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Beachfront vacation rentals in Simpson Bay Beach

Find and book unique beachfront homes on Airbnb

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Popular amenities for Simpson Bay Beach beachfront rentals

Pet-friendly beachfront home rentals

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 spacious bedroom showcases a comfortable bed with neutral linens and several decorative pillows. Floor-to-ceiling glass doors open to a private balcony with seating, offering views of the ocean and the surrounding landscape. Soft lighting is provided by two bedside lamps.
Condo in Lowlands
4.93 out of 5 average rating, 14 reviews

Modern Oceanview Apartment

CarolinaRating, 5 stars1 month ago
Incredible location, clean unit and building, literally a 5min walk to mullet bay beach, 5min walk to Cupecoy beach, and two grocery stores one right next door to the building the other just a 3min walk away and two good cafes. Host was available and quick to respond to any needs, i will definitely be booking this unit again! Thank you
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.
Superhost
A swimming pool area is showcased, featuring several lounge chairs under large umbrellas. Palm trees line the surroundings, creating a relaxed atmosphere. The pool is framed by a tiled deck, providing a spacious area for sunbathing and leisure activities.
Apartment in Lowlands
4.88 out of 5 average rating, 24 reviews

Ocean&airport view condo,walk to beach, pool&gym

BrandonRating, 5 stars1 week ago
Super responsive and friendly host. Will definitely stay here again!!!
Guest favorite
The open studio layout features a cozy sleeping area with a spacious bed and stylish bedding. A dining table with four chairs is positioned near the kitchen, which includes modern appliances. Soft lighting highlights the architectural details of the sloped ceiling.
Apartment in Simpson Bay
4.87 out of 5 average rating, 61 reviews

Simpson Bay- generator, internet, parking, beaches

KateRating, 5 stars3 months ago
We loved the apartment! We ended up staying there twice, on either end of a timeshare week, and it was perfect. It's a great location and walkable to a lot of restaurants and bars and the beach! We didn't end up using any appliances but it was nicely stocked with dishes and pots if you needed them. We would definitely stay here again!
Guest favorite
A modern studio features a spacious bed with a soft headboard and light bedding. A comfortable seating area with a sofa is present, accompanied by a small coffee table. Natural light enters through glass doors that open to a balcony with views of tropical greenery.
Condo in Lowlands
4.92 out of 5 average rating, 62 reviews

Modern / cosy Studio next to university / Beach

VerisRating, 5 stars1 month ago
Very peaceful and wonderful stay, host was very helpful and making sure everything was to our liking
Superhost
A spacious bed is dressed in soft white linens, accompanied by decorative pillows in various shades of red. A large wooden world map adorns the wall above the bed. A cozy chair sits in the corner, while light filters through sheer white curtains.
Apartment in Philipsburg
4.9 out of 5 average rating, 78 reviews

Modern studio apartment in Philipsburg

EdwardRating, 5 stars3 weeks ago
Absolutely amazing stay! The place was perfect — clean, comfortable, and had all the amenities we needed. The location couldn’t be better — the beach is literally less than a one-minute walk away, and there are tons of great restaurants nearby. I also appreciated how close the ATM was for easy access to cash. There were plenty of excursions available right on the beach, which made planning activities super convenient. The area felt very safe, and I was able to fully relax and enjoy my time. The host was responsive and friendly, making everything smooth from check-in to check-out. Highly recommend — would definitely stay here again!
Guest favorite
A spacious dining area features a wooden table set with a bowl of oranges. Natural light streams through large windows, illuminating the cozy seating area in the background. Green plants add vibrancy to the room, creating a welcoming, serene atmosphere.
Apartment in Lowlands
4.97 out of 5 average rating, 134 reviews

Cupecoy Garden Side 1

LauraRating, 5 stars3 weeks ago
Kathy’s place exceeded our expectations and was so hard to leave. Kathy and Zackarie were fantastic hosts who made us feel right at home. It truly felt like a little piece of paradise in a great area. The market right on the street was super convenient, and there were plenty of great local spots nearby, including a must-visit tiki bar down the road called Ratafia. The beach was within walking distance, and it was such a joy to be able to bring our dog. The island is incredibly dog-friendly. There’s really no better place to stay on the island. We’re so glad we found a new home away from home!

Beachfront home rentals with a pool

Superhost
Cottage in Sint Maarten
4.92 out of 5 average rating, 102 reviews

"La Vue SXM" Luxe "Villa La Vue" + Beach / Bar / Food

Dejahmarie AbreuRating, 5 stars1 week ago
Our time at 37 Green Way Drive was nothing short of perfection. The villa is beautifully designed with modern touches, immaculate cleanliness, and breathtaking views of the beautiful blue ocean. Waking up each morning to the sound of the waves and ending the day with a vibrant sunset from the terrace was an unforgettable experience. The check-in process was smooth and easy with the keys left in a secure lockbox, and all the information we needed was clearly provided. We appreciated the thoughtful touches and helpful local recommendations that made our stay even more enjoyable. Everything exceeded our expectations!!
Guest favorite
A modern building features a pristine swimming pool bordered by lounge chairs. Lush greenery surrounds the area, providing a tranquil atmosphere. The sky is bright with scattered clouds, enhancing the inviting appearance of the outdoor space.
Condo in Simpson Bay
4.94 out of 5 average rating, 82 reviews

Five Star Luxury Beachfront Condo Private Hot Tub

JesseRating, 5 stars5 months ago
Amazing view and perfect location for a week on the beach and within walking distance of plenty of things to do, places to eat, etc.
Guest favorite
A spacious outdoor terrace features a round wooden dining table surrounded by teal chairs. Lounge chairs are positioned nearby, offering views of the turquoise ocean and palm trees swaying in the breeze under a bright blue sky with scattered clouds.
Condo in Simpson Bay
4.9 out of 5 average rating, 48 reviews

Encanto -2BR Beachfront w/Pool & Gorgeous Sunsets!

TinaRating, 5 stars3 weeks ago
We enjoyed our stay at Encanto. Rakhi was a very informative and she responded quickly to any questions we had. Gordon, the property manager, gave us instructions on the unit when we arrived. Rakhi provided recommendations which were helpful. The condo was very spacious and the balcony was large with a beautiful view. Our favorite restaurant was Palapa which was within walking distance (we ate there twice). The breakfast at the Yellow Sub in Orient Beach was delicious - best croissants. Carrefour was a great place to get provisions for the week and were reasonably priced. Every place took American dollars but only a few took American Express. We highly recommend spending a day at Pinel Island - Karibuni has chairs, umbrellas and cold beer!! The UnderSXM snorkel tour was really interesting. We rented a car to explore the island and the drivers are crazy so be careful - lol.
Guest favorite
A rooftop pool area is presented, featuring an infinity edge that overlooks the ocean. Comfortable lounge chairs are arranged along the pool deck, with clear blue skies and distant hills visible in the background. The tranquil water reflects the sunlight, creating a serene ambiance.
Home in Simpson Bay
4.92 out of 5 average rating, 12 reviews

Townhouse Villa LX

EboneeRating, 5 stars1 month ago
Oliver's place is a gem for its location and amenities. The property was very nice, and the views from the pool were truly great. Its location is excellent - a quick and easy walk to the beach and a variety of restaurants. The convenience of a local market and shopping nearby was also a real bonus. I appreciated how quiet and safe the area felt.
Top guest favorite
An outdoor pool area is framed by an arched stone structure, leading to a larger pool surrounded by lounge chairs. Palm trees and flowering plants add greenery to the scene, with the ocean visible in the background under a clear blue sky.
Condo in Sint Maarten
4.96 out of 5 average rating, 80 reviews

FLASH SALE! June-Oct. 2025! Ocean&Tropical Views!

DennisRating, 5 stars1 month ago
This location is excellent ..everything is near by ..the host is amazing ...thank you for everything its definitely worth it...I wiill be back again and again
Guest favorite
A serene beach scene is presented with four lounge chairs under two sun umbrellas, offering shade. Soft sandy ground surrounds the area, with tropical palm trees in the background. The clear blue sky adds to the tranquil atmosphere, inviting relaxation by the beachfront.
Condo in Simpson Bay
4.89 out of 5 average rating, 9 reviews

*NEW* Coco's 15 Modern beachfront Retreat

KatrinaRating, 5 stars1 month ago
The place was steps from the beach! Beautiful and clean. Host very helpful. We loved st. Martin and this family friendly beach next to Mary Boons! We ate lunch there and cooked in dinner at home. Great appliances And every cooking tool you could need. Andrea was very helpful. The only thing I was a little worried about was the airplanes noise and honestly you forget they are even there after first day.
Top guest favorite
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.
Condo in Lowlands
4.96 out of 5 average rating, 116 reviews

Sint Maarten La Terrasse Maho

TammyRating, 5 stars2 weeks ago
The location was amazing. The accommodation had a fully stocked kitchen and bathroom... including coffee, spices, creamers, hair products and everything you would have at home. I will definitely stay here again!
Top guest favorite
A large outdoor swimming pool is surrounded by palm trees and lounge chairs. The clear blue water reflects the bright sky, providing a refreshing atmosphere. Nearby buildings are visible in the background, adding to the serene setting.
Apartment in Collectivité de Saint-Martin
5 out of 5 average rating, 41 reviews

New, a dream on the beach!

SaskaRating, 5 stars4 weeks ago
We had a very nice stay! The cottage is functional and fully furnished – everything you need is present. The view is truly stunning. Marie is super friendly, approachable and very sweet – we felt welcome right away. The only minor drawback is the patio furniture; it could be a little more comfortable. But otherwise nothing but praise – highly recommended!

Private beachfront home rentals

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!
Top guest favorite
Two sun loungers are positioned on a sandy beach, accompanied by a small table holding a bottle of champagne and two glasses. A backdrop of clear blue water and gentle waves is visible, with a few green trees enhancing the tranquil setting.
Condo in Saint Martin,Guadeloupe
5 out of 5 average rating, 48 reviews

Villa Belharra, amazing view

GinaRating, 5 stars4 days ago
A very modern, beautiful, air bnb. The hosts are very responsive! I could not find the plug adapters, and she was there to help, within a couple of minutes! I asked about a float for the BEAUTIFUL pool; She brought them right over!! The views are breathtaking. It's a perfect spot, VERY reasonably priced! We had a car rental, so we visited so many different beaches, and ate at many wonderful restaurants. Our favorite being Grand Case Beach and eating breakfast AND dinner at Rainbow Cafe. Everything around the island is fairly close and convenient. If we visit St Martin again, we will definitely choose this air bnb! Thank you!
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!
Top guest favorite
A large private pool is framed by vibrant greenery and colorful flowers. Sun loungers line the pool area, and a cruise ship is visible in the distance along the ocean, with the picturesque shoreline beyond.
Condo in Lowlands
4.88 out of 5 average rating, 41 reviews

Maho 1 Bed Condo with ocean view & Free Wi-Fi

HenryRating, 5 stars5 months ago
Phil is a fantastic host who communicates proactively, ensuring you have all the information you need for a smooth and hassle-free stay. His well equipped apartment is located in Maho Beach, one of the best spots in St. Maarten. From the balcony, you can enjoy views of the sea, the pool, and the island’s famous attraction—the nearby airport—where you can watch planes land right before your eyes. We'll certainly come back!
Guest favorite
A spacious bedroom features a large window offering panoramic views of the ocean and nearby mountains. Two elegant chairs sit beside a small table, with a tray holding beverages and snacks placed on the bed. Natural light fills the room, creating a bright atmosphere.
Condo in Simpson Bay
5 out of 5 average rating, 12 reviews

Beacon Hill Hideaway: Luxury Condo in Simpson Bay

BiancaRating, 5 stars1 month ago
We spent three amazing days in this beautiful Airbnb! As soon as we arrived, we were amazed by the view of the beach and planes landing. The view is just spectacular. The condo was exactly as pictured, and we really didn’t have any issues during our stay. The condo has a beautiful view of Simpson Bay Beach. The balcony is very large, and we spent a lot of time hanging out there while we were at the unit. Every detail is thoughtfully thought out, making the place special. The pool was perfect for relaxing and the view from the terrace is so beautiful. Perfect for viewing arriving and departing aircraft. It was worth the money spent. It was close to everything including the airport and within walking distance to Maho Beach and the casino and restaurants. We look forward to staying again! I would recommend to anyone who needs a spacious home with great views and relaxing atmosphere. Thank you, Wei and Fritz.
Superhost
A large window frames a view of the sea, where gentle waves lap against the shore. Two loungers are positioned on a wooden deck, with a palm tree visible to the right. Natural light brightens the interior space, enhancing a serene coastal ambiance.
Loft in Sandy Ground
4.92 out of 5 average rating, 25 reviews

Love beach loft

MartineRating, 5 stars2 months ago
Very nice stay at Vincent's! The loft is wonderfully decorated with its seaside touch, the sound of the waves, the view of the water, it's really like being on a boat. We rented a car and 5 minutes from the loft, there is the beautiful Baie Rouge beach. Otherwise, a little further, Mullet is also a very beautiful beach and you can rent chairs and parasols for the day. Sandy Ground is very well located, near the airport, Maho Beach, seeing the planes so close, is really impressive!! We highly recommend Vincent's accommodation, everything is there for a memorable stay.
Top guest favorite
An outdoor terrace features comfortable white lounge furniture arranged around a central table, overlooking serene ocean views. A private pool is visible beyond the terrace, complementing the clear blue sky and tranquil waters.
Villa in Sint Maarten
5 out of 5 average rating, 10 reviews

Indigo Oceanfront Condo Poolside - Unit 1

IvanRating, 5 stars2 months ago
From the breathtaking view to your own private pool, this is one of the best Airbnb you could ever stayed in. The location is amazing as it is nestled within a very quiet neighborhood on the Dutch side. Perfect for our family with three young children with plenty of room to enjoy the beautiful island
Guest favorite
A studio apartment features a spacious bed adorned with a colorful patterned duvet cover. A small dining table is positioned nearby, and a desk with a chair provides a work area. Shelving units are mounted on the walls, and a wall-mounted TV is visible.
Condo in Lowlands
4.88 out of 5 average rating, 65 reviews

Maho studio overlooking airport, Free Wi-Fi!

AwaRating, 5 stars1 month ago
Amazing location super safe and host was amazing . Perfect for solo travels like myself . Definitely will be back and rebooking this stay

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