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, 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

A white, modern condo complex is set atop a rocky outcrop overlooking a sandy beach. Waves gently lapping at the shore and a clear blue sky serve as a backdrop, creating a serene coastal atmosphere.

4.98 out of 5 average rating, 58 reviews

Coral Villa- 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 living area is depicted, featuring a light-colored sectional sofa and two armchairs facing a flat-screen television. Natural light fills the room through large sliding doors that open to a garden view, complemented by tasteful indoor plants and soft furnishings.

4.99 out of 5 average rating, 69 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 bedroom features a large bed adorned with white linens and a soft gray throw. Three framed black-and-white prints are displayed on the wall above the bed, while a window offers views of the beach and ocean beyond.

4.91 out of 5 average rating, 123 reviews

Modern Oceanview 2-Bedroom Condo on Mullet Bay

Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included

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, 30 reviews

Beachfront Caribbean Breeze in Paradise, SXM

Caribbean Breeze inviting Beach front home. A few steps to our beach and pool. Walk to mainstream. 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, dining area,etc. 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, 1 minute walk away. 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.

4.91 out of 5 average rating, 22 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!

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.

4.95 out of 5 average rating, 123 reviews

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...

A serene view of the property’s swimming pool surrounded by lush greenery and palm trees. Loungers are positioned along the poolside, providing spaces for relaxation. The turquoise waters of Simpson Bay are visible in the background, complemented by a clear blue sky.

4.88 out of 5 average rating, 56 reviews

2BR Beachfront Oasis •Pool + Epic Sunsets @Encanto

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.

A light-filled living space features a comfortable beige sofa set, complemented by natural wood accents. Large windows provide a view of the ocean, while a doorway opens to an outdoor space adorned with greenery. Simple decor enhances the tranquil atmosphere of the room.

4.96 out of 5 average rating, 79 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.

4.9 out of 5 average rating, 214 reviews

Condo in Maho

Maho Love Nest: Unwind by the Rooftop Pool&Hot Tub

This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance. If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available for you to indulge.

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

"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.

Popular amenities for Simpson Bay condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.78 out of 5 average rating, 23 reviews

Two lounge chairs are positioned facing the beach, adorned with colorful cushions. A silver ice bucket sits on a small table, reflecting the clear blue water and vibrant sky. Lush greenery frames the serene beachfront view.

Condo in Grand Case

Paradis Caraibes 1BR * On the Beach!

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

4.93 out of 5 average rating, 55 reviews

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

Beachfront Condo| Pool View + Private Beach Access

5 out of 5 average rating, 6 reviews

Condo in Indigo Bay

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

5 out of 5 average rating, 16 reviews

A spacious living area features large windows showcasing a view of palm trees and the lagoon. A wooden dining table is set for six, and an inviting seating area is arranged with a light-colored couch and coffee table, enhancing the serene ambiance.

Condo in Cole Bay

Sea Lover - Las Brisas (Sea Lover)

A serene view of the infinity pool overlooking the ocean, with lush greenery framing the scene. Relaxed guests can be seen sitting at the pool's edge while boats drift in the distance. Gentle waves create a calming visual of the beachfront setting.

4.96 out of 5 average rating, 27 reviews

Ocean Breeze at Las Arenas

A well-maintained outdoor pool is surrounded by lounge chairs, offering a relaxing space for guests. Shade is provided by large umbrellas, and tropical palm trees are visible in the background. The pool area is complemented by modern residential buildings, enhancing the serene environment.

4.97 out of 5 average rating, 76 reviews

Brand New- Maho Condo Studio with Seaview and Pool

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

Pet-friendly condo rentals

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

Condo in Collectivité de Saint-Martin

A private terrace features a comfortable seating area with soft cushions, surrounded by lush tropical plants. Beyond, white sand leads to the beach, framed by palm trees under a bright blue sky with scattered clouds.

5 out of 5 average rating, 24 reviews

New "Coco Beach" 2 bedrooms beachfront

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, pool, on the beach

A light-filled living area features a spacious sofa adorned with neutral-toned pillows, complemented by a small wooden table and a variety of seating. Large windows invite natural light, while a modern kitchen area, equipped with sleek appliances, promotes an open atmosphere with views of palm trees outside.

4.94 out of 5 average rating, 16 reviews

Beautiful Large 2 Bedrooms apartment in Maho

4.96 out of 5 average rating, 28 reviews

The living area features modern furnishings, including a light sofa, a coffee table, and two armchairs. A dining area with a wooden table is visible, along with large sliding doors that reveal an ocean view and a spacious balcony. Natural light floods the space.

Condo in Sint Maarten

Casa Nova, Indigo Bay SXM

Condo in Collectivité de Saint-Martin

An open-concept living area is highlighted by large glass doors, providing an unobstructed view of the pool and garden. A dining table is set with modern chairs, while a comfortable sofa sits in the corner. Kitchen appliances are neatly arranged in sleek cabinetry.

4.72 out of 5 average rating, 18 reviews

Blue vista - Paradise in nettle Bay-1BR Queen Size

A modern studio features a spacious bed with a soft headboard and light bedding. A comfortable seating area with a sofa is present, accompanied by a small coffee table. Natural light enters through glass doors that open to a balcony with views of tropical greenery.

4.92 out of 5 average rating, 63 reviews

Modern / cosy Studio next to university / Beach

A spacious outdoor terrace offers breathtaking sunset views over the ocean. The wooden dining table is surrounded by matching chairs, while potted plants add greenery. A cozy seating area features a large blue chair, enhancing the serene atmosphere of the space.

4.91 out of 5 average rating, 58 reviews

Gorgeous Beachfront PENTHOUSE- Sunset Ocean Views!

Condo rentals with a pool

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

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.

5 out of 5 average rating, 49 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

4.92 out of 5 average rating, 25 reviews

A vibrant view showcases the turquoise sea and white sandy beach from a balcony. A spacious outdoor table with two chairs is visible. Inside, a cozy sleeping area is presented with warm tones and large windows, allowing natural light to illuminate the space.

Condo in Cul-de-Sac

Favorite on the beach Sublime sea view. Pool

4.78 out of 5 average rating, 36 reviews

A balcony view reveals a lush scene with palm trees and tropical plants. The image captures a glimpse of the swimming pool and nearby structures under a clear sky, creating an open and airy atmosphere. Sunlight brightens the vibrant greenery surrounding the area.

Condo in MF

Studio Bay Nettlé le Lagoon

4.98 out of 5 average rating, 89 reviews

A modern living area is showcased, featuring a light gray sofa adorned with colorful cushions. A wooden coffee table is centered on a patterned rug. Large glass doors open to a balcony surrounded by greenery, while a ceiling fan provides air circulation. A wall art piece adds a touch of character.

Condo in Marigot

cosy apartment

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.

4.9 out of 5 average rating, 49 reviews

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

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

Vacation in Paradise on the Beach