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Waterfront holiday rentals in Simpson Bay Beach

Find and book unique waterfront rentals on Airbnb

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Popular amenities for waterfront rentals in Simpson Bay Beach

Waterfront apartment rentals

Guest favourite
Flat 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!
Superhost
Flat in Cole Bay
4.89 out of 5 average rating, 9 reviews

B243 - Deluxe 1 Bedroom

RodvelRating, 5 stars1 month ago
I definitely would stay here again. See you soon.
Top guest favourite
Flat 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!
Top guest favourite
Flat 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 favourite
Flat in Lowlands
5 out of 5 average rating, 12 reviews

Luxury apartment, sea view

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
Flat 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
Flat in Philipsburg
5 out of 5 average rating, 17 reviews

Studio Ocean Front, Infinity Pool

AuberyRating, 5 stars6 days ago
I traveled solo to St Maarten for my birthday and felt very safe here! It’s very private and peaceful. The views were outstanding and it was very clean. Michelle greeted me and showed me around and gave recommendations for local spots nearby. She also checked in to make sure everything was okay and if I needed anything. I would definitely stay here again. Thanks again for everything!
Guest favourite
Flat in Marigot
4.9 out of 5 average rating, 51 reviews

Sea breeze apartment

AmyRating, 5 stars2 weeks ago
We had a wonderful stay at this apartment! It was just as described and perfect for a couple. Spent most evenings watching the sailboats in the harbor from our balcony. Very walkable to shops, restaurants and things to do. My only complaint is that i wasnt made aware that i needed to provide my own toliet paper (only 2 were provided for 8 nights). We were lucky to have a car and be able to run back to store again, but most airbnbs either provide enough or tell you prior to bring your own. The pool was nice, and i enjoyed it daily. We did have A LOT of difficulty finding the building, but that is our fault for not being able to read french LOL. Downloads those maps before you get there! Thanks for a great experience!

Waterfront house rentals

Guest favourite
Home in Collectivity of Saint Martin
4.96 out of 5 average rating, 46 reviews

New! On the beach, 2 bedroom villa, sea view, pool

SueRating, 5 stars3 months ago
It was lovely to watch the waves and listen to the ocean everyday from our patio. Laure was so welcoming and offered ideas for places to go during our 6 week stay. She was very responsive to messages from us and genuinely want to make sure we had a wonderful visit. We were close to a variety of cafes and restaurants. The French bakery was a wonderful morning walk and Boat On Yacht Club a charming afternoon excursion. It took us a short time to get used to the to driving in Marigot but by the second week, we were comfortable with our route. I recommend getting out and about throughout the island. There is plenty to explore! Laure is a gem! We would stay here again.
Guest favourite
Home in Collectivity of Saint Martin
5 out of 5 average rating, 21 reviews

Fantastic 2 bedroom villa, swimming pools, tennis

DanielRating, 5 stars3 weeks ago
The Villa was as described in the add and pictures were the reality. We enjoyed the pool and quietness therefore we relaxed. Our favorite restaurant was the Vietnamese Bistro (Savannah) and the bakery which were in walking distance. Our host Marie was fantastic. She met us upon arrival and gave us valuable information and responded quickly to our inquiries making our stay thoroughly enjoyable. Daniel
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
Villa Almond Blue enjoys an extraordinary view, sublime facing the bay. You can see Pinel and Saint Barth from the terrace, installed in a pleasant covered outdoor lounge The house, very nice and simple to live in, offers all the essentials to spend pleasant moments of relaxation.
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
Top guest favourite
Home in SAINT MARTIN
5 out of 5 average rating, 14 reviews

The best view on the island!

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!

Waterfront apartment rentals

Top guest favourite
Apartment 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 favourite
Apartment in Collectivité de Saint-Martin
5 out of 5 average rating, 19 reviews

New "Coco Beach" 2 bedrooms beachfront

Marie-ClaudeRating, 5 stars2 weeks ago
An exceptional stay!! We spent 3 nights at Coco Beach and we really liked our experience. The place was perfect for 2 couples. Coco Beach was close to the beach and the pool was very nice and clean. Coco Beach has beautiful amenities and is close to many things. We cooked, we went to get a restaurant. Honestly, we could go back without hesitation.
Top guest favourite
Apartment in Marigot
4.98 out of 5 average rating, 58 reviews

Utopia Condo: Cozy, Quiet & Central with a Pool

Marianne Et CharlesRating, 5 stars2 weeks ago
we had a great stay in this apartment. Anne Karine is an available and cheerful host. We'll be back. Once again, thank you for everything
Guest favourite
Apartment in Marigot
4.93 out of 5 average rating, 46 reviews

Beachfront Condo| Pool View + Private Beach Access

SarahRating, 5 stars2 weeks ago
We loved everything about our stay! Beach is right in your backyard and Marigot is within walking distance. Will definitely be staying here again in the future!
Superhost
Apartment in Marigot
4.72 out of 5 average rating, 85 reviews

BLUE JUNGLE♡ Duplex Terrace Amazing Sea View

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
Apartment 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
Apartment 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 favourite
Apartment 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!

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