
Apartment vacation rentals in Simpson Bay
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Top-rated apartment rentals in Simpson Bay
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Weekly apartment rentals

Studio in the heart of the village
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

Modigliani 6 pers, sea view, pool: Orient Bay
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.

BiB's Plage, Beach Font Orient Bay
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!

The Lady Bug - Unit C
The place was clean, comfortable, and exactly as described. The host was friendly and responsive, making the experience even better. Highly recommend!

Ocean Bliss: Balcony & Pools & Peloton Bike!
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.

Escape at Seagrape
Very clean accommodation, in a good location. Naomi was very responsive, friendly and precise in her explanations

Luxury 3 bedrooms apartment
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.

Sunset Views. Luxurious 2 bed
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

Gems at Home - Hills and Valley View
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.

Gorgeous Oceanview Apartment W/Generator
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!

Apartment in tranquil, gated community.
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.

Excellent Private Apartment -Sea View
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.

ZouZou, charming apartment, swimming pool
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.

Belle Plaine Garden Apartment
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.

2 bedroom Caribbean charm in Marigot's heart
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!

Friendly Sxm
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

The Rock 1 Duplex Apartment Sea View with Jacuzzi
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

Private Tropical garden & Spa Suite
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

Studio apartment at Sapphire hotel 314
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.

Little Champagne in Orient Bay - 1 bedroom Jacuzzi
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

Magnificent spacious ocean-view luxury condo
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.

Top of the art penthouse
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!

The Perch - A unique jungle experience.
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!

The Loft at Simpson Bay Yacht Club
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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