Vacation rentals in Simpson Bay Lagoon

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Top-rated vacation rentals in Simpson Bay Lagoon

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Superhost

A spacious living area is illuminated by natural light through large glass doors that open to a garden. A comfortable sofa is complemented by decorative cushions. A coffee table with an organic shape sits on a geometric area rug, while artwork adorns the walls.

Apartment in Simpson Bay

5 out of 5 average rating, 3 reviews

Spacious apartment in the Simpson Bay Yacht Club

We would like to welcome you in our beautiful one bedroom apartment in the Simpson Bay Yacht Club, a 24/7 secured residence in the center of Sint Maarten, with 2 pools and jacuzzi, tennis courts, and private & secured parking. The apartment is modern and spacious and has a beautiful garden with sitting area. Within walking distance you will find bakeries, lunch rooms, pharmacy and medial post, supermarkt, nightlife & beaches. All you need for a wonderful vacation! Also check my other apartments!

Guest favorite

A bright and modern kitchen area features sleek cabinetry and stainless steel appliances. A dining table with four upholstered chairs is set next to a comfortable sofa, creating an open and inviting living space. Neutral tones enhance the contemporary design.

Apartment in Simpson Bay

4.88 out of 5 average rating, 50 reviews

NEW Double S Suite

In the heart of Simpsonbay, close to bars, restaurants, and the beach, you'll find this stylish and newly constructed apartment. Only 4 min from the airport and have double-paned windows to keep out the noise. The apartment has a queen-size bed, free Wi-Fi, and 2 flat-screen TVs; it's also only 2 minutes from Simpson bay beach, known for its clear water. This chic grey and white studio comes with all the amenities necessary for a restful and romantic beach getaway in the middle of St. Maarten.

Top guest favorite

A bright living area features large glass doors that open to a private outdoor space. A comfortable sofa and a coffee table are positioned on a light-toned rug. A TV is mounted on a sleek white cabinet, while wooden accents add warmth to the design.

Apartment in Simpson Bay

5 out of 5 average rating, 51 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.

Top guest favorite

An outdoor lounge area features a stylish striped sofa and two elegant lamps, surrounded by tropical plants. The serene saltwater pool reflects the clear blue sky and ocean views, providing a relaxing atmosphere for guests to unwind.

Apartment in Pelican

5 out of 5 average rating, 9 reviews

Luxurious Hidden Pearl - Private Pool

This luxurious studio has been remodeled in 2025 and is ready for guests seeking a stylish studio with pool. The room has a brand new kitchen and bathroom and has everything you might need during your vacation. Enjoy the private salt water pool and relax on the deck on the lounge chairs and comfortable seating area's. The outdoor space is beautifully set up and we offer a bbq if you like a home cooked meal. The gorgeous tropical garden and breathtaking ocean views complete the experience.

Top guest favorite

A compact living area features a wall-mounted Murphy Bed that converts to a sofa, offering flexible space. A kitchenette with a refrigerator and sink is included. Natural light enters through an arched window, complementing the light-colored wood flooring and neutral furnishings.

Place to stay in Simpson Bay

4.95 out of 5 average rating, 21 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.

Top guest favorite

A panoramic view of turquoise waters showcases numerous boats anchored in the distance, framed by lush palm trees. A rainbow appears across the sky, adding a colorful touch to the serene coastal landscape.

Townhouse in Cole Bay

5 out of 5 average rating, 101 reviews

Hillside Beach Townhouse Simpson Bay

Dreaming of a gorgeous sunset, turquoise waters and enjoyable nightlife? Welcome to Simpson Bay Beach Front Townhouse where sunny memories are made! Less than 1 minute walking (50meters) from the beach and surrounded by bars and popular restaurants featuring local and international food, spas, shops and casinos! Next to Simpson Bay Beach Resort and Marina where you have departures to different islands with numerous boat charter activities. The location assures that you will have an awesome!

Top guest favorite

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.

Condo in Simpson Bay

5 out of 5 average rating, 39 reviews

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.

Top guest favorite

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.

Apartment in Simpson Bay

5 out of 5 average rating, 216 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

Guest favorite

An aerial view captures the vibrant landscape of Simpson Bay Yacht Club, revealing the layout of the community, including palm trees, two swimming pools, and tennis courts. The calm turquoise waters border the marina, and the lush green hills rise in the background, complementing the scene.

Apartment in Simpson Bay

4.96 out of 5 average rating, 25 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.

Top guest favorite

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

4.99 out of 5 average rating, 164 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with deckchairs, garden furniture, outdoor table and BBQ * Office space * 100 Mbps WiFi * 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, shops and other stores * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Superhost

An outdoor terrace is presented with lush green grass, featuring modern seating arranged around a wooden table. Soft furnishings and decorative pillows are positioned for comfort, while stunning views of the water and surrounding hills create a serene backdrop.

Apartment in Cole Bay

4.85 out of 5 average rating, 33 reviews

A101 - Outstanding Lagoon View & Garden

The stunning Room 101, a very luxurious one-bedroom apartment, is situated on the ground floor of The Hills Residence Simpson Bay in Sint Maarten. Enjoy breathtaking views of the Caribbean Sea from your backyard, which looks out over the gorgeous Simpson Bay Lagoon. You may unwind inside in a tastefully constructed living space that is furnished with opulent materials and modern conveniences for your maximum pleasure. The Hills Residence

Superhost

A modern living area features a comfortable gray sofa and a wooden dining table with two chairs. A decorative plant adds a touch of greenery. On the wall, a piece of artwork depicts an abstract scene, while a television is mounted on a white shelf across from the seating.

Apartment in Cole Bay

4.78 out of 5 average rating, 95 reviews

J-m house 2

Welcome to the “Friendly Island” of Sint Maarten, a Caribbean gem where the sun shines all year round and hospitality is a true tradition. Here, we welcome you to our elegant and harmonious guesthouse, thoughtfully designed for your comfort and well-being. From the moment you arrive, you’ll be charmed by the warm and soothing atmosphere. Every space has been carefully crafted, with everything you need to make you feel instantly at home.