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Apartment vacation rentals in Simpson Bay

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Popular amenities for Simpson Bay apartment rentals

Weekly apartment rentals

Guest favorite
A hallway is illuminated with warm lighting from wall sconces. A decorative console table with a light wood top stands against the wall, adorned with a white vase containing dried flowers. The partially visible room features a bed and large glass doors leading to the outside.
Apartment in Maho Beach
4.88 out of 5 average rating, 58 reviews

10min walk to Beach/Modern Fully Equipped+Pool/BBQ

VictoriaRating, 5 stars3 weeks ago
My stay was great. Very clean. The place is close to many restaurants and bars (~7 min walk).. I recommend having a car. The host was very responsive. Nice solo trip and worth it :)
Guest favorite
A comfortable outdoor seating area is featured, consisting of a white sectional sofa and individual chairs, all accented with red cushions. A small table sits in the center, surrounded by lush greenery and a view of the beach in the background.
Apartment in SAINT MARTIN
5 out of 5 average rating, 16 reviews

"Black Pearl"

DenisseRating, 5 stars2 weeks ago
Book this place!! you will not regret it. It is amazing. Clementine’s place is very well located with the pool and the sea just a few steps away from the terrace. Across the road you will find a small grocery store, pharmacy, petrol station, restaurants and bakery. We are already planning our trip back and if Black Pearl is available we will stay there without a doubt.
Top guest favorite
The living area features floor-to-ceiling windows offering panoramic views of the lagoon and mountains. A comfortable blue sofa is complemented by textured cushions, with a cozy brown armchair nearby. A round table sits in the center, showcasing a remote control and decorative elements.
Apartment in Lowlands
5 out of 5 average rating, 47 reviews

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

KilmaRating, 5 stars3 weeks ago
Tamara was such a sweet and responsive host, she made everything seamless from start to finish. The unit was even better in person: super spacious, spotless, and the view was absolutely incredible. We felt right at home with how well-stocked everything was, from toiletries to detergent to coffee. The building amenities were clean and easy to access, and we especially loved the restaurant by the pool, perfect for lazy breakfasts without leaving the property. The staff onsite were warm and welcoming, and we felt completely safe the entire time. I would 100% stay here again. Thank you for an amazing stay, Tamara!
Guest favorite
A private terrace features wooden flooring surrounded by tropical plants. Comfortable outdoor seating is arranged, inviting relaxation with views of the sandy beach and turquoise waters. Palm trees sway gently in the background, completing the serene oceanfront setting.
Apartment in Saint Martin
4.95 out of 5 average rating, 66 reviews

On the beach! Villa Marina pool splendid view

NatalieRating, 5 stars2 months ago
Laure’s villa was a perfect place for a relaxing vacation for me and my boyfriend. The villa is very private and offers amazing views of the water. Every morning we walked to the local bakery where they offer amazing pastries and sandwiches. There is also an Italian restaurant that is in walking distance from the villa that we went to twice. I recommend renting a car and exploring the island and the different beaches. Our favorite was mullet bay! Also, we spent a day at Loterie Farm and it did not disappoint! We rented a cabana at the pool and even saw some monkeys! Finally, we rented a private boat through captain Jo and it was the highlight of our trip! We got to explore several small islands off of st Martin and learn history about the island and went to three great snorkeling spots. We will definitely be back to stay at Laure’s villa again. It was exactly how it looks in pictures and Laure was a great host. If you’re looking for a private, beautiful villa this is your spot!
Guest favorite
A spacious terrace is seen, furnished with a light-colored sectional sofa and two sun loungers. The view reveals a sandy beach leading to calm, turquoise waters under a clear sky. Tropical plants frame the space, enhancing the serene beachfront setting.
Apartment in SAINT MARTIN
5 out of 5 average rating, 11 reviews

New a Paradise on the beach!

TracyRating, 5 stars2 weeks ago
This villa we stayed in was very clean and as described. Very peaceful for the most part - we heard the neighbors a few times but not too bad. What we especially liked was the proximity to the beach/water - right outside our door basically. Also within walking distance of a grocery store, great restaurants, and a very good bakery for breakfasts especially! I would recommend this place!
Top guest favorite
A modern studio apartment features a spacious bed with decorative pillows, complemented by a light-colored bench at its foot. Artwork adorned with floral motifs decorates the walls, while soft lighting is provided by bedside lamps. A wall-mounted television and a potted plant add to the inviting ambiance.
Apartment in West End
5 out of 5 average rating, 38 reviews

Creative Suite: Modern Studio Unit

NoraRating, 5 stars2 weeks ago
A truly lovely studio with many wonderful touches and amenities. I especially loved the little balcony and bench to drink my coffee in the morning while enjoying the sunrise and the beautiful view of St. Martin in the distance. Thomas was an excellent host and always very responsive to any questions or requests. The location is absolutely ideal and very convenient to a good grocery store (Best Buy), many fabulous restaurants and some of the most gorgeous beaches, all within easy driving distance. I definitely recommend staying with Thomas in his Creative Studio and I hope to come back again soon!
Superhost
A spacious studio is highlighted by a wooden bed with soft linens and an accent pillow. A dining table with modern chairs is positioned near a door featuring horizontal panels. A mini-fridge is visible next to a built-in counter, while soft lighting enhances the room's ambiance.
Apartment in Simpson Bay
4.67 out of 5 average rating, 18 reviews

Pearl by the beach Cozy Studio - Unit 6

CallisteRating, 5 stars2 months ago
I stayed here for one week and the property is amazing. Very clean and comfortable accommodation. Host was extremely responsive. Lovely location, I would highly recommend.
Superhost
A serene outdoor space features comfortable seating overlooking a lush garden with palm trees. The scene is enhanced by the soft glow of the sunset, illuminating the surrounding landscape and creating a peaceful ambiance.
Apartment in Collectivity of Saint Martin
4.75 out of 5 average rating, 24 reviews

Palm View Condo with pool

RamoneRating, 5 stars2 weeks ago
Im not sure where to begin because i was so pleased with everything, but this place was amazing. This space was definitely worth the experience and 1000% matched the description. The complex did loose power for one night but its a small island and it is to be expected and not anyones fault.

Private apartment rentals

Top guest favorite
A tranquil view of the Caribbean Sea is captured from a cozy sleeping area, featuring a spacious bed with light-colored linens. The scene is framed by flowing white curtains, leading to a covered terrace adorned with a thatched gazebo and beachside furniture.
Apartment in Grand Case
5 out of 5 average rating, 38 reviews

Charming apartment on the beach, 1 or 2 bedrooms

EmmaRating, 5 stars3 weeks ago
My friends and I had such an amazing stay here. I can’t say enough about this air bnb! Tibo and his father were extremely accommodating about arrival and check out times. The place is even more beautiful than the photos and simultaneously private and peaceful but in the middle of town. Grand Case is a really vibrant and welcoming area with a great food and dance/music culture. We hope to stay here in the future!
Guest favorite
A bright living area is presented with large floor-to-ceiling windows offering panoramic views of the Caribbean landscape. A comfortable beige sofa is paired with two wooden tables on a patterned rug. Lush greenery enhances the inviting atmosphere.
Apartment in Cupecoy Beach
5 out of 5 average rating, 9 reviews

Exquisite 2 Bed Luxury Apt w Views Walk to Beach

DanielRating, 5 stars1 month ago
Perfect! After exploring the island, I saw that we were in the best place! In front of the best and most beautiful beach on the island! Not even a 5-minute walk on the beautiful golf course! It looks like it's in a resort! View from the apartment to the golf course and the spectacular beach! Everything is new! It's really worth it!
Guest favorite
An open-plan living area features a cozy orange sofa and a round coffee table on a textured rug. A kitchen island with stylish bar stools extends towards the kitchen area, which is equipped with modern appliances and illuminated by pendant lighting.
Apartment in Collectivité de Saint-Martin
4.94 out of 5 average rating, 16 reviews

Apartment TalyJay

KelondroRating, 5 stars1 month ago
I had a wonderful stay at Daniel’s Home He was very welcoming and nice great guy to talk to I have nothing but good things to say about my stay it was worth it .
Top guest favorite
A private terrace features a dining table set for six, surrounded by comfortable seating and lush greenery. An umbrella provides shade over a cozy lounge area, while glassware and tableware are neatly arranged, inviting guests to enjoy outdoor meals.
Apartment in Anse Marcel
5 out of 5 average rating, 21 reviews

Coconut, Anse Marcel, Beach & Pool

MelissaRating, 5 stars1 week ago
Well appointed, clean and tidy space perfect for relaxation. The beach was a quick walk away and the pools were a nice addition. There weren’t many food options nearby, so if you’re planning to stay without a rental car, you might want to rethink that plan. The hosts were incredibly kind and communicative and their restaurant was outstanding! We had a wonderful time and highly recommend this space.
Superhost
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.
Apartment in Lowlands
4.92 out of 5 average rating, 13 reviews

The Lost Paradise

KefaRating, 5 stars1 day ago
IT'S ONLY ONE THING THAT I RECOMMEND FOR THIS PROPERTY AND THAT'S A SOFTER MATTRESS FOR THE MAIN BEDROOM. OTHER THAN THAT EVERYTHING WAS PERFECT AND WHAT I WANTED IN THE AIR BNB. HOST WAS DEFINITELY ATTENTIVE FOR ALL NEEDS. WHEN I RETURN I WOULD WANT EXACT SAME PLACE.WELL WORTH THE MONEY.
Superhost
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.
Apartment in Lowlands
4.91 out of 5 average rating, 32 reviews

Condo with stunning sea views and Mullet Bay Beach

LizandeiRating, 5 stars2 weeks ago
Stayed in Sint Maarten for 5 days and so glad we chose to stay at this airbnb! Rented a car for our time there and the apt wasn't far from the airport so it was super convenient. Apt was clean, the area felt super safe, and waking up to the view every morning was beautiful. Laurent was also a super responsive host when we had questions so that was really appreciated. HIGHLIGHTS: -quick 5 minute drive to mullet bay beach (could also walk from the apt, was just pretty hot while we were there haha) and less than 10 minute drive to cupecoy beach. -free parking lot for the building -close grocery stores that made buying water and snacks easy, and a bunch of restaurants that are easy to walk to -would recommend the Take a Break cafe at the bottom of the building for breakfast! Super good pastries and smoothies -head to Dany's at Cupecoy Beach bar for really good rum punches and best view of the sunset we had the whole time we were there (:
Top guest favorite
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.
Apartment in Philipsburg
5 out of 5 average rating, 17 reviews

Studio Ocean Front, Infinity Pool

AuberyRating, 5 stars6 days ago
I traveled solo to St Maarten for my birthday and felt very safe here! It’s very private and peaceful. The views were outstanding and it was very clean. Michelle greeted me and showed me around and gave recommendations for local spots nearby. She also checked in to make sure everything was okay and if I needed anything. I would definitely stay here again. Thanks again for everything!
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
5 out of 5 average rating, 30 reviews

Private Pool- 5 min DRIVE to Maho Beach & Airport

NellyRating, 5 stars1 week ago
I highly recommend staying at the Airbnb. The host was clear and honest in communication, the accommodation was as advertised, and peaceful. She was flexible even when I was late and I appreciate that.

Apartment rentals with a hot tub

Top 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, 54 reviews

The Rock 1 Duplex Apartment Sea View with Jacuzzi

SaraRating, 5 stars2 months ago
Kind and responsive hosts, incredible views, wonderful location - best stay in SMX!!!
Superhost
An outdoor terrace is presented with lush green grass, featuring modern seating arranged around a wooden table. Soft furnishings and decorative pillows are positioned for comfort, while stunning views of the water and surrounding hills create a serene backdrop.
Apartment in Cole Bay
4.88 out of 5 average rating, 26 reviews

A101 - Outstanding Lagoon View & Garden

RhondaRating, 5 stars2 weeks ago
The place was beautiful especially the view! My only suggestion would be that a tv should be place in the bedroom, instructions on what the occupants need to do before checkout (trash removal, dirty linens, ect) and English instructions on how to use the 2 in 1 washer/dryer. Grounds were absolutely beautiful and the young lady that checked us in was a sweetheart🤎
Guest favorite
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.
Apartment in Saint martin
4.72 out of 5 average rating, 61 reviews

Large loft with lagoon view

MarcRating, 5 stars1 month ago
We had a lovely time Jerome! Thank you for hosting my family and I during our visit. Your place is very unique and beautifully placed amongst the surrounding area. We could have stayed much longer your place was so well equipped. Thank you again for being a super host during our visit!! We would absolutely come back. My best, Marc
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 stars2 months 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.
Guest favorite
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.
Apartment in Simpson Bay
4.94 out of 5 average rating, 16 reviews

Studio - Simpson Bay Yacht Club

JenRating, 5 stars3 months ago
We had an absolutely wonderful stay at this Airbnb. It was exactly as shown in the photos. It was close to numerous restaurants, night life options, and water options. It is a wonderful central location in Simpson Bay. There is gate security that added an extra level of comfort. Larger towels and beach towels were supplied. The unit was very peaceful and quiet at night as well. I would highly recommend this unit and hope to stay here again in the future. Tanguy (or his mother) were very responsive on the couple of occasions that we had any questions.
Guest favorite
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.
Apartment in St Martin
4.94 out of 5 average rating, 87 reviews

The Perch - A unique jungle experience.

RachelRating, 5 stars2 weeks ago
This AirBnB is nothing less than perfect. Right in the jungle, with the nature, peaceful and private. Tess and Hugh are extremely responsive, helpful and friendly. The recommendation book is a huge plus. Nobody should ever give anything less than 5 stars of this AirBnB! We truly enjoyed our stay and spending our 1 year wedding anniversary here. We love it! Thank you!!
Superhost
An expansive ocean view is captured from the fifth-floor balcony, showcasing calm turquoise waters merging with an azure sky. Gentle waves lap against the shoreline, while coastal greenery frames the scene, creating a serene backdrop perfect for relaxation.
Apartment in Simpson Bay
5 out of 5 average rating, 4 reviews

Gorgeous 2 bedroom beachfront condo

KristinaRating, 5 stars1 month ago
Thank you for incredible stay, we enjoyed not only the apartment itself but also the whole building, pool and area with shop, restaurant and nice walks. Close to the best beach on the island 🏝️
Guest favorite
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.
Apartment in Indigo bay
4.95 out of 5 average rating, 99 reviews

Independent apartment at the bottom of the villa – Indigo Bay

JamiRating, 5 stars6 days ago
We had a lovely stay at Lionel’s charming little villa- Luna made us feel right at home- the dryer was not working so we were unable to wash clothes which would have been nice before we headed to Anguilla and back home, the AC in the master closest to pool seemed to struggle to stay cold but not worth complaining about - just to note maybe needing some maintenance- thank you for a lovely time- highly recommend! Beautiful view- private oasis, just lovely, I never saw or met Lionel but my husband did. Thanks again-

Quick stats about apartment rentals in Simpson Bay

  • Total rentals

    130 properties

  • Nightly prices starting at

    R1,075 ZAR 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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