Condo vacation rentals in Simpson Bay

The front patio features a cozy lounge area with a large blue sofa adorned with decorative pillows and a small round table. A vibrant fruit platter is presented on the table, providing a refreshing touch. Clear views of the turquoise ocean and beach can be seen beyond the railing.

4.83 out of 5 average rating, 102 reviews

2 BR 2 BA beachfront, amazing view, beach access

Wake up early on your first morning, brew a fresh cup of coffee, walk out onto the front patio overlooking a spectacular panoramic oceanview of turquoise clear-blue water lapping gently onto the white sandy shore. Then walk downstairs, through our private access directly onto the beach. Feel the soft white sand under your feet, scrunch your toes in it :). This is a dream come true for you, you worked hard to be here, smile inwardly, live in the moment, it is paradise, own it, you deserve this...

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.

4.96 out of 5 average rating, 109 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, 191 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 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.

4.9 out of 5 average rating, 72 reviews

Beachfront Paradise with Pool & Stunning Sunsets

Escape to a beachfront paradise with a pool and stunning sunsets. Wake up to the soothing sound of ocean waves and lounge on the private patio overlooking turquoise waters. Step onto white sandy beaches with direct access, or stroll to nearby restaurants and vibrant nightlife. Your coastal sanctuary offers unforgettable moments of relaxation and tranquility. Designed for comfort and convenience, the community and unit include: • Ocean-view pool • Elevator access • Full-building generator

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, 152 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 panoramic view of Simpson Bay beach is visible, with soft sandy shores meeting clear turquoise waters. Several anchored boats dot the horizon under a bright sky adorned with fluffy clouds. Sun loungers are arranged neatly along the beach, inviting relaxation.

4.92 out of 5 average rating, 26 reviews

On the Sea - Beachfront 3 bedroom on Simpson Bay

✨Sur Mer with IRE Vacations ✨ Directly on the beach of Simpson Bay, this spacious 3 bedroom, 3 bathroom apartment is the perfect place for your next Sint Maarten vacation. In a private residence Sur Mer is close to the airport, restaurants, shops and night life. Step out onto the white sandy beach, or catch the sunset on your balcony while listening to the crashing waves below. You can admire planes taking off and landing from your back terrace. Shared pool and gym within the residence.

4.81 out of 5 average rating, 103 reviews

A master bedroom featuring large windows that offer a view of the ocean and sky. Natural light floods the spacious area, highlighting the white bedding on the bed and the elegant design of the room. A modern freestanding bathtub is seen in the corner.

Condo in Philipsburg

Horizon (Apt3) – Sea & Pool View, Terrace

Stylish triplex with 3 bedrooms, all with sea and pool view. Located in Black Palm, an elegant residence of 7 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Enjoy the shared pool with sea view. Ideal for up to 5 guests: couples, friends or families looking for relaxation. - 5 minutes’ walk from Indigo Beach - 5 minutes’ drive from the nearest supermarket - Private parking on site - Concierge service available for any request.

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.

4.98 out of 5 average rating, 118 reviews

Brand New- Maho Condo Studio with Seaview and Pool

Brand new studio, centrally located in Maho, with 24/7 security, amenity filled and a short distance to beaches, shopping and nightlife. The studio is a 5 minute walk to Maho Village and an 8 minute walk to the famous Maho Beach where you will find a multitude of restaurants, duty-free shopping and Casino Royale. It's also an 10 minute walk to Mullet Bay, one of the most beautiful and popular local beaches on the island. The location is a convenient 5 minute drive to the airport.

4.96 out of 5 average rating, 27 reviews

4 Bedroom Beachfront Condo with Private Pool D2.1

Welcome to Kim Sha Beach Front apartment where amazing memories are made! Location is our shining spot! Just mins walking to the beach and located in the busiest area! Surrounded by bars and popular restaurants with local and international food, spas, shops and casinos! Walking distance to Simpson Bay Marina where you have departures to different islands with numerous boat charter and water sports activities. The location assures that you will have an unforgettable holiday!

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.

4.95 out of 5 average rating, 106 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.

4.91 out of 5 average rating, 257 reviews

Condo in Maho

Maho Love Shack: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.

4.96 out of 5 average rating, 153 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

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, 83 reviews

The Beach Condo

A spacious balcony offers views of a marina filled with yachts and sailboats. A comfortable chair is positioned to enjoy the scenery, with distant green hills and a blue sky enhancing the tranquil waterscape.

4.98 out of 5 average rating, 87 reviews

SkyPort Condo

4.94 out of 5 average rating, 87 reviews

Five Star Luxury Beachfront Condo Private Hot Tub

A bright building is showcased with orange-tiled roofs and white walls, surrounded by lush greenery and palm trees. The structure is positioned along the water's edge, with boats visible in the distance and an inviting view of the bay and surrounding landscape.

4.96 out of 5 average rating, 55 reviews

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

5.0 out of 5 average rating, 14 reviews

The Penthouse at LaSiesta - 3 BD - Luxury Awaits!

A wooden walkway leads from a white railing to the sandy beach, providing access to the calm turquoise waters. The bright blue sky is dotted with fluffy white clouds, creating a serene atmosphere.

4.67 out of 5 average rating, 227 reviews

Maho Beach Oceanfront Getaway

A spacious outdoor terrace features comfortable seating arrangements, including a plush blue sofa and chairs around a coffee table. Steps lead to a rooftop area, while the ocean and beach are visible in the background, framed by light clouds and a clear blue sky.

4.97 out of 5 average rating, 29 reviews

Beachside Escape

4.95 out of 5 average rating, 19 reviews

Condo in Little Bay

Maazoon -Luxury modern 3BR Apt for 6 – Central SXM

Pet-friendly condo rentals

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.

4.93 out of 5 average rating, 29 reviews

Beautiful Large 2 Bedrooms apartment in Maho

4.93 out of 5 average rating, 84 reviews

Modern / cosy Studio next to university / Beach

4.77 out of 5 average rating, 31 reviews

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.

Condo

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

A modern living area features a sleek black cabinet and a comfortable armchair. Natural light floods through a sliding glass door, revealing a balcony with a small table and chairs. Lush green palm leaves are visible through the glass, enhancing the serene atmosphere.

4.8 out of 5 average rating, 50 reviews

Bright studio next to the beach

4.95 out of 5 average rating, 40 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

Casa Nova, Indigo Bay SXM

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.

4.93 out of 5 average rating, 72 reviews

Gorgeous Beachfront PENTHOUSE- Sunset Ocean Views!

4.97 out of 5 average rating, 75 reviews

A bright and airy studio showcases a spacious bed adorned with light bedding. A dining area with a table and chairs is positioned near large windows, offering a view of the beach. Natural light enhances the calm decor featuring wooden accents and tasteful artwork.

Condo in Marigot

BARD'Ô, cozy studio facing Mer Caraîbes, Baie Nettlé

Condo in Upper Prince's Quarter

Paradise Getaway With Best View of SXM!

4.77 out of 5 average rating, 22 reviews

Condo rentals with a pool

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, 141 reviews

Saint Maarten La Terrasse Maho

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.

4.91 out of 5 average rating, 129 reviews

Havya Cozy Stays | In Maho, Near Beaches & Airport

Aerial view of the marina and gated community featuring landscaped grounds. The image shows swimming pools, tennis courts, and nearby hills with lush greenery, along with boats docked along the waterfront. The vibrant red-tiled roofs of the buildings contrast with the blue water.

4.9 out of 5 average rating, 39 reviews

Renovated 2-Level Condo @ Simpson Bay Yacht Club

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.

Villa Belharra, amazing view

4.99 out of 5 average rating, 69 reviews

4.89 out of 5 average rating, 44 reviews

A view from the villa reveals a sandy beach framed by lush tropical palm trees. Two lounge chairs are positioned on the sand, with a hanging chair and a stylish black chair on a wooden deck, inviting relaxation and enjoyment of the ocean vista.

Condo

On the beach beautiful villa 2 bedrooms pool

4.95 out of 5 average rating, 19 reviews

Condo in Indigo Bay

Indigo~2 KingSuites, Priv Pool, 2 Min Walk 2 Beach

A tranquil swimming pool is surrounded by lush palm trees and vibrant greenery, reflecting a clear blue sky. The marina, filled with docked yachts, creates a serene backdrop, while lounge chairs are positioned beside the water for relaxation.

4.95 out of 5 average rating, 57 reviews

Studio on the water in the Simpson Bay Yacht Club