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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 spacious living area features large floor-to-ceiling windows, offering captivating views of the turquoise Caribbean sea and blue skies. A modern coffee table is set with a bowl of fruit and two glasses, complemented by soft drapes that frame the scenic backdrop.
Apartment in Cupecoy Beach
4.91 out of 5 average rating, 69 reviews

A-1001 1 bedroom with incredible view

MarielleRating, 5 stars1 week ago
Excellent séjour ! Une vue à couper le souffle et une hôte très réactive ! Logement très confortable, agréable et bien situé.
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, 15 reviews

"Black Pearl"

ShaunaRating, 5 stars1 month ago
We had a great stay. The unit is even better than in the photos. We encountered a few maintenance issues but host was quick to respond. Stephanie was always reachable and very helpful. The resort grounds are beautiful. Would stay again.
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, 46 reviews

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

KilmaRating, 5 stars2 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 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, 10 reviews

Nouveau un Paradis sur la plage !

EvelynRating, 5 stars2 months ago
Nouveau un Paradis sur la plage — 5 stars! This place was everything we hoped for and more. The beachfront deck absolutely steals the show — it made it nearly impossible to start our day because we were too busy soaking in the view and the peace of the moment. Marie, our host, was fantastic. Thoughtful, responsive, and had everything laid out in a guest book, from must-see spots to local tips. The condo was tastefully decorated and made you feel comfortable and relaxed. it was equipped with all the essentials — and even extras for the beach, which was a really nice touch. You’ll definitely want a car if you're planning to explore, but there’s great food and a convenient little grocery store just a short walk away. Truly a slice of paradise. Would come back in a heartbeat!
Top guest favorite
A bright area is designed with a spacious window offering views of palm trees and the beach. Three wicker bar stools are positioned at a counter, alongside a minimalistic desk lamp. The room features a light color palette with wood flooring and a cozy bed partially visible.
Apartment in Marigot
5 out of 5 average rating, 13 reviews

Studio Coconut

Esther-JoyRating, 5 stars3 weeks ago
If you’re looking for a quiet place to relax and unwind this place is for you. It’s on a beach but the waters weren’t so calm so I didn’t want to take the chance. Lola is very hospitable & was very responsive and helpful before and after arriving. The studio is just as seen in photos, very clean and has a modern cozy vibe. I’d suggest you rent a car…Lola helped with that before I arrived so I was able to pick up the car at the airport. I think this is a great option for a solo traveler as well.
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, 37 reviews

Creative Suite: Modern Studio Unit

NoraRating, 5 stars1 week 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.
Top guest favorite
A round wooden table surrounded by four white, intricately designed chairs overlooks a serene turquoise sea. The gentle curvature of palm fronds sways in the breeze, complemented by a clear blue sky dotted with fluffy white clouds.
Apartment in Collectivité de Saint-Martin
4.98 out of 5 average rating, 58 reviews

"Paradise Beach" - Impressive 2 bedrooms seafront

DarienRating, 5 stars4 weeks ago
Coralie was fantastic!!! She sent us directions so detailed that she even counted the speed bumps for us! Her house was in a beautiful location and decorated so wonderfully. It was right on the water and we loved sitting on the porch watching the waves. The pictures dudnt do it justice. it was so calm and serene. Absokutely the best air bnb we have ever stayed in. She even had electric converters on the kitchen table in case we forgot ours. She thought of everything! We so enjoyed our stay here. Even met some fun neighbors to visit with. Stay here, you won't regret it. Thank you Coralie for allowing us to stay in your home.

Private apartment rentals

Top guest favorite
A dining table is set with fresh pastries, fruit, and beverages, overlooking a tranquil pool area. Palm trees frame the scene, and sun loungers are visible in the background, indicating a relaxed outdoor atmosphere. The ocean is glimpsed beyond the pool, adding to the serene setting.
Apartment in ORIENT BAY
5 out of 5 average rating, 22 reviews

Loblolly 1, Suite vue mer sur la plage + piscine !

JerryRating, 5 stars3 days ago
Loblolly was in a great location and very convenient to the Beach and all of the Restaurants. It was very clean and had everything that you could possibly need. The patio is steps from the pool and is so nice for an afternoon / evening beverage. Contact with the owners was prompt and they answered all our questions.
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, 57 reviews

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

KeilaRating, 5 stars4 weeks ago
Great Stay ! Perfect location to Mullet Bay Beach. Walking distance to the airport and maho beach as well. Great strip around the corner. Alizée was quick and responsive and also provided great recommendations and options for different activities and transportation. Great place for a weekend stay and quiet location. Looks exactly like the pictures and easy to find.
Guest favorite
The open dining area features a round table set for six, accompanied by wooden chairs and decorative centerpieces. Soft lighting from pendant fixtures enhances the inviting ambiance. A comfortable seating area with a plush sofa and contemporary artwork completes the stylish layout, along with large windows providing natural light.
Apartment in Cupecoy
4.91 out of 5 average rating, 11 reviews

Designers Delight-3 BR, Pool, Gym, Tennis Courts

CrystalRating, 5 stars1 month ago
Property exceeded my expectations. Even better in person than the pics. The location was ideal and perfect for the 6 of us. We were so comfortable in the condo. Very spacious, well appointed and super walkable. Enzo was a gem. Very responsive and super proactive with recommendations. Can not say enough about how much we enjoyed this rental. Will definitely return.
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 stars2 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!
Top guest favorite
A modern living area features a spacious sofa and a circular coffee table, with a decorative area rug underneath. Bright blue lighting accents the ceiling. Large glass doors provide a view of the kitchen area and adjacent bedroom. A tall plant adds a natural element to the decor.
Apartment in Saint Martin
5 out of 5 average rating, 33 reviews

Jade-La perle rare d'Anse Marcel

NancyRating, 5 stars4 weeks ago
Lovely accommodations. We enjoyed our stay. It felt like a high end hotel. The linens were clean and beautiful. I really like nice white sheets on the bed. The view was great and it was quiet and peaceful. The walk to the beach was easy. The kitchen was well equipped.
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

Sur la Plage ! Villa Marina piscine vue splendide

NatalieRating, 5 stars1 month 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 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, 8 reviews

Exquisite 2 Bed Luxury Apt w Views Walk to Beach

KennedyRating, 5 stars1 month ago
The unit was beautiful, had a great view and was very clean. The host was responsive and answered all questions timely. Check in process was super easy and The Fourteen is a perfect location to everything on the island. I would highly recommend and would def book again if I return. Also, s/o to our driver Thomas, at the Fourteen. Taxis can be very expensive on the island but he was very reasonable & always available. If you ever need a driver, I suggest asking the concierge for Thomas! Everything 10/10
Top guest favorite
A contemporary living area showcases a spacious white sectional sofa paired with wooden accent tables. Large windows frame a scenic sea view and allow natural light to illuminate the space. A sleek entertainment unit holds a flat-screen TV, and a stylish ceiling fan enhances comfort.
Apartment in Lowlands
5 out of 5 average rating, 12 reviews

Luxueux appartement, vue mer

GabeRating, 5 stars1 month ago
The pictures of the condo unit were EXACTLY as they were advertised on this site. The Condo was in Excellent condition. They complex where the unit is located is a wonderful with location that is in the heart of the Cupecoy area of the island. The host was very accommodating and answered important questions prior to us booking. The service we received upon arrival was equally outstanding and responsive. The overall experience was Excellent. The combination of location, the complex, the unit and host all added up to be one of the best units we have rented on this platform, to date. I would 100% recommend this location and the unit to anyone who wants an amazing place to stay in St. Maarten. It is a perfectly located spot on the island. We'll be back for sure! Thanks

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 Appartement Vue Mer avec Jacuzzi

XavierRating, 5 stars1 month ago
Un super séjour chez Florence et Nicole, très sympathiques, très accueillantes, réactives et proactives également. Joli duplex, le spa sur la terrasse est un gros plus. Rien à redire, à ne pas hésiter.
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, 25 reviews

A101 - Outstanding Lagoon View & Garden

JamieRating, 5 stars2 months ago
The hills was an amazing place to stay for our time in St. Maarten. It was a perfect location close to a lot of the places we wanted to go to. It was a beautiful room and the pool was outstanding. Everything was clean and everyone was very friendly and sweet. Will definitely stay here again for my next trip!
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

Grand loft avec vue lagon

MarcRating, 5 stars3 weeks 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 stars2 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 stars1 week 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, 98 reviews

Appartement indépendant bas de villa - Indigo Bay

JamiRating, 5 starstoday
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

    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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