Vacation rentals in Simpson Bay Lagoon

An aerial view captures the lush landscape surrounding the waterfront property, featuring charming villas with red roofs, palm trees, and inviting swimming pools. The marina is visible with boats docked alongside, framed by a backdrop of rolling hills and a clear blue sky.

5 out of 5 average rating, 44 reviews

The Loft at Simpson Bay Yacht Club

Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.

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.

4.87 out of 5 average rating, 209 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.

Place to stay in Simpson Bay

A refreshing pool is surrounded by palm trees, inviting relaxation under the sunny sky. Lounge chairs are positioned nearby, providing spaces for sunbathing. The pool features a gradual entry and is accented by a lush landscape, enhancing the tranquil atmosphere of the residential area.

4.95 out of 5 average rating, 20 reviews

The Hideaway

A quaint and cosy well thought out room that is attached to a townhouse with a private entrance that is locked off from the rest of the unit. This tranquil getaway is in a residential area that is complimented by many amenities such as two large pools, hot tub and tennis courts. It's located in the heart of the Simpson Bay area with the Lagoon on one side and the strip on the other with many restaurants, bars, convenience stores, pharmacy and marina all within a few minutes walking distance.

5 out of 5 average rating, 35 reviews

A large swimming pool is surrounded by tall palm trees and lush tropical foliage. The clear blue water reflects the sunshine, creating a vibrant visual. A beautiful residence with a red-tiled roof is visible in the background, blending with the natural landscape.

Condo in Simpson Bay

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

A spacious apt in a great location. This apt is located on the 2nd and 3rd floor in a gated +24/7 secured community of the Simpson Bay Yacht Club. A fully stocked kitchen. Open concept Dining/Living room combination leads to a covered patio for outdoor dining with panoramic bay views. 2 large and spacious bedrooms with private baths. Enjoy morning coffee or afternoon cocktails on one of the 3 patios all overlooking water. This complex offers 2 pools, Tennis, Jacuzzi, security and parking.

4.92 out of 5 average rating, 36 reviews

A large cruise ship is seen navigating through the deep blue waters, with a distant island visible on the horizon. The scene captures a clear sky, enhancing the serene atmosphere of the coastline below.

Apartment in Cole Bay

Beautiful Spacious Studio with spectacular view

we are pleased to welcome you to our beautiful apartment with the most spectacular view of the Island, you can sit on the porch and enjoying the view of those cruises ships entering the Island and planes landing and take off. Our studio is recently fully renovated with all amendments necessary in the event to host special Guest like you, we understand that the environment is new to you which is why our team will do everything possible to ensure you have the best stay at our residence.

An outdoor living area is highlighted by a dining table with four chairs, accompanied by a cozy built-in bench adorned with decorative pillows. Lush palms and vibrant greenery frame the view of the beach, while sunlight filters through the breezy overhead fan.

5 out of 5 average rating, 206 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

A large swimming pool is surrounded by tall palm trees, providing a tropical atmosphere. The water appears clear and inviting, reflecting the bright blue sky. Lounge chairs are positioned nearby, offering a space for relaxation in the sun.

4.94 out of 5 average rating, 18 reviews

The Pineapple Suite

Discover The Pineapple Suite, a chic 2-bedroom retreat accommodating up to 4 guests, nestled within the secure confines of Simpson Bay Yacht Club's gated community. Unwind in modern luxury, relish on-site amenities like the two swimming pools, tennis courts, bbq area and soak in breathtaking views of the yachts, lagoon, hills and sunset from your balcony. Conveniently located near the airport in Simpson Bay within walking distance from restaurants, the beach, bars and supermarkets.

A relaxing terrace is featured, overlooking the turquoise waters and lined with tropical foliage. Two comfortable seated chairs are positioned invitingly, beside a small table adorned with flowers. Nearby, sailboats can be seen gently swaying in the distance against the calm sea.

4.93 out of 5 average rating, 123 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

4.96 out of 5 average rating, 116 reviews

A large sculpture depicting a seated figure holds a bowl, surrounded by lush palm trees. In the background, sailboats are anchored in a calm body of water under a bright blue sky, enhancing the serene coastal atmosphere.

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.

4.89 out of 5 average rating, 9 reviews

A bright living area features a comfortable sofa, dining table with place settings, and a large television. A panoramic window frames a view of lush hills and the lagoon, while soft natural light brightens the space.

Apartment in Cole Bay

B243 - Deluxe 1 Bedroom

Step into this stunning one-bedroom apartment, perched on the fifth floor of The Hills Residence in charming Simpson Bay, Sint Maarten. Boasting a breathtaking panoramic view of the lagoon, this property is designed to captivate your senses and provide the ultimate retreat. From the moment you walk in, you'll feel at home in this stylishly curated space. The apartment blends modern elegance with practical comfort, designed with meticulous attention to detail.

4.99 out of 5 average rating, 156 reviews

An expansive terrace features a private pool and lounging area, offering unobstructed views of the serene blue ocean and nearby sailboats. The space is surrounded by greenery, creating a tranquil outdoor environment for relaxation.

Loft in Marigot

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

A modern building is depicted at dusk, showcasing multiple apartments with expansive glass doors and balconies. Lush greenery frames the property, while several individuals stand on the sidewalk, contributing to a lively atmosphere. A few parked vehicles are visible in the foreground.

4.94 out of 5 average rating, 17 reviews

Modern apartment with shared pool and generator

Enjoy a stylish experience at this centrally-located place. A modern 1bedroom-1bathroom apt in the heart of Simpson Bay. Walking distance to everything: beach, supermarkets, bakeries, restaurants, bars and activities! It is a split unit whit connecting door. The door is locked unless you are coming with friends/family who stay in the connected apartment. Add my listing to your wishlist by clicking the❤️ in the upper right corner.

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Other great vacation rentals in Simpson Bay Lagoon

4.95 out of 5 average rating, 64 reviews

A serene outdoor space features a hammock nestled between palm trees, with a shaded lounge area underneath a large umbrella. Sun loungers are placed on a patio facing the waterfront, where calm turquoise waters and sailing boats are visible under a clear blue sky.

Condo in Simpson Bay

Hamaka condo, a beachfront retreat on Simpson Bay

SameerRating, 5 stars1 month ago

awesome location, 3 steps to beach. corals nearby with great snorkeling place right behind the house. clean and convenient, close to all action, with dedicated parking and all amenities you would ever need.

Apartment in Cupecoy Beach

4.91 out of 5 average rating, 69 reviews

A-1001 1 bedroom with incredible view

ThomasRating, 5 stars1 week ago

Fantastic place and location!

A modern bathroom features a glass block shower enclosure and neutral-toned tiled walls. A compact vanity with a mirror and contemporary fixtures provides functionality. Natural light enters through a small window, while a small plant adds a touch of greenery.

Apartment in Cole Bay

4.86 out of 5 average rating, 14 reviews

Colebay Retro Vibe w Private Outdoor Enclosure

ValyRating, 5 stars1 month ago

i had a very nice and pleasant stay. location was centrally located near a Bus stop and shops. i really felt at home in that apartment. The contact and communication was very professional and perfect.. if I needed anything they were always there for me and helped me where needed. lovely ladies who are very accommodating & helpful. Heather and Lynne thanks for everything!

A private verandah features a comfortable seating arrangement with wicker-style chairs and a low table. Beyond large sliding glass doors, an inviting interior area can be seen. The expansive ocean view showcases calm blue waters and a cloudy sky, creating a serene atmosphere.

Home in Indigo Bay

4.77 out of 5 average rating, 156 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

ShandraRating, 5 stars5 days ago

Le Pearle, is an amazing place to stay while in paradise. The location is private, the views are incredible, and you have the luxury of a beach at your disposable. The condo itself is very beautiful, the bed is comfortable, my boyfriend and I felt right at home and would highly recommend staying here.

5 out of 5 average rating, 14 reviews

A large window frames a refreshing beach view, featuring palm trees swaying gently in the breeze. A calm sea shimmers under the sun, while a simple desk area with three chairs and a decorative item provides an inviting spot to enjoy the scenery.

Apartment in Marigot

Studio Coconut

Esther-JoyRating, 5 stars1 month ago

If you’re looking for a quiet place to relax and unwind this place is for you. It’s on a beach but the waters weren’t so calm so I didn’t want to take the chance. Lola is very hospitable & was very responsive and helpful before and after arriving. The studio is just as seen in photos, very clean and has a modern cozy vibe. I’d suggest you rent a car…Lola helped with that before I arrived so I was able to pick up the car at the airport. I think this is a great option for a solo traveler as well.

Villa in Indigo bay, Sint Maarten

A modern bathroom is presented, featuring tiled walls and a large mirror above a wooden vanity. A toilet is positioned to the side, while a glass shower enclosure allows for natural light. The space is complemented by a woven mat and neatly arranged toiletries.

5 out of 5 average rating, 20 reviews

Ocean Dream Villa

ReshawnteyRating, 5 stars3 weeks ago

Loved the place close to beach and rides don’t cost that much to everything . Very responsive and helpful .price was right as well

5 out of 5 average rating, 5 reviews

A gated entrance is visible, framed by palm trees and lush greenery. A well-maintained path leads to the entrance, while a white picket fence provides an inviting boundary. The cloudy sky offers a soft light over the peaceful surroundings of the community.

Condo in Simpson Bay

SBYC New large Studio Condo 872 sqft Heart of SXM

MatthewRating, 5 stars3 months ago

The location was perfect! Very stylish and modern cozy place!