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Waterfront holiday rentals in Simpson Bay

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Simpson Bay waterfront rentals

Waterfront apartment accommodation

Guest favourite
Apartment in Cupecoy
4.92 out of 5 average rating, 12 reviews

Designers Delight-3 BR, Pool, Gym, Tennis Courts

Kiana Rating, 5 stars6 days ago
We were warmly greeted at the entrance by the amazing Enzo from The Lux Villa Concierge. He gave us a thorough and welcoming tour of the apartment, which was not only spotless and spacious but also beautifully designed with a fresh, contemporary feel. The entire space smelled fantastic and felt like home from the very first moment. The apartment was fully stocked with everything you could possibly need for day-to-day living — from kitchen essentials to thoughtful touches throughout. Enzo went above and beyond, ensuring we had everything we needed and even sent us curated links to local restaurants and entertainment options around the island. He checked in with us throughout our stay to make sure everything was perfect — and it was. This place truly exceeded all expectations. It was a 10 out of 10 experience and we highly recommend it to anyone visiting the area. We can’t wait to return!
Guest favourite
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.
Top Guest favourite
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 favourite
Apartment in Saint Martin
4.95 out of 5 average rating, 66 reviews

Sur la Plage ! Villa Marina piscine vue splendide

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 favourite
Apartment in Lowlands
5 out of 5 average rating, 12 reviews

Luxueux appartement, vue mer

GabeRating, 5 stars1 month ago
The pictures of the condo unit were EXACTLY as they were advertised on this site. The Condo was in Excellent condition. They complex where the unit is located is a wonderful with location that is in the heart of the Cupecoy area of the island. The host was very accommodating and answered important questions prior to us booking. The service we received upon arrival was equally outstanding and responsive. The overall experience was Excellent. The combination of location, the complex, the unit and host all added up to be one of the best units we have rented on this platform, to date. I would 100% recommend this location and the unit to anyone who wants an amazing place to stay in St. Maarten. It is a perfectly located spot on the island. We'll be back for sure! Thanks
Guest favourite
Apartment in Philipsburg
4.92 out of 5 average rating, 118 reviews

Amazing "Colosseo" duplex ocean view

AlexandriaRating, 5 stars2 weeks ago
This is such a beautiful property, the view is breathtaking. Leda was very helpful, and responsive any and everytime I needed her. You won't be disappointed ❤️
Top Guest favourite
Apartment in Collectivité de Saint-Martin
5 out of 5 average rating, 41 reviews

Nouveau un rêve sur la plage !

SaskaRating, 5 stars4 weeks ago
We hebben een ontzettend fijn verblijf gehad! Het huisje is functioneel en compleet ingericht – alles wat je nodig hebt is aanwezig. Het uitzicht is werkelijk prachtig. Marie is super vriendelijk, toegankelijk en heel lief – we voelden ons meteen welkom. Het enige kleine minpuntje zijn de terrasmeubels; die zouden wat comfortabeler mogen. Maar verder niets dan lof – een echte aanrader!
Superhost
Apartment in Collectivity of Saint Martin
4.75 out of 5 average rating, 24 reviews

Palm View Condo with pool

RamoneRating, 5 stars2 weeks ago
Im not sure where to begin because i was so pleased with everything, but this place was amazing. This space was definitely worth the experience and 1000% matched the description. The complex did loose power for one night but its a small island and it is to be expected and not anyones fault.

Waterfront house rentals

Guest favourite
Home in Collectivity of Saint Martin
4.88 out of 5 average rating, 77 reviews

ALMOND BLUE ...Pinel bay view - caribbean feeling

JoelRating, 5 stars2 months ago
La villa Almond Blue bénéficie d’une vue extraordinaire, sublime face à la baie. Vous apercevez Pinel et Saint Barth depuis la terrasse, installés dans un agréable salon extérieur couvert La maison, très agréable et simple à vivre, offre tout le nécessaire pour passer d’agréables moments de détentes.
Top Guest favourite
Home in Les Terrasses de Cul de Sac
4.96 out of 5 average rating, 23 reviews

Water access, heated pool, kayaks & snorkeling

KirstenRating, 5 stars5 days ago
We just got back from an incredible trip in SXM celebrating a milestone birthday with friends at this absolutely amazing villa! The villa is designed beautifully and so very comfortable. We were a group of three couples and it was the perfect amount of space. Melissa was an excellent host! We have traveled extensively and she was truly the best. She went above and beyond to make our stay memorable. We hired the chef she recommended and enjoyed delicious gourmet meals! All of her restaurant recommendations were top notch. We also went on a magical boat ride with a captain she recommended. Lastly, the location is so perfect! It was easy to get to many of the main beaches and super close to shopping. The short kayak ride to Pinel Island was a highlight of our trip, not to be missed!! We loved the option for easy, quick kayak adventures to explore the beautiful surroundings. St. Martin was extra wonderful thanks to Melissa and this fabulous villa! We hope to return someday!
Top Guest favourite
Home in Cole Bay
5 out of 5 average rating, 21 reviews

New-Sunset Place Villa w Stunning Waterfront Views

DanaRating, 5 stars2 weeks ago
The villa was perfect. Beautiful view, upscale and clean. Joy was easy to communicate with and offered help with logistics such as car service private yachts, groceries and private chef service. The private pool off our deck was clean and refreshing We started planning our next trip before this one ended.
Guest favourite
Home in Les Terres Basses
5 out of 5 average rating, 11 reviews

Slowlife - Villa Wellness 4 beds

KyleRating, 5 stars1 month ago
Private location with a gorgeous pool that kept shade till 1pm - our kids were in it by 7am every day. Accommodation was pristine with perfect bedrooms. We were able to open the house up all morning then close the doors and turn on AC and control each bedroom for personal preference individually. Our host met us at the house, were very responsive throughout our stay and provided assistance quickly (for example a blender that malfunctioned was quickly replaced). M-F housekeeping was also a very nice touch. Overall very happy with the experience, and would book again.
Superhost
Home in Lowlands
4.72 out of 5 average rating, 114 reviews

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

RenayRating, 5 stars1 week ago
Great place !! Loved the location and the villa was beautiful
Guest favourite
Home in Blowing Point
5 out of 5 average rating, 7 reviews

Newly Renovated 2 Bedroom Villa

MarianneRating, 5 stars4 months ago
Aline and Katie were great to work with leading up to our trip. They looked into finding the best place for us to watch the Super Bowl (Go Birds!) and went on a shopping hunt to look for a thermos for the beach for us. Eli made our trip great!! He met us at the airport, led us to the villa, showed us around and had a welcome snack and beverage awaiting our arrival as well as the shopping list of groceries we asked for. Eli also arranged for us to get a Firestick to watch the Super Bowl in the comfort of our villa to watch the Eagles win! He checked in on us multiple times during our 9 night stay. The pool was the warmest of any we have rented in the Caribbean. The rooms were spacious and clean. Our only critique was that showers needed to be spaced apart for 4 people due to lack of hot water but it was manageable. Great stay!!!
Top Guest favourite
Home in SAINT MARTIN
5 out of 5 average rating, 14 reviews

La plus belle vue de l'ile !

LeslieRating, 5 stars1 week ago
Casa Victoire is one of the best rentals we have ever used for vacation- the pictures do not do it justice and Maly was an amazing host! If you are thinking about staying here just go ahead and click that button and you will not be disappointed. The pool was fabulous overlooking the bay and Pinel Island. Within a few minutes drive of Grand Case and Orient Bay- both with plenty of activities and food. Maly provided so much useful information before arrival and during our stay. The layout worked great for myself and 4 adult children- plenty of space for all. If you rent a car I highly recommend Nono car rental recommended by Maly- car will be waiting on you at the house and they will pick you up at the airport so you can get right to your vacation without worrying about driving as soon as you arrive Thank you Maly- we look forward to our next trip to St Martin!
Guest favourite
Home in Upper Prince's Quarter
4.96 out of 5 average rating, 46 reviews

Teresa’s Ocean Paradise

NayaRating, 5 stars4 days ago
We had a wonderful stay! The space was absolutely beautiful—clean, stylish, and thoughtfully put together. They were very accommodating when we needed to adjust our guest count, which we really appreciated. Everything we could possibly need was provided, making our stay comfortable and stress-free. The co-host was super responsive and helpful any time we had a question. We would definitely stay here again. Highly recommend!

Waterfront condo accommodation

Top Guest favourite
Condo in Simpson Bay
5 out of 5 average rating, 35 reviews

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

HowardRating, 5 stars3 months ago
This was a very safe and secure unit in the heart of Simpson Bay. The unit was perfect for our stay, nicely furnished, had fantastic outdoor space and was quite comfortable. The hosts Mariana and Manoj are great communicators who made us feel very cared for while at the property! Thank you both so much for a great stay!!
Guest favourite
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 favourite
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!
Guest favourite
Condo in Marigot
4.93 out of 5 average rating, 46 reviews

Beachfront Condo| Pool View + Private Beach Access

DiegoRating, 5 stars2 weeks ago
Un très beau séjour pour nous. Le logement était propre, sécuritaire et bien situé. Les gens de l’immeuble étaient très sympathique. La piscine et la plage sont un atout essentiel lors des chaudes journées. En plus, Harry était toujours dispo pour nos questions et répondait très rapidement et clairement. En bref, wow.
Superhost
Condo in Marigot
4.72 out of 5 average rating, 85 reviews

♡ Duplex JUNGLE BLEUE Terrasse vue mer incroyable

JackRating, 5 stars3 weeks ago
The two of us had a wonderful long-weekend getaway! The unit and surrounding property is absolutely stunning. We loved the modern touch of the unit and how clean everything is. We got way more than we paid for and I’m so thankful we discovered this property.
Guest favourite
Condo in Cole Bay
5 out of 5 average rating, 15 reviews

Sea Lover - Las Brisas

MarkoRating, 5 stars4 months ago
Thank you so much. We enjoyed it.very comfortable to stay with kids.
Guest favourite
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.
Guest favourite
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.

Quick stats about waterfront rentals in Simpson Bay

  • Total rentals

    130 properties

  • Nightly prices starting at

    $62 AUD before taxes and fees

  • Total number of reviews

    4.8K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    90 properties have a pool

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