Beachfront vacation rentals in Simpson Bay

A spacious daybed is shaded by a wooden pergola, surrounded by vibrant greenery. The beach and ocean serve as a backdrop, with gentle waves lapping at the shore. Colorful cushions and a soft blanket add comfort, while a small Buddha statue creates a serene ambiance.

4.97 out of 5 average rating, 91 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

A cozy living area features a comfortable gray sofa and a wooden coffee table. Two windows offer expansive views of the ocean, with light reflecting off the water. Beams stretch across the ceiling, enhancing the airy feel of the space.

4.8 out of 5 average rating, 174 reviews

Oceanfront w Pool | Maho Beach area

Location , Location Location ! You can not get any closer to the ocean than in this cliff side apartment. The sound of waves crashing below and incredible ocean views from every room. The sunrise is magical everyday and by night the glowing lights of Simpson bay. This cliff side apartment has everything you need for a dream stay away from the crowds. . Just steps from 4 beaches Simpson bay, Mullet bay, burgeux bay and a 5minute walk to the world famous Maho Beach with its famous plane landings

4.95 out of 5 average rating, 124 reviews

A serene beachfront view is presented through sliding glass doors, showcasing a private terrace with a small round table and two chairs. Palm trees gently sway in the breeze, framing the clear turquoise sea and sandy beach beyond.

Condo in Marigot

Studio «SeaBird» les pieds dans l’eau sur la plage

Le « studio SeaBird » est idéalement situé avec une vue magnifique sur la mer Caraïbes et une plage idyllique rien que pour vous! Il offre beaucoup de confort et de rangement avec une décoration raffinée et originale. La résidence est parfaitement sécurisée avec une grande piscine et jardin tropical. Tout est accessible à pied: épicerie, marché local, boutiques, restaurants traditionnels ou gastronomiques, gare maritime vers les autres îles, etc... Wifi haut débit et télé Europe et Amérique.

A vibrant blue gate opens to reveal a sandy beach and calm waters. Decorative pots with blooming pink flowers frame the entrance, accompanied by lush green leaves. In the distance, sailboats can be seen on the horizon under a cloudy sky.

4.88 out of 5 average rating, 220 reviews

Apartment on the beach

Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

4.95 out of 5 average rating, 123 reviews

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

Sint Maarten La Terrasse Maho

It's a cozy large studio with a king size bed, a queen size sleeper sofa and a big balcony, it is at the second floor at Royal Islander Club Resort La Terrasse in Maho, fully equipped and furnished. Located just in front of Maho Bay beach and few minutes walk from Mullet bay beach. There are few restaurants and boutiques like cigar shops, jewelers and beauty store. Casino Royale is right next door. There are also a supermarket for grocery shopping, a pharmacy, a clinic and more...

4.99 out of 5 average rating, 169 reviews

An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.

Loft in Marigot

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Large glass sliding doors open to a sunny outdoor deck with views of the turquoise ocean. Comfortable lounge chairs and a dining table are visible among tropical palm trees. The living area features a soft gray couch and a wall-mounted TV, creating an inviting indoor space.

5 out of 5 average rating, 219 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

4.92 out of 5 average rating, 132 reviews

Le Petit Paradis - Beachfront 1 Bedroom Apartment

"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation. Hope to invite you soon in our Paradise, Elodie

4.77 out of 5 average rating, 180 reviews

A spacious verandah features a comfortable seating area with a light-colored couch and a dark wicker coffee table. Lush greenery is displayed in a yellow planter, with panoramic views of the hills and bright blue sky in the background.

Home in Indigo Bay

La Pearle - Luxurious 1 Bedroom Condo By the Beach

Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!

4.97 out of 5 average rating, 137 reviews

A spacious dining area features a wooden table set with a bowl of oranges. Natural light streams through large windows, illuminating the cozy seating area in the background. Green plants add vibrancy to the room, creating a welcoming, serene atmosphere.

Apartment in Lowlands

Cupecoy Côté Jardin 1

Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

A spacious terrace is presented with a wooden dining table surrounded by four chairs, complemented by a selection of fresh fruit. Sun loungers are positioned for relaxation, with a view of the turquoise water and sailboats visible in the distance.

5 out of 5 average rating, 136 reviews

Simpson bay beach, spacious, beautiful views!

Amazing spacious 3 bedroom, 2 bathroom apartment with awesome location in the heart of Simpson Bay. location, location, location in the middle of it all. Right across the 2.5 mile beautiful Simpson Bay Beach. All the beach necessities are there to enjoy, beachchairs, snorkeling gear, fishing rod and even 2 kayaks. You can walk to many nearby restaurants, grocery stores and other shops. Public transportation is also steps away.

4.92 out of 5 average rating, 108 reviews

A clear glass of champagne rests atop a woven placemat, beside a vibrant vase filled with pink flowers. In the background, a stunning view of turquoise waters and lush green hills can be seen under a partly cloudy sky.

Cottage in Sint Maarten

«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food

Located in private gated community Indigo Bay, minutes from beach. Villa has private infinity pool and is neighbored by large communal pool. Modern art déco 2 floor villa has 3 bedrooms, 3 full bathrooms, equipped kitchen, balcony, and terrace with ocean views. **Construction of new hotel began in Indigo Bay as of March 2025 which impacts the entire bay** Free : - Champagne on arrival - 1 Mid Housekeeping Services

Popular amenities for Simpson Bay beachfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Apartment in Collectivité de Saint-Martin

A shaded outdoor seating area features a comfortable sectional sofa and a wooden table. A lantern is positioned on the table, with beach views and palm trees visible in the background, creating a serene setting for relaxation.

4.92 out of 5 average rating, 36 reviews

New "White Sand" - Splendid 1 bedroom beachfront

4.86 out of 5 average rating, 139 reviews

A view of a sandy beach with crystal-clear turquoise waters. Gentle waves are visible lapping at the shore. A few boats can be seen in the distance against a backdrop of a bright blue sky dotted with fluffy clouds. Lush green foliage frames the scene.

Condo in Saint Martin

2 Bedroom Duplex up to 5 guests right on the beach

5 out of 5 average rating, 45 reviews

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

Charming apartment on the beach, 1 or 2 bedrooms

4.92 out of 5 average rating, 25 reviews

Apartment in Grand Case

Direct Beach Access – Modern Stay with Hill View

4.94 out of 5 average rating, 108 reviews

A private balcony features a hammock and two modern chairs, inviting relaxation with ocean views. A striped rug complements the wooden flooring, and glass railing allows unobstructed sightlines to the water and surrounding beach area.

Loft in Grand Case

Mojito, Beachfront loft overlooking the sea

Villa in Les Terrasses de Cul de Sac

4.96 out of 5 average rating, 28 reviews

Water access, heated pool, kayaks & snorkeling

4.83 out of 5 average rating, 101 reviews

A dining table is set with plates and glasses, featuring a vibrant centerpiece of fruit including bananas, a pineapple, oranges, and peppers. The backdrop shows a view of the sea and palm trees under a bright sky, creating a refreshing atmosphere.

Condo in Orient Bay

Princess Anouk, Orient Bay, piscine, sur la plage

4.78 out of 5 average rating, 124 reviews

A private balcony offers unobstructed views of the tranquil Caribbean Sea, with a sandy beach visible below. A simple table and chairs are positioned on the balcony, allowing for relaxed outdoor seating. Nearby, colorful beach bar structures can be seen along the shore.

Apartment in Philipsburg

Maho Beach House: 1-Bedroom, Oceanfront Lifestyle

Beachfront home rentals with a pool

Condo in Saint Martin,Guadeloupe

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.

5 out of 5 average rating, 53 reviews

Villa Belharra, amazing view

Condo in Collectivity of Saint Martin

A relaxing outdoor space features a hammock suspended from a wooden beam, complemented by a comfortable green cushion. In the background, palm trees sway gently, framing a stunning view of the beach and distant mountains, enhancing a serene and inviting environment.

4.99 out of 5 average rating, 77 reviews

Vacances au Paradis sur La Plage

A spacious bedroom features a large window offering panoramic views of the ocean and nearby mountains. Two elegant chairs sit beside a small table, with a tray holding beverages and snacks placed on the bed. Natural light fills the room, creating a bright atmosphere.

4.91 out of 5 average rating, 22 reviews

Beacon Hill Hideaway: Luxury Condo in Simpson Bay

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.

4.89 out of 5 average rating, 9 reviews

*NEW* Coco's 15 Modern beachfront Retreat

5 out of 5 average rating, 12 reviews

An outdoor terrace features two woven chairs and a rustic wooden table, all positioned for a scenic view of the tranquil bay and lush hills. Bright skies and fluffy clouds enhance the serene atmosphere, creating an inviting space for relaxation and outdoor dining.

Condo in Cul-de-Sac

Koala 2, studio élégant avec vue mer à Anse Marcel

4.93 out of 5 average rating, 29 reviews

A large window frames a view of the sea, where gentle waves lap against the shore. Two loungers are positioned on a wooden deck, with a palm tree visible to the right. Natural light brightens the interior space, enhancing a serene coastal ambiance.

Loft in Sandy Ground

Love beach loft

4.9 out of 5 average rating, 10 reviews

A cozy bedroom is featured, with a spacious bed dressed in light blue linens. A wooden dresser and a large television are positioned against one wall. The outdoor terrace is visible through sliding glass doors, showcasing ocean views and comfortable seating.

Condo in Lowlands

Beachfront Penthouse Best View Best location

4.88 out of 5 average rating, 8 reviews

A modern living area is displayed, featuring plush seating in shades of gray and decorative accents. Large windows provide ample natural light and showcase panoramic views of the surrounding landscape, while stylish art pieces adorn the walls, adding sophistication to the space.

Condo in Cupecoy

Mullet Bay Suite 704 - Your luxury vacation in SXM

Private beachfront home rentals

Apartment in Collectivité de Saint-Martin

Two lounge chairs are positioned on a sandy beach, facing the ocean. A small white table holds a bottle of champagne and two glasses, accompanied by a touch of vibrant flowers. Palm trees frame the scene, with the calm sea in the background under a partly cloudy sky.

5 out of 5 average rating, 7 reviews

Ti Sable votre condo directement sur la plage

5 out of 5 average rating, 49 reviews

An inviting infinity pool is positioned adjacent to the shoreline, offering unobstructed views of the Caribbean Sea. Lush palm trees frame the scene, while the sun reflects off the water's surface, creating a serene atmosphere. The surrounding terrace features natural stone tiles.

Condo in Lowlands

The Cliff in Cupecoy Beach HEAVEN!!!

4.97 out of 5 average rating, 29 reviews

Tropical palm trees are framed against a backdrop of the Caribbean Sea, with waves gently lapping the shore. A swimming pool is visible in the foreground, surrounded by white sand and vibrant greenery, offering a tranquil setting with distant hills on the horizon.

Condo in Saint-Martin

Studio COCO

Apartment in Saint Martin

A modern living area features a spacious sofa and a circular coffee table, with a decorative area rug underneath. Bright blue lighting accents the ceiling. Large glass doors provide a view of the kitchen area and adjacent bedroom. A tall plant adds a natural element to the decor.

5 out of 5 average rating, 37 reviews

Jade-La perle rare d'Anse Marcel

5 out of 5 average rating, 12 reviews

A modern dining area features a white table surrounded by stylish black chairs. Large sliding glass doors open to a view of the sandy beach and turquoise waters, creating a seamless connection between indoor and outdoor spaces.

Condo in Baie Nettle

WHY NOT Splendid apartment right on the beach

Condo in Collectivity of Saint Martin

An outdoor terrace is surrounded by lush greenery and palm trees. A large dining table for six is set alongside comfortable lounge chairs, with a coffee table in the center. The beach and ocean are visible in the background, creating a serene setting.

5 out of 5 average rating, 17 reviews

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

4.94 out of 5 average rating, 31 reviews

A cozy sitting area featuring two woven chairs and a round table overlooks the beach through large glass doors. Lush greenery is visible in the foreground, while palm trees frame the breathtaking ocean view beyond.

Apartment in Cul-de-Sac

Luxury Sea View Apartment Mont Vernon

A living room area features comfortable seating with colorful cushions against light blue walls. A dining table is set with breakfast items, including orange juice and pastries. Large windows allow natural light to illuminate the space, providing a view of the terrace and surrounding greenery.