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Beachfront vacation rentals in Simpson Bay

Find and book unique beachfront homes on Airbnb

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Popular amenities for Simpson Bay beachfront rentals

Beachfront home rentals with a pool

Superhost
The image displays a well-equipped kitchen with wooden cabinetry and white tile countertops. A set of stairs leads to the upper level, while a cozy living area is visible with a dark sofa and a large wall clock. Natural light illuminates the space.
Condo in Lowlands
4.79 out of 5 average rating, 86 reviews

Loft Condo - STEPS FROM BEACH!

RizaRating, 5 stars3 weeks ago
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. 🫶🏼🫶🏼
Superhost
A bright terrace features two comfortable seating areas with tropical-patterned cushions. A small table holds two glasses of orange juice and a plate of pastries. The view showcases a glimpse of the ocean and nearby greenery through decorative railings.
Home in Collectivité de Saint-Martin
4.8 out of 5 average rating, 10 reviews

My Paradis Bleu beach house!

MichaelRating, 5 stars2 months ago
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.
Guest favorite
Two inviting swimming pools are set within a serene complex, surrounded by vibrant buildings in various colors. Palm trees provide a tropical touch, and the clear blue sky enhances the tranquil environment.
Condo in Collectivity of Saint Martin
4.98 out of 5 average rating, 59 reviews

Feet in the ocean, Orient Bay, Beach apartment

JanRating, 5 stars1 month ago
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!
Superhost
A refreshing freeform pool is bordered by tropical palm trees and decorative planters. A modern structure with transparent walls opens to the pool area, featuring a striking piece of wall art depicting a dog. The serene atmosphere is complemented by clear blue skies.
Home in Sint Maarten lowlands Maho
4.78 out of 5 average rating, 64 reviews

Villa Blue Lagoon SXM

QuavonRating, 5 stars1 month ago
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!
Guest favorite
The image captures a serene beach scene featuring gentle waves lapping at the shore. Tall palm trees frame the view, with several sailboats anchored in the clear turquoise water. A sandy beach extends in the foreground, inviting relaxation under a bright blue sky.
Condo in Marigot
4.88 out of 5 average rating, 17 reviews

Studio "Between Land and Sea" 2

PaulaRating, 5 stars4 months ago
Sabrina was a super host. Very welcoming and available, impeccable apartment, private beach and beautiful pool corresponding to the description. Superb bedding, apartment prettier than in the photos. I will be sure to call on Sabrina the day I return to Saint Martin.
Superhost
A view from the second floor captures the inviting pool surrounded by a landscaped area, with palm trees lining the sandy beach. The tranquil water is visible in the background, showcasing the scenic atmosphere and proximity to the shoreline.
Apartment in Collectivity of Saint Martin
5 out of 5 average rating, 6 reviews

Just in paradise with lagoon's view

YannickRating, 5 stars20 months ago
Rose is a great host, responsive, and always attentive , the apartment is just beautiful with a great view , long more beautiful in real life than in the photos ,super well placed if you go on both sides of the island , nearby shop on foot , it was a huge pleasure to stay and I will go back again and again
Top guest favorite
A modern outdoor space features a refreshing pool surrounded by lounge chairs and understated bean bags. Lush palm trees add to the tropical atmosphere, while distant hills and shimmering waters create a picturesque backdrop under a clear blue sky.
Home in Cul-de-Sac
5 out of 5 average rating, 42 reviews

Water access, snorkeling gear & kayaks

MonicaRating, 5 stars2 months ago
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!
Top guest favorite
A turquoise pool with a curved edge is bordered by a sleek white deck and palm trees. A shaded seating area with white lounge chairs offers a place to relax. The backdrop features clear water and distant hills under a partly cloudy sky.
Home in Philipsburg
5 out of 5 average rating, 14 reviews

3 Bedroom Ocean Front Villa, Private Infinity Pool

AndrewRating, 5 stars2 months ago
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

Guest favorite
A hot tub is positioned on the rooftop terrace, surrounded by light wooden decking. Lush plants are placed in planters nearby, with panoramic views of the Caribbean Sea and partly cloudy skies visible in the background.
Villa in Indigo Bay
4.92 out of 5 average rating, 12 reviews

Blue Sanctuary-Stunning Ocean Views, Pool, Hot Tub

LaurieRating, 5 stars1 month ago
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!
Top guest favorite
A spacious living area features large open windows framing panoramic views of the Caribbean Sea. Comfortable seating arrangements are present, allowing for relaxation while enjoying indoor-outdoor connectivity. Lush palm trees are visible outside, enhancing the coastal ambiance of the apartment.
Condo in Lowlands
5 out of 5 average rating, 39 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

TrevorRating, 5 stars1 week ago
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!
Guest favorite
A spacious outdoor terrace is showcased with wooden decking and sun loungers beneath white umbrellas. The beach is directly accessible, with clear turquoise waters gently lapping at the shore. Lush greenery adds a natural touch to the scenic view, framed by bright blue skies and fluffy clouds.
Condo in Simpson Bay
4.94 out of 5 average rating, 82 reviews

Five Star Luxury Beachfront Condo Private Hot Tub

JesseRating, 5 stars4 months ago
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.
Guest favorite
A private pool is framed by wooden decking, complemented by two lounge chairs and a side table. A scenic view of azure waters and distant islands is visible, with sailboats dotting the horizon. Lush palm trees provide a tropical ambiance.
Villa in Cul-de-Sac
4.84 out of 5 average rating, 115 reviews

Luxury Villa, Pool, Jacuzzi, Pinel View 3 Bedroom

AnitaRating, 5 stars1 week ago
Matched the photos. Very quiet and pleasant place. Very well-equipped too. Ideal for 2 couples and their children because the bathrooms are in the downstairs bedrooms. We really enjoyed the place. 😊 P.S. When the air conditioners were on, you had to plan to empty a small tank. I found it disturbing and not mentioned. Everything went very well, I recommend the villa. Not too far from Grand Case Airport and supermarkets. The hosts are always available.
Superhost
A private Jacuzzi is surrounded by lush tropical plants, including tall palm trees and other vibrant greenery. The bubbling water reflects the blue sky above, creating a serene and inviting atmosphere. A glimpse of garden space is visible in the background.
Apartment in Saint Martin
4.82 out of 5 average rating, 11 reviews

Little Champagne in Orient Bay - 1 bedroom Jacuzzi

ElisaRating, 5 stars2 months ago
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
Guest favorite
A spacious outdoor lounge area is featured, with white sofas adorned with blue cushions. The view includes vibrant ocean hues and palm trees swaying gently. A dining table is positioned in the background, offering a scenic space for alfresco meals.
Apartment in Simpson Bay
4.96 out of 5 average rating, 99 reviews

Top of the art penthouse

KelseyRating, 5 stars2 months ago
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!
Top guest favorite
A compact living area features a wall-mounted Murphy Bed that converts to a sofa, offering flexible space. A kitchenette with a refrigerator and sink is included. Natural light enters through an arched window, complementing the light-colored wood flooring and neutral furnishings.
Place to stay in Simpson Bay
4.94 out of 5 average rating, 17 reviews

The Hideaway

AnthonyRating, 5 stars2 weeks ago
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!
Top guest favorite
A scenic view reveals a large swimming pool surrounded by lounge chairs and colorful flower gardens. The sparkling blue ocean and a distant boat can be seen, under a bright sky with fluffy clouds. Palm trees gently sway in the breeze, adding to the tropical ambiance.
Condo in Lowlands
4.96 out of 5 average rating, 112 reviews

Sint Maarten La Terrasse Maho

ManabuRating, 5 stars1 month ago
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

Top guest favorite
Villa in Simpson Bay
4.97 out of 5 average rating, 63 reviews

Waterfront "Bonjour" Beacon Hill St Maarten

SamRating, 5 stars3 weeks ago
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.
Superhost
Six lounge chairs are arranged on a spacious terrace, each accompanied by a small table. A vibrant bouquet of flowers can be seen on one table, while plush blue towels are rolled neatly on the chairs. The terrace offers panoramic views of the ocean and surrounding landscape.
Condo in SAINT MARTIN
4.75 out of 5 average rating, 59 reviews

V2. Dreamy ocean panorama

JeanFrancoisRating, 5 stars4 months ago
Very nice stay in Jérôme's home. Clean and very pleasant accommodation with the pool. One of the best places to stay on the island: safe, good little restaurants nearby and a friendly little grocery store. Jerome responded very quickly to our questions. A special mention to Harold who welcomed us very warmly on site and was helpful throughout our stay.
Superhost
A serene pool area is surrounded by tropical landscaping, featuring three distinct swimming pools with a clear blue hue. Sun loungers are arranged around the edges, and a sandy beach is visible in the background, leading to calm waters and green hills.
Apartment in MONT VERNON-SAINT MARTIN
4.69 out of 5 average rating, 55 reviews

Mont Vernon "B&C Collection" Studio + Sofa

AnyaRating, 5 stars2 months ago
My husband and I greatly enjoyed our stay! Aurélie was very helpful, communicative, and responsive before and during our stay! Great location on the beach and beautiful surroundings!
Top guest favorite
A gazebo with a thatched roof sits in a sandy garden, surrounded by palm trees. Two lounge chairs with floral cushions are positioned nearby, alongside a wooden dining table. The background reveals the open living area of the apartment, blending indoor and outdoor spaces.
Apartment in Grand Case
5 out of 5 average rating, 35 reviews

Charming apartment on the beach, 1 or 2 bedrooms

SavannahRating, 5 stars3 weeks ago
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.
Guest favorite
A bright living area is presented, featuring two large white sofas and a wooden coffee table. Natural light filters in through sliding glass doors, which open to an outdoor space with greenery. Decorative elements include a potted plant and minimalist wall art.
Home in Saint-Martin
4.91 out of 5 average rating, 11 reviews

House Feet in the Water

ClarkRating, 5 stars2 days ago
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!
Guest favorite
A rustic bungalow features a spacious wooden deck, including comfortable seating areas and sun loungers on sandy ground. Lush greenery from the nearby hillside can be seen in the background, creating a relaxed outdoor atmosphere with simple beachside charm.
Bungalow in Grand Case
4.98 out of 5 average rating, 41 reviews

Bungalow on White Sand Beach, Beach Cottage

PamelaRating, 5 stars4 weeks ago
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!
Guest favorite
A modern kitchen area features a granite countertop with a stainless steel sink. A bowl of fresh fruit is placed on the counter, while a spacious living area with large windows overlooks a scenic view. Natural light fills the space, creating an inviting ambiance.
Condo in Simpson Bay
4.98 out of 5 average rating, 47 reviews

OCEAN FRONT Steps From BEACH!

LynnRating, 5 stars1 month ago
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!
Guest favorite
A comfortable living space features large glass doors that open to a balcony, revealing ocean views. Natural light fills the room, where a small plant sits on the floor beside a coffee table. Neutral tones create a calm atmosphere with decorative elements visible.
Condo in Upper Prince's Quarter
4.9 out of 5 average rating, 29 reviews

Amethyst Cove: Serene oceanfront getaway 2BR/2BA

MartinRating, 5 stars1 month ago
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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