The 10 Best Boutique Hotels with Entertainment in Simpson Bay (2025)

Nestled on the sun-kissed shores of Simpson Bay, The Villas at Simpson Bay Resort is a sanctuary where luxury and tranquility intertwine. Each villa offers an intimate escape with breathtaking sea views, enveloping guests in a serene atmosphere that whispers relaxation from dawn to dusk.

Chic Beach Living - With five stunning outdoor pools and direct access to pristine sands, days blend seamlessly between refreshing dips and sun-soaked lounging, all while the gentle sound of waves lulls you into perfect bliss.

Culinary Delights - Savor a gastronomic journey at five exquisite restaurants, where the aromas of Caribbean spices mingle with ocean breezes, creating an unforgettable dining experience under the stars or by the beach bar's inviting glow.

Adventure Awaits - Home to Aqua Mania Adventures, the largest water sports facility on the island, your days can be filled with exhilarating activities from snorkeling to kayaking, ensuring every moment is as thrilling as it is luxurious.

Guest Experiences - Picture yourself sipping a cocktail at the lively pool bar, the laughter of friends and the splash of water mingling in the air, while nearby, the scent of freshly brewed coffee wafts from the deli as guests enjoy breakfast on their balconies, taking in the soft hues of the morning sky.

Nestled along the pristine shores of Simpson Bay Beach, the Simpson Bay Resort Marina & Spa offers an exquisite blend of luxury and tranquility. This chic sanctuary invites couples, wellness enthusiasts, and adventurous souls alike to indulge in its lavish amenities while soaking up the sun-kissed beauty of Sint Maarten's Dutch side.

Total Relaxation - Rejuvenate in one of the five sparkling outdoor pools or unwind at the full-service spa, where the soothing sounds of ocean waves mingle with the gentle aroma of tropical flora, creating an idyllic backdrop for your wellness journey.

Romantic Break - Imagine sipping cocktails from a swim-up bar as you watch the sun dip below the horizon, painting the sky in hues of orange and pink—a perfect setting for intimate moments that linger long after the day has ended.

Beach Life - With direct access to soft sands and crystal-clear waters, beach lovers can revel in lazy days under swaying palm trees, while adventure seekers can partake in thrilling water sports organized by the on-site Aqua Mania Adventures.

Guest Experiences - Guests have marveled at the spacious, spotless rooms adorned with breathtaking oceanfront views and kitchens equipped for culinary adventures. One traveler fondly recalled the effortless check-in process, highlighting the staff’s warmth and local insights, making every stay not just comfortable, but truly memorable.

Nestled in the vibrant heart of Simpson Bay, Commodore Suites offers an enchanting escape where modern luxury meets island charm. Just a stone's throw from the golden sands of Kim Sha Beach, this stylish hotel invites you to unwind amidst lush gardens and serene pools, all while enjoying breathtaking views that encapsulate the essence of paradise.

Beach Life - Immerse yourself in the effortless allure of beachside living with Kim Sha Beach only a short stroll away, where the gentle lapping of waves serenades your mornings and sunsets paint the sky in spectacular hues.

Spa Breaks - Elevate your relaxation experience at our rooftop oasis, featuring two Jacuzzis with panoramic views—perfect for sipping on cocktails as the sun dips below the horizon, creating a tranquil retreat that rejuvenates both body and soul.

Outstanding Location - Enjoy the convenience of nearby nightlife, dining, and local markets, all within walking distance, allowing you to seamlessly blend adventure with leisure as you explore the vibrant culture of Sint Maarten.

Guest Experiences - Guests often find delight in the lively atmosphere, where the scent of fresh coffee wafts through the air each morning, blending with laughter during the happy hour atop the rooftop, creating a welcoming camaraderie that feels like home.

Nestled on the pristine sands of Baie Longue, La Samanna, A Belmond Hotel, St Martin is an exquisite escape where Caribbean charm meets refined luxury. The gentle sound of waves lapping at the shore and the sweet scent of tropical blooms envelop you as you step into a world of elegance, ensuring every moment feels both intimate and indulgent.

Total Relaxation - Immerse yourself in tranquility at the hotel’s spa, where the soothing aroma of essential oils fills the air, and each treatment is a journey away from the ordinary. Indulge in bespoke massages or join rejuvenating yoga sessions overlooking the azure sea to awaken your senses.

Boutique Beach Life - With a stunning beachfront just steps away, experience the luxury of soft sands underfoot and the warm sun kissing your skin. Enjoy every sunrise with your toes in the water, and sip on handcrafted cocktails as the sun dips below the horizon, painting the sky in vibrant hues.

Romantic Break - Every corner of La Samanna invites romance—from private dinners on your balcony, where gourmet delicacies mingle with the sounds of the ocean, to moonlit strolls along the beach. Each moment is tailored to create lasting memories amidst the idyllic backdrop of paradise.

Guest Experiences - An enchanting evening unfolded as guests savored delicious meals, their laughter mingling with the gentle sound of the waves. They spoke of unexpected kindnesses from the staff, like surprise treats delivered to their room—a delightful touch that brought smiles and added warmth to their luxurious retreat.

Nestled along the pristine shores of Grand Case, Bleu Emeraude Hotel is a haven of contemporary elegance where the rhythmic sound of waves lulls you into serenity. This intimate retreat invites couples and luxury seekers alike to indulge in breathtaking ocean views and the soft embrace of white-sand beaches, creating a romantic backdrop for unforgettable moments.

Outstanding location - With the turquoise waters just steps away, guests revel in the convenience of direct beach access, where morning sunrises paint the sky in vivid hues, beckoning you to sip coffee on your private balcony.

Total relaxation - The hotel's well-appointed suites feature modern amenities and spacious layouts, providing a tranquil sanctuary that feels like home, complete with the soothing scent of the sea drifting through open windows.

Chic beach life - Immerse yourself in the vibrant local culture just a short stroll away, dotted with charming restaurants and lively bars, each offering a taste of Saint Martin's culinary delights amid an atmosphere filled with laughter and the sounds of live music.

Guest Experiences - As I settled onto a sun-lounger with a book, the friendly staff brought over chilled towels and refreshing infused water, a small but thoughtful touch that enhanced my beachside bliss while the warm sun kissed my skin.

Nestled in the heart of Cul de Sac, La Villa Hibiscus is an enchanting sanctuary where contemporary elegance meets the lush vibrancy of Saint Martin's natural beauty. With breathtaking mountain views and a symphony of tropical flora surrounding the property, this romantic hideaway invites couples and wellness seekers to unwind in serenity and style.

Romantic Retreat - Every corner of La Villa Hibiscus whispers romance, from the intimate gardens that bloom with fragrant hibiscus flowers to the softly lit terrace ideal for starlit dinners. Couples will find themselves wrapped in an ambiance that beckons them to steal away for quiet moments together.

Total Relaxation - Indulge in the bliss of relaxation at the outdoor swimming pool, where the gentle rustle of palms dances in the warm breeze. The soothing sounds of nature accompany yoga and fitness classes, ensuring every guest can reconnect with their inner peace amid stunning surroundings.

Culinary Delights - Savor a culinary experience that transcends the ordinary at the on-site restaurant, where each dish is a delightful reflection of local flavors. Guests rave about the unforgettable cocktails and exquisite breakfast spreads, featuring the sweetest fruits—an enticing prelude to your day's adventures.

Guest Experiences - One guest recounted the luxurious comfort of their spacious room, complete with automatic shades for perfect darkness and a dreamy bed that wrapped them in warmth. They marveled at how the attentive staff quickly resolved a minor hot water hiccup, showcasing service that feels both personal and genuine.

Nestled in the serene embrace of Cul de Sac, Karibuni Boutique Hotel radiates a tranquil charm that invites guests to unwind and savor every moment. With its Creole architecture and lush gardens, this intimate haven offers breathtaking sea views, enveloping visitors in an atmosphere of luxury and relaxation perfect for romantic getaways or adventurous escapes.

Total Relaxation - A refreshing outdoor swimming pool awaits, surrounded by vibrant tropical flora, offering a serene spot for sunbathing or enjoying a leisurely swim under the sun's warm glow.

Romantic Break - The hotel’s proximity to the secluded Pinel Island ensures unforgettable sunset dinners, where the soft sounds of lapping waves complement the exquisite flavors of locally inspired cuisine, making every meal a cherished memory.

Eco Break - Sustainability is woven into the fabric of Karibuni, where natural materials like exotic woods and stained concrete harmonize with the surrounding landscape, creating a space that feels both luxurious and respectful to nature.

Guest Experiences - One guest recalled the scent of fresh pastries wafting through the air each morning, mixed with the salty breeze, as they enjoyed their coffee on the terrace—an intimate moment that felt like a hidden treasure, setting the tone for a perfect day ahead.

Nestled in the tranquil enclave of Cul de Sac, Villa Jwi Lavi Boutique Hotel invites you to experience the serene elegance of Saint Martin's French side. With its chic design and intimate atmosphere, this haven is perfect for couples seeking a romantic getaway, where every detail is crafted for comfort and connection under the Caribbean sun.

Romantic Escape - Experience a blissful retreat with rooms that exude modern luxury, featuring airy spaces adorned with minimalist decor and the gentle sound of palm fronds swaying in the breeze. Enjoy private balconies offering captivating sea views, setting the perfect backdrop for your sunset toast.

Total Relaxation - Rejuvenate by the inviting outdoor pool, where time slips away as you lounge on comfortable sunbeds, the aroma of fresh croissants from breakfast wafting through the air, enticing you to indulge in a leisurely morning.

Local Exploring - Set out for nearby hiking trails that reveal the island's natural beauty, or take a short drive to the pristine shores of Grandes Cayes Beach, where turquoise waters beckon you for an afternoon of blissful exploration amidst Saint Martin’s vibrant culture.

Guest Experiences - As the sun dipped below the horizon, the soft sounds of laughter floated from the shared lounge, where friendly hosts offered personalized recommendations. Guests savored the warmth of freshly baked pastries during breakfast, their delightful aroma mingling with the salty sea air—a true taste of local charm.

Nestled along the pristine shores of Shoal Bay Village, Zemi Beach House, LXR Hotels & Resorts, invites you to step into a realm where luxury meets the calm whispers of the Caribbean breeze. With its elegant architecture and captivating ocean views, this resort offers an intimate escape perfect for romantic getaways, wellness retreats, or rejuvenating solo journeys.

Total Relaxation - Immerse yourself in tranquility with an exquisite spa that beckons relaxation, featuring treatments inspired by ancient indigenous practices and soothing aromas that linger in the air as soft melodies capture the essence of the island.

Beach Life - Sink your toes into powdery white sands as the turquoise waves lap gently at the shore, creating a backdrop for sun-soaked afternoons filled with the sound of laughter and the salty tang of sea air, all within steps from your luxurious suite.

Romantic Break - Indulge in intimate evenings under starlit skies, with private dining options that turn meals into unforgettable experiences, enhanced by the gentle rustling of palm leaves and the soft glow of candlelight, setting the stage for cherished memories.

Guest Experiences - As guests stroll through the beautifully maintained grounds, they often remark on the delightful surprise of fresh tropical fruits adorning their breakfast table, while the friendly staff greet them with warm smiles, making even the simplest moments feel effortlessly special.

Nestled in the heart of Gustavia, GYP SEA Saint Barth is a sanctuary where luxury meets the rhythm of the Caribbean. Imagine soaking in stunning ocean views from your private terrace while the gentle sound of waves lulls you into tranquility, making it the perfect escape for couples seeking romance and adventure alike.

Beach Life - Step onto the soft sands of your own private beach area, where crystal-clear waters invite you to unwind under the sun or indulge in invigorating water sports, all while sipping a refreshing cocktail crafted by attentive staff who anticipate your every wish.

Total Relaxation - The outdoor swimming pool beckons with its serene surroundings, offering a perfect spot for leisurely lounging, surrounded by lush gardens that whisper the secrets of nature as you bask in the tranquil ambiance—a true haven for wellness enthusiasts.

Romantic Break - With thoughtful touches such as a complimentary anniversary gift and personalized service, each moment at GYP SEA feels resonant and special, creating memories that linger like the scent of tropical flowers wafting through your room.

Guest Experiences - As you arrive, the warm embrace of hospitality envelops you; a staff member greets you with genuine enthusiasm, their smile radiant against the backdrop of vibrant greenery. The aroma of freshly brewed coffee fills the air during breakfast, where every bite of the exquisite spread sparks delight, leaving an impression as lasting as the dazzling sunsets over the horizon.