Beachfront vacation rentals in Simpson Bay

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!!

Fantastic place and location!

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.

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!

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.

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.

We had the pleasure of staying at the Emerald Pearl Studio in Maho, and it was an absolutely fantastic experience. The studio is well equipped with everything you could possibly need for a comfortable stay-from a functional kitchen to a cozy bed (too soft for us) but that’s our preference. The location is unbeatable, just a short walk to the famous Maho Beach,where you can enjoy beautiful sunsets,watch planes fly overhead, or just relax by the ocean. It’s also conveniently located near some great restaurants, bars, shops and a supermarket. The host was incredibly accommodating and provided excellent communication she even left me a bottle of wine for my birthday which I thought was very nice and she even let us check in early. I recommend renting a car for the whole island experience, but taxis are only a 5 minute walk away. If you’re looking a relaxing, comfortable and stylish place to stay in Maho I recommend Emerald Pearl Studio. I will definitely be returning. 2 ppl only ;)

We enjoyed our stay at Jayne’s! She is an excellent host - very detailed, clear instructions; the place is exactly as described & it’s the easiest walk to great restaurants and cupecoy beach which is incredible. We’ll definitely be back

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!!!

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

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.

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!

Gorgeous place on the small hill looking over Orient Beach. The views were simply awesome! The property was exactly as pictured. I cant stress the privacy and location. Perfect for our family. The hosts recommendations were excellent and the WAI beach club provided a very reasonable chairs and umbrellas with food and drink service. We will return someday!

Amazing stay!!

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.

The Hideaway was the perfect accommodation for a solo traveler - convenient location in proximity to the St Martin "strip", walking distance to beautiful beaches and the local supermarket; a modern apartment unit with all the amenities you need to feel right at home. Chris and Renee were amazing and kept in contact throughout my stay, even going out of their way to bring me extra tp! The property is regularly patrolled by security so I felt completley safe relaxing on the pool patio any time. 10/10 would highly recommend and would stay again if given the opportunity.

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

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.

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!

Super responsive and friendly host. Will definitely stay here again!!!

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!

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.

Great place !! Loved the location and the villa was beautiful

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!