Some info has been automatically translated. Show original language

Beachfront vacation rentals in Simpson Bay

Find and book unique beachfront homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Simpson Bay beachfront rentals

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 stars3 days 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 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

ThomasRating, 5 stars2 days ago
Fantastic place and location!
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
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.
Top guest favorite
A spacious outdoor pool area is framed by palm trees and vibrant landscaping. Lounge chairs are arranged around the large pool, with a glimpse of the condo complex in the background. The clear blue sky enhances the inviting atmosphere of the area.
Condo in Lowlands
4.88 out of 5 average rating, 41 reviews

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

HenryRating, 5 stars4 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 stars3 weeks 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 sparkling pool is surrounded by lounge chairs under the shade of palm trees. Tropical foliage adds greenery around the pool area. The clear blue sky brightens the scene, while a covered terrace can be seen in the background, providing additional relaxation space.
Condo in Simpson Bay
4.83 out of 5 average rating, 12 reviews

Beachfront 3 bedroom apartment on Simpson Bay

NancyRating, 5 stars1 month ago
Just returned from our stay and we had an amazing time. The condo is very spacious. Washer and dryer is a must when you visit the beach. We used Mary Boon loungers and umbrella while enjoying drinks and appetizers. There were loungers and umbrellas available but was easier to walk down and sit on the ones already set up :) It was just two of us so was more space than we needed. Would recommend bringing house shoes due to travertine flooring throughout.
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

Beachfront home rentals with a hot tub

Guest favorite
A hot tub is positioned on the rooftop terrace, surrounded by light wooden decking. Lush plants are placed in planters nearby, with panoramic views of the Caribbean Sea and partly cloudy skies visible in the background.
Villa in Indigo Bay
4.93 out of 5 average rating, 15 reviews

Blue Sanctuary-Stunning Ocean Views, Pool, Hot Tub

DanielRating, 5 stars1 day ago
We just finished our stay at Blue Sanctuary at indigo bay and we absolutely loved every minute of it. The townhouse was perfect for our multigenerational family. The bedrooms were all very comfortable and the living spaces were laid out very well. The highlight for us were the two sliding glass walls that open up to allow an open air feel to the first floor and the private pool and patio. Our hosts were incredibly attentive and helpful at all times. Indigo bay was extremely quiet and gorgeous with lovely sand and calm waves. We would definitely love to return to the same property in the future. Most highly recommended!!!
Guest favorite
A spacious outdoor terrace is showcased with wooden decking and sun loungers beneath white umbrellas. The beach is directly accessible, with clear turquoise waters gently lapping at the shore. Lush greenery adds a natural touch to the scenic view, framed by bright blue skies and fluffy clouds.
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.
Top guest favorite
A spacious living area features large open windows framing panoramic views of the Caribbean Sea. Comfortable seating arrangements are present, allowing for relaxation while enjoying indoor-outdoor connectivity. Lush palm trees are visible outside, enhancing the coastal ambiance of the apartment.
Condo in Lowlands
5 out of 5 average rating, 42 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

EricaRating, 5 stars1 month ago
Joe was extremely helpful, with accommodating, recommendations, and very responsive. His place felt like home, location was perfect and fast walk to mullet bay. The room was clean well equipped with all your needs. I would definitely stay here every time I visit. Thank you Joe
Superhost
A vibrant blue swimming pool reflects the clear sky, bordered by a wooden deck and lush green grass. The distant ocean sparkles under sunlight, with palm trees swaying gently in the foreground, creating a serene outdoor space for relaxation.
Villa in Upper Prince's Quarter
5 out of 5 average rating, 6 reviews

Beachfront/6 bdrs en-suite/ Maid included (h)

LeeRating, 5 stars3 months ago
Chris was absolutely outstanding! From start to finish, his communication was fantastic—quick, clear, and always helpful. He went above and beyond to be accommodating, making everything seamless and stress-free. His knowledge and expertise were evident, providing great recommendations and ensuring we had everything we needed. The house itself was even more impressive than expected—way bigger than the photos suggest, beautifully maintained, and in a truly stunning location. We couldn’t have asked for a better experience. Highly recommend Chris to anyone looking for a top-notch host!
Guest favorite
A private pool is framed by wooden decking, complemented by two lounge chairs and a side table. A scenic view of azure waters and distant islands is visible, with sailboats dotting the horizon. Lush palm trees provide a tropical ambiance.
Villa in Cul-de-Sac
4.84 out of 5 average rating, 118 reviews

Luxury Villa, Pool, Jacuzzi, Pinel View 3 Bedroom

TarenyaRating, 5 stars1 month ago
Amazing stay!!
Top guest favorite
An aircraft descends just above a vibrant beach, with visitors enjoying the sun and clear blue waters. Tropical palms line the foreground, while sandy shores are dotted with colorful umbrellas and lounge chairs. A well-maintained resort can be seen in the background.
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
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 scenic view of the lagoon showcases several boats docked at a private area, framed by lush palm trees. The water reflects the clear blue sky with wispy clouds and hillside greenery in the background, providing a peaceful and serene environment.
Condo in Simpson Bay
4.89 out of 5 average rating, 19 reviews

Lovely Lagoon Townhouse SBYC

LauraRating, 5 stars3 months ago
Had a fantastic time at Kim’s place, it was perfect in every way. Walkable distance to everything we needed. Loved watching all the sailboats and yachts coming and going. The deck facing the marina is where we spent most mornings and evenings. Highly recommend 😊

Pet-friendly beachfront home rentals

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
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 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
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!
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
4.87 out of 5 average rating, 23 reviews

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

MichaelRating, 5 stars1 month ago
The place was exactly as described. Clean , adequate for two and a great location. It was an easy 7-10 minute walk to the main strip and 10-15 minutes to Maho beach. I had only one minor issue and that was the shower. The pressure was great but I believe the temperature was metered , therefore the water went from cool to warm to extremely hot. This added an additional 5 minutes to my shower because I had to wait until the temperature cycled around to hot. The host Bisera was always available before and during our arrival. Fortunately for us we had no issues that arose during our stay so we didn’t need to contact her. I would definitely recommend this place and no doubt I would stay again. Thank you Bisera for providing a wonderful home away from home!
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 stars2 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!
Superhost
The villa is presented from an elevated angle, showcasing a private pool surrounded by a sleek patio. Large glass doors provide a view of the inviting interior, while sun loungers are placed alongside the pool, integrating seamlessly with the lush surroundings.
Home in Lowlands
4.72 out of 5 average rating, 113 reviews

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay

EmmanuelRating, 5 stars1 month ago
An amazing place even better in person
Top guest favorite
A panoramic view of turquoise waters showcases numerous boats anchored in the distance, framed by lush palm trees. A rainbow appears across the sky, adding a colorful touch to the serene coastal landscape.
Townhouse in Cole Bay
5 out of 5 average rating, 95 reviews

Hillside Beach Townhouse Simpson Bay

DeborahRating, 5 stars4 days ago
The home was spotless and in a very good location, it was in walking distance of several restaurants and the beach. Patrick met us at check in and showed us around and how to use everything. He gave us information on restaurants and activities. He was extremely helpful. We couldn’t be happier with our stay!

Quick stats about beachfront rentals in Simpson Bay

  • Total rentals

    110 properties

  • Nightly prices starting at

    ﺩ.ﺇ404 before taxes and fees

  • Total number of reviews

    5.5K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    80 properties have a pool

Destinations to explore