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Waterfront vacation rentals in Simpson Bay Beach

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Popular amenities for Simpson Bay Beach waterfront rentals

Waterfront apartment rentals

Guest favorite
The open dining area features a round table set for six, accompanied by wooden chairs and decorative centerpieces. Soft lighting from pendant fixtures enhances the inviting ambiance. A comfortable seating area with a plush sofa and contemporary artwork completes the stylish layout, along with large windows providing natural light.
Apartment in Cupecoy
4.92 out of 5 average rating, 12 reviews

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

Kiana Rating, 5 stars1 week 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
A bright living area features large glass windows showcasing a panoramic view of the lagoon and surrounding hills. Light-colored furnishings are complemented by natural wood accents. A green plant adds a touch of nature, and simple round tables provide a functional touch.
Apartment 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 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, 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 favorite
A private terrace features wooden flooring surrounded by tropical plants. Comfortable outdoor seating is arranged, inviting relaxation with views of the sandy beach and turquoise waters. Palm trees sway gently in the background, completing the serene oceanfront setting.
Apartment in Saint Martin
4.95 out of 5 average rating, 66 reviews

On the beach! Villa Marina pool splendid view

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 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 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 favorite
A panoramic view reveals a pristine sandy beach meeting calm turquoise waters, with lush greenery in the background. The beachfront penthouse is visible on the left, showcasing a spacious terrace. Small boats are anchored offshore, enhancing the serene coastal scene.
Apartment in Sandy Ground
5 out of 5 average rating, 13 reviews

Enclave Penthouse Unit 3

JulieRating, 5 stars5 days ago
Wow, just wow! Could not have asked for better accommodations for our stay in Anguilla. This is a top notch condo with high end amenities. To make it even better the property managers Ortisha and Norbert are extremely attentive and helpful. We loved the chairs and umbrellas out in front of the condo as well as the floats for in the ocean. The location of the condo is central on the island and so easy to access many great things on Anguilla. An added bonus are all of the phenomenal restaurants within walking distance. If you’re looking for a fantastic place to stay on Anguilla you won’t be disappointed staying at Enclave!
Top guest favorite
A bright living area features large glass doors that open to a view of the ocean. A beige couch and a lounge chair are positioned around a round wooden coffee table on a textured rug. Natural light fills the space, creating a relaxing ambiance.
Apartment in Collectivité de Saint-Martin
5 out of 5 average rating, 41 reviews

New, a dream on the beach!

SaskaRating, 5 stars1 month ago
We had a very nice stay! The cottage is functional and fully furnished – everything you need is present. The view is truly stunning. Marie is super friendly, approachable and very sweet – we felt welcome right away. The only minor drawback is the patio furniture; it could be a little more comfortable. But otherwise nothing but praise – highly recommended!
Guest favorite
A clear view of a swimming pool bordered by lounge chairs overlooks a calm sea. The pool is surrounded by a white fence, with palm trees seen in the foreground. Sailboats are anchored in the distance under a partly cloudy sky.
Apartment 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 favorite
A vibrant sunrise casts warm hues over the tranquil ocean, reflecting on the water's surface. Rocky cliffs frame the view, while distant islands are visible on the horizon amidst scattered clouds.
Home in Upper Prince's Quarter
4.86 out of 5 average rating, 35 reviews

Peaceful secluded 2BR apt w. sunrise & ocean views

KimberlyRating, 5 stars1 month ago
Adventurous and romantic! Exactly what we are looking for! It felt private despite the convenience of having the host nearby. Melissa was wonderful and very helpful. We sat on the patio and watched boats and cars and birds galore! There are some critters on the cliffs, like iguanas, but they won’t bother you. The breeze and air felt wonderful and I loved listening to the waves at night. I am very happy to chose to rent a Suzuki Jimny, as we observed other vehicles without 4x4 getting stuck on some nearby roads. It was exciting to see our cliff AirBnB from the catamaran tour we took. A lot of excursions go out of Bobby’s Marina, which is conveniently nearby and has secure parking for day trips. Trust the journey, the destination is beyond worth it!
Guest favorite
A vibrant view of the coastline and distant hills is framed by the greenery of palm leaves and a tall cactus. The blue rooftops of nearby houses contrast with the clear blue water, creating a serene outdoor setting.
Home in Collectivité de Saint-Martin
4.92 out of 5 average rating, 25 reviews

NEW House 2 bathrooms, 3 terraces and ocean view

ThandieRating, 5 stars3 weeks ago
Laurent was very helpful and friendly. The property was very nice and secure .
Top guest favorite
A serene outdoor area features a heated swimming pool surrounded by comfortable loungers. Lush tropical plants and palm trees frame the space, while scenic views of the bay and ocean are visible in the background under a clear blue sky.
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 stars6 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 favorite
A modern pool area is positioned by the ocean, featuring a clear blue water pool and two sun loungers. A potted palm adds a tropical touch, with the horizon visible beyond gentle waves and scattered clouds.
Home in Cole Bay
5 out of 5 average rating, 21 reviews

New-Sunset Place Villa w Stunning Waterfront Views

DanaRating, 5 stars3 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.
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, 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 favorite
A modern lap pool displays clear blue water reflecting the sky, bordered by a spacious deck. Two light blue chaise lounges are positioned nearby, accompanied by a large umbrella. The ocean and lush greenery form a picturesque backdrop under a partly cloudy sky.
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 favorite
A shaded outdoor seating area features a comfortable sectional sofa and a natural wood coffee table. Tropical palm trees and a view of the pool enhance the space, while loungers are positioned nearby. Soft textiles in muted colors contribute to a laid-back ambiance.
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!
Top guest favorite
The outdoor terrace features a sparkling pool surrounded by vibrant tropical plants. Sun loungers are positioned near the water, while a shaded seating area overlooks the turquoise Caribbean Sea and distant hills, creating a serene backdrop for relaxation.
Home in Philipsburg
5 out of 5 average rating, 14 reviews

3 Bedroom Ocean Front Villa, Private Infinity Pool

AndrewRating, 5 stars4 months ago
Ideal location for a family vacation with friends. Michelle was very responsive and made us feel at home!

Waterfront condo rentals

Superhost
A spacious bed is positioned against a wall adorned with a vibrant tropical painting featuring flamingos. Soft lighting is provided by two wall-mounted fixtures on either side, complemented by decorative plants and towels laid out for a welcoming touch.
Condo in Marigot
4.85 out of 5 average rating, 136 reviews

Comfort & Charm – Premium Studio

NaomiRating, 5 stars2 weeks ago
Thank you Aurelien. We really were so comfortable at your place and admired the cute and clean style! We will recommend your place to friends snd family
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
Two sun loungers are positioned on a sandy beach, accompanied by a small table holding a bottle of champagne and two glasses. A backdrop of clear blue water and gentle waves is visible, with a few green trees enhancing the tranquil setting.
Condo in Saint Martin,Guadeloupe
5 out of 5 average rating, 48 reviews

Villa Belharra, amazing view

GinaRating, 5 stars5 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 favorite
Condo in Collectivité de Saint-Martin
5 out of 5 average rating, 19 reviews

New "Coco Beach" 2 bedrooms beachfront

Marie-ClaudeRating, 5 stars3 weeks ago
An exceptional stay!! We spent 3 nights at Coco Beach and we really enjoyed our experience. The place was perfect for 2 couples. Coco Beach was close to the beach and the pool was very beautiful and clean. Coco Beach has nice amenities and is close to a lot of things. We cooked, we went to get a restaurant. Honestly, we could go back without hesitation.
Guest favorite
A living area features a modern television mounted on a minimalist white console. A circular coffee table sits below, accompanied by a decorative shell. Light filters through sheer curtains, illuminating the space and offering a glimpse of the outdoor area.
Condo in Marigot
4.94 out of 5 average rating, 47 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!
Top guest favorite
A balcony is presented with two yellow chairs and a small table, set against a backdrop of a sparkling blue sea dotted with sailboats. Lush green plants add a touch of nature, and a clear blue sky creates a bright and open atmosphere.
Condo in Marigot
5 out of 5 average rating, 18 reviews

New studio with superb view of the Caribbean Sea

AbdoulayeRating, 5 stars1 week ago
Georgi was an amazing host, she was very communicative, helpful, and very accommodating . Her place was clean, modern, and has a great view of the beach. I would highly recommend booking her for your trips to the island.
Guest favorite
A serene beach scene is presented with four lounge chairs under two sun umbrellas, offering shade. Soft sandy ground surrounds the area, with tropical palm trees in the background. The clear blue sky adds to the tranquil atmosphere, inviting relaxation by the beachfront.
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.
Top guest favorite
A sandy beach scene is framed by lush greenery and swaying palm trees. Sun loungers are set on the sand, offering a relaxing view of the clear blue ocean in the background. The sky is bright and sunny, enhancing the tranquil coastal atmosphere.
Condo in Collectivity of Saint Martin
5 out of 5 average rating, 15 reviews

Bora Bora, on the beach, sea view 2 to 4 people

MicaRating, 5 stars2 months ago
Rachel is so sweet! Place was amazing and so peaceful! I will definitely recommend her place! I would love to live here lol her place so cozy and nice, everything is perfect!

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