Vacation rentals in Simpson Bay Lagoon

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Top-rated vacation rentals in Simpson Bay Lagoon

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Guest favorite

The private patio features a saltwater pool with ocean views, complemented by lounge chairs and tropical plants. Soft clouds drift overhead, enhancing the serene atmosphere. Nearby, a dining area offers an inviting space for meals while overlooking the lush garden and the expansive sea.

Home in Koolbaai

4.86 out of 5 average rating, 44 reviews

Luxury Villa Turquoise Heaven in Pelican Key

Welcome to Villa Turquoise Heaven- Modern Luxury in Pelican Key, SXM Experience the pinnacle of Caribbean elegance at Villa Turquoise Heaven, the newest luxury villa in the exclusive Tepui Residence. Designed for relaxation and style, this modern retreat offers a seamless blend of indoor-outdoor living with unparalleled views of the turquoise Caribbean Sea. From waking up to the gentle sound of waves to savoring sunsets from your private infinity pool, Villa TH offers an unforgettable escape.

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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

5.0 out of 5 average rating, 79 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.

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Guest favorite

Apartment in Pelican

5.0 out of 5 average rating, 22 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 saltwater pool and relax on the deck on the lounge chairs and comfortable seating areas. 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.

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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

4.98 out of 5 average rating, 53 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.

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Top guest favorite

Apartment in Simpson Bay

5.0 out of 5 average rating, 250 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

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Top 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, 46 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.

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Superhost

Condo in Upper Prince's Quarter

5.0 out of 5 average rating, 4 reviews

Serenity Seascape | 2BR Retreat, 270° Oceanviews

Wake up to a jaw-dropping panoramic view of the Caribbean Sea from this chic oceanfront gem in Point Blanche! Bask in 270° views, picture-perfect sunrises, and views of St. Barths from your own private terrace. The space features modern coastal interiors and hotel-quality bathrooms, blending luxury with cliffside serenity. Located just five minutes from Philipsburg, it offers easy access to beaches, restaurants, and shopping while preserving tranquility.

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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, 198 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 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

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Guest favorite

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

4.86 out of 5 average rating, 155 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.

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Top guest favorite

Apartment in Cole Bay

5.0 out of 5 average rating, 18 reviews

Beautiful bright apartment, lagoon view in Simpson Bay

Enjoy an unforgettable stay in this cozy apartment with lagoon views. The accommodation has a pleasant living space, carefully furnished for your comfort. The balcony will allow you to enjoy your meals or a coffee facing the lagoon, with a soothing view at any time of the day. The kitchen is fully equipped. Located in a quiet residence, you are close to the island's beaches, restaurants, shops and must-see activities.

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Guest favorite

A private pool is positioned beside a dining area, featuring a table with seating for six. The space is framed by large windows that offer views of surrounding mountains and the nearby town. Light filters through overhead slats, creating a pattern across the floor.

Home in Philipsburg

4.95 out of 5 average rating, 19 reviews

Bahia - Villa 3

The Bahia Villas are located in the heart of Simpson Bay. If you're looking to have you're own private villa but want to be on walking distance to our beautiful beaches and bars and restaurants this is just the place to stay. With 3 bedrooms and 2.5 bath you can either share the villa with family or friends up to 6 guests per Villa. Or decide to have a romantic getaway.

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Guest favorite

An inviting outdoor space features a private pool surrounded by lush greenery and sea views. Comfortable lounge chairs are positioned nearby, providing a serene spot to relax. Sunlight reflects off the water's surface, creating a tranquil atmosphere.

Apartment in Indigo bay

4.93 out of 5 average rating, 136 reviews

Independent apartment at the bottom of the villa – Indigo Bay

The Villa Stella apartment welcomes you in a unique setting with spectacular views of the Caribbean Sea. Located in a 24-hour secure residence, tranquility awaits. You will be just an 8-minute walk to Indigo Bay Beach and close to shops and restaurants in the Dutch side. Composed of 2 bedrooms and 2 bathrooms, you can relax in the pool/jacuzzi overlooking the bay.

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