green sofa and a simple desk with a chair. The room is illuminated by natural light streaming through a large window, and a round jute rug adds texture to the wooden flooring.
Apartment in Oyster Pond
5 out of 5 average rating, 6 reviews

ZouZou, charming apartment, swimming pool

BrettRating, 5 stars2 months ago
A bright, modern, well appointed apartment with everything needed for a great stay. It is very quiet and spacious for two people. The location does require a car to best access and explore other parts of the island, but with a car, the location proves ideal.....away from the tourist crowds but still with easy access to the most popular beaches and villages etc. Highly recommended.
Guest favorite
A cozy living space features a blue sofa adorned with decorative pillows and a wooden coffee table. Bright yellow curtains frame a window, allowing natural light to illuminate the room. An open archway leads to a minimalist kitchen, equipped with modern appliances.
Apartment in Collectivity of Saint Martin
4.78 out of 5 average rating, 23 reviews

Belle Plaine Garden Apartment

KatrinaRating, 5 stars1 month ago
Isabel is a great host! She is very responsive and checks in periodically to make sure your stay is comfortable. You can tell she genuinely cares for her guests.
Guest favorite
The living area is furnished with a spacious sectional sofa adorned with patterned pillows. A sleek television is mounted on the wall above a low-profile entertainment unit, complemented by decorative elements. Natural light brightens the wood-style flooring and enhances the inviting space.
Apartment in Marigot
5 out of 5 average rating, 11 reviews

2 bedroom Caribbean charm in Marigot's heart

BrianRating, 5 stars4 days ago
Fantastically decorated in a cozy European way, feels very clean and new, newly renovated, a espresso machine and pods supplies, nice bed and shower, central location in Marigot, easy parking at the beachfront parking lot. Miranda is super friendly helpful and responsive and it’s an in person check in which was coordinated flawlessly. Airco also good. Really couldn’t ask for anything more except a sea view haha but our budget doesn’t allow that. Anyway the sea is just outside!
Superhost
A modern living area features a comfortable sofa with decorative pillows, complemented by a light-colored area rug. A wooden table with white chairs is visible, along with a wall-mounted television. Sheer curtains frame large sliding glass doors, allowing natural light and outdoor views.
Apartment in Cul-de-Sac
4.75 out of 5 average rating, 12 reviews

Friendly Sxm

RémiRating, 5 stars2 weeks ago
Racha is a super host: responsive, caring, friendly, and accommodating. We received his help and recommendations on activities and shops within walking distance ( we did not have a way to travel ) and Racha was also ultra flexible on arrival and departure times! The apartment is modern, new, functional and super clean. The cherry on the cake: the beautiful spacious and uncrowded pool!

Apartment rentals with a hot tub

Guest favorite
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.
Apartment in Collectivité de Saint-Martin
4.94 out of 5 average rating, 53 reviews

The Rock 1 Duplex Apartment Sea View with Jacuzzi

KathelynRating, 5 stars4 months ago
The appartment was just perfect . Loved that it was in a secure private area . The view was amazing . And just near orientbay and grand case . With a nice bakery nearby and grocery store ! .. Florence was super kind and responds really quick . Thank you
Superhost
A serene pool area is framed by lush palm fronds, featuring thatched umbrellas and lounge chairs set on a wooden deck. The azure water reflects the surrounding greenery, creating a tranquil environment for relaxation.
Apartment in Saint-Martin
5 out of 5 average rating, 3 reviews

Private Tropical garden & Spa Suite

CCRating, 5 stars11 months ago
It’s simply a must do. The host is very welcoming & the apartment is just amazing. -Calm & Tropical environment -Flexible arrival -Photos corresponding -CLEAN in&out -Jacuzzi
Superhost
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.
Apartment in Lowlands
5 out of 5 average rating, 3 reviews

Studio apartment at Sapphire hotel 314

MarienneRating, 5 stars1 month ago
Mariana and Manoj’s place was extremely clean and had all the amenities needed for a great vacation. Sapphire Beach Club staff was extremely helpful and friendly at all times.
Superhost
A private jacuzzi is situated on a tiled area surrounded by lush tropical plants. A shade sail overhead provides protection from the sun, creating a comfortable space for relaxation. Steps lead up to the jacuzzi, inviting guests to enjoy a soothing experience.
Apartment in Saint Martin
4.82 out of 5 average rating, 11 reviews

Little Champagne in Orient Bay - 1 bedroom Jacuzzi

ElisaRating, 5 stars2 months ago
Véronique place was absolutely perfect, even better than the pictures! It’s walking distance from the beach and from all the restaurants in Orient Bay. Highly recommended
Superhost
A stunning ocean view is presented, featuring a tranquil pool that merges into a sandy beach. Lush palm trees frame the scene, while turquoise waters gently lap at the shore. The horizon meets the clear blue sky, creating a serene coastal atmosphere.
Apartment in Lowlands
5 out of 5 average rating, 3 reviews

Magnificent spacious ocean-view luxury condo

JoanneRating, 5 stars9 months ago
My friends and I had an amazing stay in Maia’s apartment. The views were immaculate. The pictures don’t do it justice. It was so peaceful that some of us often fell asleep on the balcony. Maia and her team were very responsive when we had questions. The desk attendants at the property were so kind and helpful. I would absolutely stay here again and am already planning my next trip.
Guest favorite
A spacious outdoor lounge area is featured, with white sofas adorned with blue cushions. The view includes vibrant ocean hues and palm trees swaying gently. A dining table is positioned in the background, offering a scenic space for alfresco meals.
Apartment in Simpson Bay
4.96 out of 5 average rating, 99 reviews

Top of the art penthouse

KelseyRating, 5 stars2 months ago
Beautiful place on Simpson bay. Perfect location! We were able to walk to many restaurants and Simona helped us with grocery delivery when we arrived, which was very convenient. Make sure to keep doors closed at all times. We briefly left a door open to the balcony and a terrible soiled smell filled the home off and on for a couple days. Home looked just like photos and all amenities were a great addition. Thanks for hosting us!
Guest favorite
A modern interior showcases a rustic wooden barn door, leading to a decorative shelf filled with various vases and artwork. A black and white patterned rug covers the tiled floor, complementing a minimalist console table adorned with greenery.
Apartment in St Martin
4.94 out of 5 average rating, 84 reviews

The Perch - A unique jungle experience.

AnthonyRating, 5 stars2 weeks ago
We loved our first trip to the island so much we had to come back! It was an easy choice to stay at The Perch for a second time. The location is amazing, very private with beautiful views and an abundance of nature. The deck is perfect for taking a night off of going out, providing ambiance for sunset dinners and drinks in the jacuzzi. The location is fairly central, making it a great jump off point to explore many parts of the island. If only we could have stayed longer!
Top guest favorite
A bright living area features a spacious sectional sofa, a wooden coffee table, and a light-colored area rug. Large windows allowing natural light create an open ambiance, while artwork adorns the walls. A staircase is visible in the background, leading to an upper level.
Apartment in Simpson Bay
5 out of 5 average rating, 36 reviews

The Loft at Simpson Bay Yacht Club

KendallRating, 5 stars5 days ago
love this place. It's a great location with nearby restaurants, markets, and Kim Sha beach, which is a 7 minute walk. My favorite thing about this air bnb is the safety. There is a guard that let's you into the property every time. I felt at peace sleeping here. I took advantage of the property's pools, which are nice and have great views. Overall, a great stay! Random thing to note: there is no TV in the bedroom upstairs.

Quick stats about apartment rentals in Simpson Bay

  • Total rentals

    130 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    3.8K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    70 properties have a pool

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