Beach condo 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, 86 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

4.89 out of 5 average rating, 65 reviews

A serene pool area is surrounded by neatly trimmed grass and tropical plants. Several lounge chairs are positioned around the water, offering relaxation space. Shade is provided by umbrellas, while a view of distant buildings and a waterway is visible in the background under soft evening light.

Condo in Lowlands

Havya Cozy Stays

Keep it simple at this peaceful, well located studio unit at The Emerald at Maho with a common pool and gym. Just 5 minutes away from the International Airport, and walking distance from beaches with one being St. Maarten's famous end of the runway beach. Nowhere else in the world are you able to witness take-off and landing of Jumbo-jets as closely as here, all while sipping on a cocktail. Many shops stay open until 11pm, many bars, restaurants, nightclubs are all within easy walking distance.

4.98 out of 5 average rating, 49 reviews

OCEAN FRONT Steps From BEACH!

Step into our oceanfront paradise on Simpson Bay beach. Just steps away from the sandy coast! Cherish sunrise serenity and late-night tranquility. Relax on the patio, absorb vistas, let waves weave their soothing symphony – a cherished moment! : ) Great location too! Close to Sunset Beach Bar—grab an ice-cold Heineken, watch planes land above. Famous Maho is also a quick stroll (5min from Sunset Bar). food, shops, nightlife, casinos its all there. A perfect location to properly discover SXM!

A spacious swimming pool is framed by lush landscaping and poolside chairs, offering a serene view of the ocean. The clear blue water reflects the sky, with a backdrop of gently swaying palm trees and distant ships on the horizon.

4.98 out of 5 average rating, 66 reviews

The Beach Condo

The Beach Condo, located in Palm Beach Apt. complex is a completely newly renovated 2 bedroom condo right on Simpson Bay Beach. Equipped with all amenities, this is your ideal tropical luxurious getaway. A brand new, fully equipped kitchen, large living and dining area and two king size bed-bedrooms with individual bathrooms give you all the space you need for a retreat in the Caribbean. Lounge on the porch, swim in the pool or live it up on the beach, it's all right there for you to enjoy.

A spacious terrace features a dining table with seating for six, accompanied by lounge chairs and a large umbrella. The view showcases vibrant blue waters, sailboats, and a partly cloudy sky, all contributing to an inviting outdoor living area.

4.94 out of 5 average rating, 82 reviews

Five Star Luxury Beachfront Condo Private Hot Tub

Luxury 2 bedroom unit at the prestigious Aqualina Beach Club directly on Simpson Bay beach. Unit 101 is ideal for one or two couples that love outdoor living and easy access to the beach. The unit has a large wood terrace just below the terrace with private direct beach access. The interior of the unit is luxuriously appointed with everything one could imagine needing to enjoy their holiday. Both bedrooms feature Temperpedic mattresses & fine linens. The kitchen is a chef's dream come true.

A slender palm tree leans towards the shore, where vibrant turquoise waters meet a soft sandy beach. A white picket fence runs along the beachfront, providing a clear view of the tranquil ocean and distant coastline under a bright blue sky.

5 out of 5 average rating, 28 reviews

Beachfront Caribbean Breeze in Paradise, SXM

Caribbean Breeze inviting Beach front home. A few steps to our beach and pool. Walk to main stream. Amazing views . 2/2.5 with huge Master. Hear the waves flowing in onto the shore for those relaxing days and nights. New kitchen, living room , bathrooms, dinning area,etc. An Caribbean feel. Unwind on any balcony, penthouse ocean view, on daybed with a nice drink , looking over the verse tranquil ocean. Take a dip in the soothing crystal clear waters. Amenities enclosed & Wi-Fi included.

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.

5 out of 5 average rating, 12 reviews

Beacon Hill Hideaway: Luxury Condo in Simpson Bay

Escape to luxury at Beacon Hill Hideaway, a modern beachfront condo overlooking Simpson Bay Beach. This spacious 2-bedroom property features stunning ocean views, elegant modern interiors, and direct beach access. Enjoy a covered terrace, private gated entry, and proximity to vibrant Maho nightlife. With high-end finishes, ample amenities, and the beach at your doorstep, it’s the perfect Sint Maarten getaway for families, couples, or friends. Book today and experience Caribbean paradise!

4.88 out of 5 average rating, 41 reviews

A large private pool is framed by vibrant greenery and colorful flowers. Sun loungers line the pool area, and a cruise ship is visible in the distance along the ocean, with the picturesque shoreline beyond.

Condo in Lowlands

Maho 1 Bed Condo with ocean view & Free Wi-Fi

Our cozy 1 Bed 1 Bath condo has a view from the balcony of the ocean and the famous Maho Beach . Two air conditioning units (common area and bedroom) are separately controlled for everyone's comfort. There is FREE HIGH SPEED FIBER WIFI in this unit, an IN-UNIT washing machine and beachy rattan furniture. You have access to the large private pool on the complex and the front desk reception provides free towel service. This building has a generator in case of any island power outages

A spacious outdoor terrace features a round wooden dining table surrounded by teal chairs. Lounge chairs are positioned nearby, offering views of the turquoise ocean and palm trees swaying in the breeze under a bright blue sky with scattered clouds.

4.9 out of 5 average rating, 48 reviews

Encanto -2BR Beachfront w/Pool & Gorgeous Sunsets!

Escape to paradise in this panoramic 2-bed 2 bath beachfront condo at Simpson Bay. Wake up to the soothing ocean sounds & lounge on the patio with turquoise views. Immerse yourself in white sandy beaches with direct access to Simpson bay beach. Indulge in nearby restaurants and vibrant nightlife w/ a 5 min stroll to Simpson Bay Strip.Your coastal sanctuary beckons with unforgettable moments of tranquility. Our community and unit is equipped with a pool, elevator and generator.

An outdoor lounge area features comfortable seating with decorative pillows and beach chairs under a large umbrella. The clear turquoise water and sailboats in the distance create a serene backdrop, while the vibrant greenery overhead adds a touch of nature.

4.95 out of 5 average rating, 64 reviews

Hamaka condo, a beachfront retreat on Simpson Bay

Escape to the ultimate beachfront retreat at Hamaka, a fully equipped condo recently renovated to offer the perfect private beach escape with easy walking distance access to restaurants, bars, and nightly entertainment in Simpson Bay, Saint-Martin. Experience waking up to the sound of the waves and having your morning drink to the sight of the endless shades of the ocean. At the end of your day, unwind and enjoy the magnificent sunsets that this beautiful island has to offer.

4.96 out of 5 average rating, 115 reviews

A private terrace features a round table and chairs, offering a view of the tranquil Caribbean beach and clear blue waters. Palm trees gently sway in the foreground, providing a serene backdrop to the picturesque shoreline and distant rocky outcrops.

Condo in Marigot

"SeaBird" studio, feet in the water on the beach

The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.

Superhost

A spacious terrace offers stunning views of the Caribbean Sea and sandy beach. The turquoise water is visible against a backdrop of scattered clouds. Comfortable outdoor seating is positioned to enjoy the serene ambiance, enhanced by gentle ocean breezes.