
Holiday rentals in Simpson Bay Lagoon
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Top-rated holiday rentals in Simpson Bay Lagoon
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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.
5.0 out of 5 average rating, 84 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.
4.96 out of 5 average rating, 55 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!
4.97 out of 5 average rating, 29 reviews
Simpsonbay Studio Stunning Views 24/7 Security
Cozy lagoon-front studio in the heart of Simpson Bay. Enjoy peaceful water views on private terrace, 24/7 security, and a welcoming private gated community. Perfect for solo travelers, couples and besties seeking a relaxing retreat with lovely amenities - 2 pools, outdoor bar area, tennis courts. Just walking distance from SXM's most popular restaurants, beaches, and nightlife. Tranquility on the water meets convenience in one of St. Maarten’s most vibrant areas!
4.78 out of 5 average rating, 18 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.
5.0 out of 5 average rating, 11 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
5.0 out of 5 average rating, 202 reviews
Convenient, Near Airport, Free Parking + Security.
Cozy 1 bedroom apartment that is centrally located in a gated community in Cole Bay. This area is situated on the Dutch side of the island, but it is near the French side of the island. The apartment is 10 minute drive from the Princess Juliana International Airport. In the area, there is a small supermarket which is 1 minute walking distance and Lagoonies Bistro & Bar which is 2 minute walking distance from the apartment.
4.85 out of 5 average rating, 158 reviews
Beautiful, bright apartment with a 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.
5.0 out of 5 average rating, 23 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.
4.9 out of 5 average rating, 21 reviews
Barefoot Villas GreatBay View in Hot Tub & Balcony
Wake up to stunning panoramic views of Philipsburg and Great Bay. Sip your morning coffee as cruise ships glide into port, all while soaking in the refreshing ocean breeze. This centrally located property puts you just minutes away from Philipsburg’s vibrant shopping scene, local supermarkets, restaurants, and some of the island’s best beaches.
4.99 out of 5 average rating, 105 reviews
Cozy studio in a great location.
Find the time to relax in this charming studio in the heart of Cole Bay. Just a few minutes away from local restaurants, beaches, casinos and nightlife. Our little cactus is your perfect hideaway. Ideal for business trips, weekend getaways or short term vacation. By the way the studio is situated in a very quiet environment.
5.0 out of 5 average rating, 9 reviews
Indigo Bay Villa Poolside - Ocean 14
Experience refined Caribbean living in this enchanting 2-bedroom villa, nestled within the exclusive Indigo Bay community of St. Maarten. This beautifully designed villa offers a perfect blend of comfort, style, and outdoor elegance, making it an ideal retreat for those seeking tranquility and luxury.
4.96 out of 5 average rating, 113 reviewsPopular amenities for Simpson Bay Lagoon holiday rentals
Other great holiday rentals in Simpson Bay Lagoon

Sol y Mar - Beachfront Penthouse with private pool
5.0 out of 5 average rating, 18 reviews
Stunning oceanfront condo
4.98 out of 5 average rating, 40 reviews
Sunny Marina Residence
4.84 out of 5 average rating, 31 reviews
Royal Palm Hilton SXM
4.93 out of 5 average rating, 67 reviews
B243 - Deluxe 1 Bedroom
4.78 out of 5 average rating, 23 reviews
Comfy Loft Unit #1 @Lagoon Garden Apartments
4.81 out of 5 average rating, 70 reviews
Luxury apartment on the lagoon with boat lift
4.87 out of 5 average rating, 30 reviews
Yacht Inn - 2 Bedrooms
4.78 out of 5 average rating, 36 reviews




