
Beachfront vacation rentals in Simpson Bay
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Top-rated beachfront rentals in Simpson Bay
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Simpson Bay beachfront rentals
Beachfront home rentals with a pool

Loft Condo - STEPS FROM BEACH!
Jayne is amazing. She is very helpful with everything. Even gave us a ride when we were stranded. We love her and we will be back again. 🫶🏼🫶🏼

Mon Paradis Bleu beach house!
Villa Flamingo was absolutely perfect! Even better than the photos. It was roomy, clean, extremely well appointed and Christine was a dream to communicate with. Alexandre was also very helpful and stopped in upon our arrival to make sure everything was okay. Everything we needed for our stay was there, including items we didn't expect, such as beach accessories and snorkels! The kitchen had all the equipment needed and some helpful basics such as salt/pepper/oil/coffee. The location is perfect since we had a view of the ocean, which was a two minute walk, and the Orient Bay courtyard with its restaurants and shops meant we never needed to use our car! It was nice to have real people nearby as we had quick answers to real-time questions. We will definitely be back and can't imagine staying anywhere but in their properties.

Feet in the ocean, Orient Bay, Beach apartment
We absolutely loved our stay and hope to be back! Virginie thought of everything international travelers might need for a beach getaway from the beach chairs, table, and cooler to helpful directions and welcome notes. You can’t beat the convenience to the beach and the pool was an added bonus when the beach got too crowded on big cruise ship afternoons. Highly recommend booking!

Villa Blue Lagoon SXM
I stayed here with a group of 11, and we had a great time! As with any stay, small things can come up, but the host was incredibly responsive and made sure any issues were addressed right away. The location was perfect, and the view from the pier each morning was absolutely my favorite part—it was the perfect way to start the day. Overall, a wonderful stay and I’d definitely recommend it!

Studio "Entre Terre et Mer" 2
Sabrina a été une super hôte. Très accueillante et disponible,appartement impeccable, plage privée et belle piscine correspondant au descriptif . Literie superbe ,appartement plus joli que dans les photos. Je manquerais de faire appel à Sabrina le jour où je reviendrai sur Saint Martin.

Just in paradise with lagoon's view
Rose est une hôte formidable, réactive, et toujours a l écoute , l appartement est juste magnifique avec une super belle vue , longtemps plus beau en vrai que sur les photos ,super bien placé si vous allez des deux côtés de l'île ,commerce a proximité a pied , ça été un plaisir immense de séjourner et j'y retournerai encore et encore

Water access, snorkeling gear & kayaks
Our stay at this Airbnb in St. Martin was incredible! The place was exactly as described and looked just like the photos—beautiful, clean, and well-stocked with everything we needed. The hosts were fantastic—super responsive and even helped us coordinate in-house massages, which was such a treat. One of the highlights was the kayaks, which we highly recommend using to visit Pinel Island—an unforgettable experience! This rental truly exceeded our expectations, and we wouldn’t hesitate to stay here again if we return to the island. Highly recommend!

3 Bedroom Ocean Front Villa, Private Infinity Pool
Ideal location for a family vacation with friends. Michelle was very responsive and made us feel at home!
Beachfront home rentals with a hot tub

Blue Sanctuary-Stunning Ocean Views, Pool, Hot Tub
I stayed with my husband and 18 year-old son for 9 nights in this beautiful villa. The photos do not do it justice! The kitchen is very well stocked with everything you need, and there are lots of towels, including beach towels, shampoo, conditioner, & body wash. Air conditioning units works really well and the place is very clean. My favourite part though was the lovely view of the ocean, beach and hillside! Danielle was very helpful and friendly checking us in and out and she provided us with lots of recommendations, and the owner reached out to us also. Communication was excellent from booking to after check out. The area is lovely, and Indigo Beach and the restaurant on the beach were fabulous. Rented very comfortable lounge chairs & umbrellas from them and really enjoyed their beach service and food. Lots of other restaurants close by too. I highly recommend staying here!

The Cliff in Cupecoy Beach HEAVEN!!!
The condo was beautiful and clean. The kitchen was well stocked for cooking. Beach chairs and toys were available, which was great for the kids. The pool was beautiful and clean and there is also a kiddie pool that the kids loved. There is a little market about 100 yards from the condo which was super convenient, they have most everything you would need. Joe was great. He had us call him a few days before the trip and gave us a run down of the place. Priscilla, the housekeeper, was also great. She had already had the master bedroom cleaned when we arrived around 1, so she let us go in and change for the pool while she finished cleaning the rest of the condo. You will have no regrets renting this place. 5 stars!

Five Star Luxury Beachfront Condo Private Hot Tub
El departamento de Ian y Megan es mucho más de lo que se ve en las fotos. Todo está impecable y súper limpio, todo funciona perfecto y el deck exterior con la barbacoa que da al mar es un lugar mágico. Usamos los kayak que nos prestaron, la cocina está súper completa. Creo que las fotos no muestran lo bello que es. No duden en ir!! Volveríamos siempre que podamos.

Villa Luxe piscine jacuzzi vue Pinel 3 chambres
Correspondait aux photos. Lieu très calme et agréable. Très bien équipé aussi. Idéale pour 2 couples et leurs enfants car les salles de bains sont dans les chambres du bas. On a vraiment kiffé le lieu 😊 Ps : lorsque les clims étaient allumées fallait prévoir à vider un petit réservoir j’ai trouvé que c’était dérangeant et pas mentionné. Tout s’est très bien passé je recommande la villa. Pas très loin de l’aéroport grand case et des supermarchés. Les hôtes tjrs disponibles.

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

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 Hideaway
Chris and Renee were amazing hosts and their space was exactly as shown and described. They were very responsive, helpful and our stay was the best experience we have had at an Airbnb. The location is private and secure. While the space is small, it has everything you need. Lots of storage space, thoughtful amenities, very comfortable Murphy bed. Utilization of space is exceptional! Cold AC and a ceiling fan provide variable cooling to your liking. Many excellent restaurants within walking distance. No doubt why their place is a Guest Favorite!

Sint Maarten La Terrasse Maho
Anchise’s place was one of the great accommodation we have ever had! Everything was described. It was more we were expected. Also, it is very close to airport and beautiful beaches near by. There are lots of restaurants and shops. We didn’t need car at that time because easy to catch bus and taxi in front of the road. Room was well equipped and comfortable everything. Anchise is very reliable parson. He alway did quick response when we had questions and concerns. Definitely we will come back here when we visit beautiful Sint Maarten! Thanks Anchise.
Pet-friendly beachfront home rentals

Waterfront "Bonjour" Beacon Hill St Maarten
Wonderful stay at this super clean well equipped villa. Spacious and matches the description online. The outdoor patio and pool area is nice with great views. The host was incredibly friendly and helpful. Very flexible on check in and check out times. Extremely responsive. Stocked the fridge with complimentary drinks including wine and beer. The daily cleaning service was a pleasant surprise and explained why the place was in pristine condition. A great casual villa for a family or group of friends to enjoy the west Indies islands. Loved it.

V2. Panorama de rêve sur l’océan
Très beau séjour dans le logement de Jérôme. Hébergement propre et très agréable avec la piscine. Un des plus beaux endroits où loger sur l’île : sécuritaire, bons petits restaurants à proximité et petite épicerie conviviale. Jerome a répondu très rapidement à nos interrogations. Une mention spéciale à Harold qui nous a très bien accueilli sur place et qui a été aidant tout au long de notre séjour.

Mont Vernon "B&C Collection" Studio + Sofa
Le logement était impeccable, propre, joli, fonctionnel, bien placé. La petit terrasse extérieur est super, facile d’accès vers la plage, la piscine et le chemin au bord de l’étang pour se promener. Nous reviendrons c'est certain!

Charming apartment on the beach, 1 or 2 bedrooms
Our stay at Tibo’s place was nothing short of sensational. The location is prime, right in the heart of Grand Case with a beautiful beach mere steps out your front door and countless bars, restaurants, and shops nearby. The location boasts a private onsite parking space which is worth its weight in gold, given that parking can be scarce in the neighborhood. The apartment was a perfect launching spot for exploring different beaches and areas of the island. We met friends in Philipsburg one evening, and even that is only a 30 minute drive. Tibo was responsive, professional, and friendly. He accommodated an early check in and went above and beyond to make our stay comfortable. We highly recommend this spot for any and all travelers.

Maison Les Pieds dans L’eau
My wife and I stayed 10 days at this spacious beachfront townhouse. Olivier and Celine made the check-in process easy and perfect, and they were immediately available whenever we had a question. We truly enjoyed being so close to the beach and to all the wonderful restaurants in the village. It was a wonderful stay, and we are looking forward to returning!

Bungalow sur plage de sable blanc Beach Cottage
Absolutely Amazing!! ...Tibo was a fabulous host and made our stay!! The views... the vibes..the food...the sound of the waves ...Nothing else needed.. Truly so cool and very unique...no where else we would rather stay... Thanks for sharing your little piece of Paradise. See you soon!

OCEAN FRONT Steps From BEACH!
We had a wonderful stay and can’t wait to come back next year! Sylvia greeted us at check in. She is wonderful and made our stay very comfortable. The unit is lovely and well kept. We love the location! Steps from the beach and D’s restaurant. Short trip to amazing beaches and restaurants. There is a water filter on the tap so you don’t have to buy bottled water. Nice touch!

Amethyst Cove: Serene oceanfront getaway 2BR/2BA
Pictures of this place don’t do justice of the setting. Along the apartment is a semi private terrace that has a direct view on the ocean, full of sun all day along made a perfect spot for both morning coffee and late night drink. A plus : beds were really comfortable!
Quick stats about beachfront rentals in Simpson Bay
Total rentals
110 properties
Nightly prices starting at
$110 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
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